data_IXX
#
_chem_comp.id IXX
_chem_comp.name 3-(5H-DIBENZO[B,F]AZEPIN-5-YL)-N,N-DIMETHYLPROPAN-1-AMINE
_chem_comp.type NON-POLYMER
_chem_comp.pdbx_type HETAIN
_chem_comp.formula "C19 H24 N2"
_chem_comp.mon_nstd_parent_comp_id ?
_chem_comp.pdbx_synonyms
5-(3-(dimethylamino)propyl)-10,11-dihydro-5H-dibenz[b,f]azepine;10,11-Dehydroimipramine;Depramine
_chem_comp.pdbx_formal_charge 0
_chem_comp.pdbx_initial_date 2007-06-07
_chem_comp.pdbx_modified_date 2020-09-28
_chem_comp.pdbx_ambiguous_flag ?
_chem_comp.pdbx_release_status REL
_chem_comp.pdbx_replaced_by ?
_chem_comp.pdbx_replaces ?
_chem_comp.formula_weight 280.407
_chem_comp.one_letter_code ?
_chem_comp.three_letter_code IXX
_chem_comp.pdbx_model_coordinates_details ?
_chem_comp.pdbx_model_coordinates_missing_flag N
_chem_comp.pdbx_ideal_coordinates_details Corina
_chem_comp.pdbx_ideal_coordinates_missing_flag N
_chem_comp.pdbx_model_coordinates_db_code 2Q72
_chem_comp.pdbx_subcomponent_list ?
_chem_comp.pdbx_processing_site RCSB
#
loop_
_chem_comp_atom.comp_id
_chem_comp_atom.atom_id
_chem_comp_atom.alt_atom_id
_chem_comp_atom.type_symbol
_chem_comp_atom.charge
_chem_comp_atom.pdbx_align
_chem_comp_atom.pdbx_aromatic_flag
_chem_comp_atom.pdbx_leaving_atom_flag
_chem_comp_atom.pdbx_stereo_config
_chem_comp_atom.pdbx_backbone_atom_flag
_chem_comp_atom.pdbx_n_terminal_atom_flag
_chem_comp_atom.pdbx_c_terminal_atom_flag
_chem_comp_atom.model_Cartn_x
_chem_comp_atom.model_Cartn_y
_chem_comp_atom.model_Cartn_z
_chem_comp_atom.pdbx_model_Cartn_x_ideal
_chem_comp_atom.pdbx_model_Cartn_y_ideal
_chem_comp_atom.pdbx_model_Cartn_z_ideal
_chem_comp_atom.pdbx_component_atom_id
_chem_comp_atom.pdbx_component_comp_id
_chem_comp_atom.pdbx_ordinal
IXX C11 C11 C 0 1 Y N N N N N 40.511 40.675 9.069 -1.176 1.178 -0.352 C11 IXX 1
IXX C10 C10 C 0 1 Y N N N N N 39.549 41.528 8.454 -1.151 2.227 -1.279 C10 IXX 2
IXX C9 C9 C 0 1 Y N N N N N 38.998 42.639 9.130 -1.868 3.381 -1.060 C9 IXX 3
IXX C8 C8 C 0 1 Y N N N N N 39.397 42.918 10.441 -2.625 3.500 0.092 C8 IXX 4
IXX C7 C7 C 0 1 Y N N N N N 40.335 42.108 11.081 -2.643 2.474 1.009 C7 IXX 5
IXX C2 C2 C 0 1 Y N N N N N 40.243 35.877 8.797 -1.581 -3.355 -1.463 C2 IXX 6
IXX C6 C6 C 0 1 N N N N N N 41.961 40.159 11.300 -1.992 0.313 1.942 C6 IXX 7
IXX C5 C5 C 0 1 N N N N N N 42.646 38.953 10.674 -0.962 -0.788 1.889 C5 IXX 8
IXX N1 N1 N 0 1 N N N N N N 41.018 39.557 8.285 -0.436 0.052 -0.695 N1 IXX 9
IXX C3 C3 C 0 1 Y N N N N N 41.021 35.616 9.930 -1.813 -3.818 -0.181 C3 IXX 10
IXX N2 N2 N 0 1 N N N N N N 41.503 41.024 4.083 4.299 0.465 0.471 N2 IXX 11
IXX C4 C4 C 0 1 Y N N N N N 41.778 36.632 10.497 -1.608 -2.994 0.911 C4 IXX 12
IXX C1 C1 C 0 1 Y N N N N N 40.235 37.191 8.245 -1.129 -2.062 -1.658 C1 IXX 13
IXX C12 C12 C 0 1 Y N N N N N 40.929 40.976 10.463 -1.908 1.303 0.807 C12 IXX 14
IXX C13 C13 C 0 1 Y N N N N N 41.794 37.945 9.980 -1.163 -1.696 0.715 C13 IXX 15
IXX C14 C14 C 0 1 Y N N N N N 41.016 38.232 8.831 -0.916 -1.247 -0.555 C14 IXX 16
IXX C15 C15 C 0 1 N N N N N N 42.032 39.885 7.235 0.914 0.243 -1.229 C15 IXX 17
IXX C16 C16 C 0 1 N N N N N N 41.741 39.245 5.858 1.921 0.255 -0.077 C16 IXX 18
IXX C17 C17 C 0 1 N N N N N N 40.806 40.102 5.039 3.332 0.454 -0.635 C17 IXX 19
IXX C18 C18 C 0 1 N N N N N N 41.211 42.443 4.359 4.365 -0.848 1.127 C18 IXX 20
IXX C19 C19 C 0 1 N N N N N N 41.110 40.696 2.689 5.627 0.888 0.005 C19 IXX 21
IXX H10 H10 H 0 1 N N N N N N 39.232 41.319 7.443 -0.560 2.130 -2.178 H10 IXX 22
IXX H9 H9 H 0 1 N N N N N N 38.273 43.269 8.637 -1.840 4.186 -1.779 H9 IXX 23
IXX H8 H8 H 0 1 N N N N N N 38.976 43.766 10.961 -3.201 4.396 0.271 H8 IXX 24
IXX H7 H7 H 0 1 N N N N N N 40.623 42.353 12.093 -3.238 2.576 1.904 H7 IXX 25
IXX H2 H2 H 0 1 N N N N N N 39.655 35.092 8.346 -1.752 -4.002 -2.310 H2 IXX 26
IXX H61 1H6 H 0 1 N N N N N N 42.762 40.862 11.572 -2.984 -0.140 1.933 H61 IXX 27
IXX H51 1H5 H 0 1 N N N N N N 43.349 39.343 9.924 0.030 -0.341 1.824 H51 IXX 28
IXX H3 H3 H 0 1 N N N N N N 41.033 34.626 10.362 -2.158 -4.831 -0.031 H3 IXX 29
IXX H4 H4 H 0 1 N N N N N N 42.378 36.409 11.367 -1.792 -3.360 1.910 H4 IXX 30
IXX H1 H1 H 0 1 N N N N N N 39.632 37.401 7.374 -0.944 -1.692 -2.656 H1 IXX 31
IXX H151 1H15 H 0 0 N N N N N N 42.046 40.977 7.106 1.153 -0.572 -1.912 H151 IXX 32
IXX H152 2H15 H 0 0 N N N N N N 42.994 39.479 7.580 0.963 1.191 -1.764 H152 IXX 33
IXX H161 1H16 H 0 0 N N N N N N 42.689 39.131 5.312 1.683 1.070 0.606 H161 IXX 34
IXX H162 2H16 H 0 0 N N N N N N 41.262 38.269 6.023 1.873 -0.694 0.458 H162 IXX 35
IXX H171 1H17 H 0 0 N N N N N N 40.213 40.717 5.733 3.381 1.402 -1.170 H171 IXX 36
IXX H172 2H17 H 0 0 N N N N N N 40.191 39.419 4.435 3.571 -0.361 -1.318 H172 IXX 37
IXX H181 1H18 H 0 0 N N N N N N 41.138 42.598 5.446 5.035 -0.792 1.984 H181 IXX 38
IXX H182 2H18 H 0 0 N N N N N N 42.019 43.069 3.953 3.368 -1.137 1.462 H182 IXX 39
IXX H183 3H18 H 0 0 N N N N N N 40.258 42.720 3.885 4.739 -1.588 0.420 H183 IXX 40
IXX H191 1H19 H 0 0 N N N N N N 40.015 40.615 2.626 5.980 0.197 -0.761 H191 IXX 41
IXX H192 2H19 H 0 0 N N N N N N 41.458 41.491 2.013 5.562 1.892 -0.413 H192 IXX 42
IXX H193 3H19 H 0 0 N N N N N N 41.566 39.739 2.395 6.323 0.887 0.843 H193 IXX 43
IXX H52 2H5 H 0 1 N N N N N N 43.087 38.410 11.523 -1.025 -1.375 2.805 H52 IXX 44
IXX H62 2H6 H 0 1 N N N N N N 41.360 39.729 12.115 -1.873 0.853 2.882 H62 IXX 45
#
loop_
_chem_comp_bond.comp_id
_chem_comp_bond.atom_id_1
_chem_comp_bond.atom_id_2
_chem_comp_bond.value_order
_chem_comp_bond.pdbx_aromatic_flag
_chem_comp_bond.pdbx_stereo_config
_chem_comp_bond.pdbx_ordinal
IXX C11 N1 SING N N 1
IXX C11 C10 DOUB Y N 2
IXX C11 C12 SING Y N 3
IXX C10 C9 SING Y N 4
IXX C10 H10 SING N N 5
IXX C9 C8 DOUB Y N 6
IXX C9 H9 SING N N 7
IXX C8 C7 SING Y N 8
IXX C8 H8 SING N N 9
IXX C7 C12 DOUB Y N 10
IXX C7 H7 SING N N 11
IXX C2 C1 SING Y N 12
IXX C2 C3 DOUB Y N 13
IXX C2 H2 SING N N 14
IXX C6 C12 SING N N 15
IXX C6 C5 SING N N 16
IXX C6 H61 SING N N 17
IXX C5 C13 SING N N 18
IXX C5 H51 SING N N 19
IXX N1 C15 SING N N 20
IXX N1 C14 SING N N 21
IXX C3 C4 SING Y N 22
IXX C3 H3 SING N N 23
IXX N2 C19 SING N N 24
IXX N2 C18 SING N N 25
IXX N2 C17 SING N N 26
IXX C4 C13 DOUB Y N 27
IXX C4 H4 SING N N 28
IXX C1 C14 DOUB Y N 29
IXX C1 H1 SING N N 30
IXX C13 C14 SING Y N 31
IXX C15 C16 SING N N 32
IXX C15 H151 SING N N 33
IXX C15 H152 SING N N 34
IXX C16 C17 SING N N 35
IXX C16 H161 SING N N 36
IXX C16 H162 SING N N 37
IXX C17 H171 SING N N 38
IXX C17 H172 SING N N 39
IXX C18 H181 SING N N 40
IXX C18 H182 SING N N 41
IXX C18 H183 SING N N 42
IXX C19 H191 SING N N 43
IXX C19 H192 SING N N 44
IXX C19 H193 SING N N 45
IXX C5 H52 SING N N 46
IXX C6 H62 SING N N 47
#
loop_
_pdbx_chem_comp_descriptor.comp_id
_pdbx_chem_comp_descriptor.type
_pdbx_chem_comp_descriptor.program
_pdbx_chem_comp_descriptor.program_version
_pdbx_chem_comp_descriptor.descriptor
IXX SMILES ACDLabs 10.04 c1cc3c(cc1)CCc2c(cccc2)N3CCCN(C)C
IXX SMILES_CANONICAL CACTVS 3.341 CN(C)CCCN1c2ccccc2CCc3ccccc13
IXX SMILES CACTVS 3.341 CN(C)CCCN1c2ccccc2CCc3ccccc13
IXX SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 CN(C)CCCN1c2ccccc2CCc3c1cccc3
IXX SMILES "OpenEye OEToolkits" 1.5.0 CN(C)CCCN1c2ccccc2CCc3c1cccc3
IXX InChI InChI 1.03 InChI=1S/C19H24N2/c1-20(2)14-7-15-21-18-10-5-3-8-16(18)12-13-17-9-4-6-11-19(17)21/h3-6,8-11H,7,12-15H2,1-2H3
IXX InChIKey InChI 1.03 BCGWQEUPMDMJNV-UHFFFAOYSA-N
#
loop_
_pdbx_chem_comp_identifier.comp_id
_pdbx_chem_comp_identifier.type
_pdbx_chem_comp_identifier.program
_pdbx_chem_comp_identifier.program_version
_pdbx_chem_comp_identifier.identifier
IXX "SYSTEMATIC NAME" ACDLabs 10.04 3-(10,11-dihydro-5H-dibenzo[b,f]azepin-5-yl)-N,N-dimethylpropan-1-amine
IXX "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 3-(5,6-dihydrobenzo[b][1]benzazepin-11-yl)-N,N-dimethyl-propan-1-amine
#
loop_
_pdbx_chem_comp_audit.comp_id
_pdbx_chem_comp_audit.action_type
_pdbx_chem_comp_audit.date
_pdbx_chem_comp_audit.processing_site
IXX 'Create component' 2007-06-07 RCSB
IXX 'Modify aromatic_flag' 2011-06-04 RCSB
IXX 'Modify descriptor' 2011-06-04 RCSB
IXX 'Modify synonyms' 2020-06-05 PDBE
IXX 'Modify synonyms' 2020-09-28 PDBE
#
loop_
_pdbx_chem_comp_synonyms.ordinal
_pdbx_chem_comp_synonyms.comp_id
_pdbx_chem_comp_synonyms.name
_pdbx_chem_comp_synonyms.provenance
_pdbx_chem_comp_synonyms.type
1 IXX 5-(3-(dimethylamino)propyl)-10,11-dihydro-5H-dibenz[b,f]azepine ? ?
2 IXX 10,11-Dehydroimipramine ? ?
3 IXX Depramine ? ?
#
_pdbe_chem_comp_drugbank_details.comp_id IXX
_pdbe_chem_comp_drugbank_details.drugbank_id DB00458
_pdbe_chem_comp_drugbank_details.type 'small molecule'
_pdbe_chem_comp_drugbank_details.name Imipramine
_pdbe_chem_comp_drugbank_details.description
'Imipramine, the prototypical tricyclic antidepressant (TCA), is a dibenzazepine-derivative TCA. TCAs are structurally similar to phenothiazines. They contain a tricyclic ring system with an alkyl amine substituent on the central ring. In non-depressed individuals, imipramine does not affect mood or arousal, but may cause sedation. In depressed individuals, imipramine exerts a positive effect on mood. TCAs are potent inhibitors of serotonin and norepinephrine reuptake. Tertiary amine TCAs, such as imipramine and amitriptyline, are more potent inhibitors of serotonin reuptake than secondary amine TCAs, such as nortriptyline and desipramine. TCAs also block histamine H<sub>1</sub> receptors, &alpha;<sub>1</sub>-adrenergic receptors and muscarinic receptors, which accounts for their sedative, hypotensive and anticholinergic effects (e.g. blurred vision, dry mouth, constipation, urinary retention), respectively [A6584]. Imipramine has less sedative and anticholinergic effects than the tertiary amine TCAs, amitriptyline and clomipramine. Imipramine may be used to treat depression and nocturnal enuresis in children [FDA Label]. Unlabeled indications include chronic and neuropathic pain (including diabetic neuropathy), panic disorder, attention-deficit/hyperactivity disorder (ADHD), and post-traumatic stress disorder (PTSD) [L1349,L1348,A31900,L1351,L1352,L1353,A31904].'
_pdbe_chem_comp_drugbank_details.cas_number 50-49-7
_pdbe_chem_comp_drugbank_details.mechanism_of_action
'Imipramine works by inhibiting the neuronal reuptake of the neurotransmitters norepinephrine and serotonin [A6584,T116]. It binds the sodium-dependent serotonin transporter and sodium-dependent norepinephrine transporter reducing the reuptake of norepinephrine and serotonin by neurons. Depression has been linked to a lack of stimulation of the post-synaptic neuron by norepinephrine and serotonin [A31933]. Slowing the reuptake of these neurotransmitters increases their concentration in the synaptic cleft, producing knock-on effects in protein kinase signalling which is thought to contribute to changes in neurotransmission and brain physiology which relieves symptoms of depression [A31939].'
#
loop_
_pdbe_chem_comp_synonyms.comp_id
_pdbe_chem_comp_synonyms.name
_pdbe_chem_comp_synonyms.provenance
_pdbe_chem_comp_synonyms.type
IXX '5-(3-(dimethylamino)propyl)-10,11-dihydro-5H-dibenz[b,f]azepine' wwPDB ?
IXX 10,11-Dehydroimipramine wwPDB ?
IXX Depramine wwPDB ?
IXX '10,11-dihydro-N,N-dimethyl-5H-dibenz[b,f]azepine-5-propanamine' DrugBank ?
IXX '5-[3-(dimethylamino)propyl]-10,11-dihydro-5H-dibenz[b,f]azepine' DrugBank ?
IXX Imipramine DrugBank ?
IXX Imipraminum DrugBank ?
IXX Imizine DrugBank ?
IXX N-(gamma-Dimethylaminopropyl)iminodibenzyl DrugBank ?
IXX 'N-(γ-dimethylaminopropyl)iminodibenzyl' DrugBank ?
IXX Antidep DrugBank 'International brand'
IXX Antideprin DrugBank 'International brand'
IXX Depsonil DrugBank 'International brand'
IXX Depsonil-PM DrugBank 'International brand'
IXX Elamin DrugBank 'International brand'
IXX Fronil DrugBank 'International brand'
IXX Imidol DrugBank 'International brand'
IXX 'Imipramin Dak' DrugBank 'International brand'
IXX Imiprex DrugBank 'International brand'
IXX Irmin DrugBank 'International brand'
IXX Melipramine DrugBank 'International brand'
IXX Pramin DrugBank 'International brand'
#
_pdbe_chem_comp_drugbank_classification.comp_id IXX
_pdbe_chem_comp_drugbank_classification.drugbank_id DB00458
_pdbe_chem_comp_drugbank_classification.parent Dibenzazepines
_pdbe_chem_comp_drugbank_classification.kingdom 'Organic compounds'
_pdbe_chem_comp_drugbank_classification.class Benzazepines
_pdbe_chem_comp_drugbank_classification.superclass 'Organoheterocyclic compounds'
_pdbe_chem_comp_drugbank_classification.description
'This compound belongs to the class of organic compounds known as dibenzazepines. These are compounds with two benzene rings connected by an azepine ring. Azepine is an unsaturated seven-member heterocycle with one nitrogen atom replacing a carbon atom.'
#
loop_
_pdbe_chem_comp_drugbank_targets.comp_id
_pdbe_chem_comp_drugbank_targets.drugbank_id
_pdbe_chem_comp_drugbank_targets.name
_pdbe_chem_comp_drugbank_targets.organism
_pdbe_chem_comp_drugbank_targets.uniprot_id
_pdbe_chem_comp_drugbank_targets.pharmacologically_active
_pdbe_chem_comp_drugbank_targets.ordinal
IXX DB00458 'Sodium-dependent noradrenaline transporter' Humans P23975 yes 1
IXX DB00458 'Sodium-dependent serotonin transporter' Humans P31645 yes 2
IXX DB00458 '5-hydroxytryptamine receptor 2A' Humans P28223 unknown 3
IXX DB00458 'Histamine H1 receptor' Humans P35367 no 4
IXX DB00458 'Alpha-1A adrenergic receptor' Humans P35348 no 5
IXX DB00458 'Alpha-1D adrenergic receptor' Humans P25100 no 6
IXX DB00458 'Muscarinic acetylcholine receptor M1' Humans P11229 no 7
IXX DB00458 'Muscarinic acetylcholine receptor M2' Humans P08172 no 8
IXX DB00458 'Muscarinic acetylcholine receptor M3' Humans P20309 no 9
IXX DB00458 'Muscarinic acetylcholine receptor M4' Humans P08173 no 10
IXX DB00458 'Muscarinic acetylcholine receptor M5' Humans P08912 no 11
IXX DB00458 'A-type voltage-gated potassium channel KCND2' Humans Q9NZV8 no 12
IXX DB00458 'A-type voltage-gated potassium channel KCND3' Humans Q9UK17 no 13
IXX DB00458 '5-hydroxytryptamine receptor 2C' Humans P28335 unknown 14
IXX DB00458 'Alpha-1B adrenergic receptor' Humans P35368 unknown 15
IXX DB00458 '5-hydroxytryptamine receptor 7' Humans P34969 unknown 16
IXX DB00458 'D(1A) dopamine receptor' Humans P21728 unknown 17
IXX DB00458 'D(1B) dopamine receptor' Humans P21918 unknown 18
IXX DB00458 'D(2) dopamine receptor' Humans P14416 unknown 19
IXX DB00458 'Voltage-gated inwardly rectifying potassium channel KCNH2' Humans Q12809 unknown 20
IXX DB00458 'Sodium-dependent dopamine transporter' Humans Q01959 unknown 21
IXX DB00458 '5-hydroxytryptamine receptor 1A' Humans P08908 unknown 22
IXX DB00458 '5-hydroxytryptamine receptor 6' Humans P50406 unknown 23
IXX DB00458 'Voltage-gated delayed rectifier potassium channel KCNH1' Humans O95259 unknown 24
IXX DB00458 'Alpha-1-acid glycoprotein 2' Humans P19652 unknown 25
#
loop_
_software.name
_software.version
_software.description
rdkit 2023.09.6 'Core functionality.'
pdbeccdutils 0.8.6 'Wrapper to provide 2D templates and molecular fragments.'
#
loop_
_pdbe_chem_comp_atom_depiction.comp_id
_pdbe_chem_comp_atom_depiction.atom_id
_pdbe_chem_comp_atom_depiction.element
_pdbe_chem_comp_atom_depiction.model_Cartn_x
_pdbe_chem_comp_atom_depiction.model_Cartn_y
_pdbe_chem_comp_atom_depiction.pdbx_ordinal
IXX C11 C 5.973 2.008 1
IXX C10 C 4.844 0.928 2
IXX C9 C 3.348 1.377 3
IXX C8 C 3.000 2.900 4
IXX C7 C 4.154 3.954 5
IXX C2 C 11.301 1.377 6
IXX C6 C 6.574 4.643 7
IXX C5 C 8.075 4.643 8
IXX N1 N 7.324 1.357 9
IXX C3 C 11.649 2.900 10
IXX N2 N 4.726 -3.143 11
IXX C4 C 10.495 3.954 12
IXX C1 C 9.805 0.928 13
IXX C12 C 5.639 3.470 14
IXX C13 C 9.010 3.470 15
IXX C14 C 8.676 2.008 16
IXX C15 C 7.324 -0.143 17
IXX C16 C 6.026 -0.893 18
IXX C17 C 6.025 -2.393 19
IXX C18 C 3.427 -2.393 20
IXX C19 C 4.726 -4.643 21
#
loop_
_pdbe_chem_comp_bond_depiction.comp_id
_pdbe_chem_comp_bond_depiction.atom_id_1
_pdbe_chem_comp_bond_depiction.atom_id_2
_pdbe_chem_comp_bond_depiction.value_order
_pdbe_chem_comp_bond_depiction.bond_dir
_pdbe_chem_comp_bond_depiction.pdbx_ordinal
IXX C11 N1 SINGLE NONE 1
IXX C11 C10 DOUBLE NONE 2
IXX C11 C12 SINGLE NONE 3
IXX C10 C9 SINGLE NONE 4
IXX C9 C8 DOUBLE NONE 5
IXX C8 C7 SINGLE NONE 6
IXX C7 C12 DOUBLE NONE 7
IXX C2 C1 SINGLE NONE 8
IXX C2 C3 DOUBLE NONE 9
IXX C6 C12 SINGLE NONE 10
IXX C6 C5 SINGLE NONE 11
IXX C5 C13 SINGLE NONE 12
IXX N1 C15 SINGLE NONE 13
IXX N1 C14 SINGLE NONE 14
IXX C3 C4 SINGLE NONE 15
IXX N2 C19 SINGLE NONE 16
IXX N2 C18 SINGLE NONE 17
IXX N2 C17 SINGLE NONE 18
IXX C4 C13 DOUBLE NONE 19
IXX C1 C14 DOUBLE NONE 20
IXX C13 C14 SINGLE NONE 21
IXX C15 C16 SINGLE NONE 22
IXX C16 C17 SINGLE NONE 23
#
loop_
_pdbe_chem_comp_substructure.comp_id
_pdbe_chem_comp_substructure.substructure_name
_pdbe_chem_comp_substructure.id
_pdbe_chem_comp_substructure.substructure_type
_pdbe_chem_comp_substructure.substructure_smiles
_pdbe_chem_comp_substructure.substructure_inchis
_pdbe_chem_comp_substructure.substructure_inchikeys
IXX MurckoScaffold S1 scaffold c1ccc2c(c1)CCc1ccccc1N2 InChI=1S/C14H13N/c1-3-7-13-11(5-1)9-10-12-6-2-4-8-14(12)15-13/h1-8,15H,9-10H2 ZSMRRZONCYIFNB-UHFFFAOYSA-N
IXX phenyl F1 fragment c1ccccc1 InChI=1S/C6H6/c1-2-4-6-5-3-1/h1-6H UHOVQNZJYSORNB-UHFFFAOYSA-N
#
loop_
_pdbe_chem_comp_substructure_mapping.comp_id
_pdbe_chem_comp_substructure_mapping.atom_id
_pdbe_chem_comp_substructure_mapping.substructure_id
_pdbe_chem_comp_substructure_mapping.substructure_ordinal
IXX C11 S1 1
IXX C10 S1 1
IXX C9 S1 1
IXX C8 S1 1
IXX C7 S1 1
IXX C2 S1 1
IXX C6 S1 1
IXX C5 S1 1
IXX N1 S1 1
IXX C3 S1 1
IXX C4 S1 1
IXX C1 S1 1
IXX C12 S1 1
IXX C13 S1 1
IXX C14 S1 1
IXX C11 F1 1
IXX C10 F1 1
IXX C9 F1 1
IXX C8 F1 1
IXX C7 F1 1
IXX C12 F1 1
IXX C2 F1 2
IXX C1 F1 2
IXX C14 F1 2
IXX C13 F1 2
IXX C4 F1 2
IXX C3 F1 2
#
_pdbe_chem_comp_rdkit_properties.comp_id IXX
_pdbe_chem_comp_rdkit_properties.exactmw 280.194
_pdbe_chem_comp_rdkit_properties.amw 280.415
_pdbe_chem_comp_rdkit_properties.lipinskiHBA 2
_pdbe_chem_comp_rdkit_properties.lipinskiHBD 0
_pdbe_chem_comp_rdkit_properties.NumRotatableBonds 6
_pdbe_chem_comp_rdkit_properties.NumHBD 0
_pdbe_chem_comp_rdkit_properties.NumHBA 2
_pdbe_chem_comp_rdkit_properties.NumHeavyAtoms 21
_pdbe_chem_comp_rdkit_properties.NumAtoms 45
_pdbe_chem_comp_rdkit_properties.NumHeteroatoms 2
_pdbe_chem_comp_rdkit_properties.NumAmideBonds 0
_pdbe_chem_comp_rdkit_properties.FractionCSP3 0.368
_pdbe_chem_comp_rdkit_properties.NumRings 3
_pdbe_chem_comp_rdkit_properties.NumAromaticRings 2
_pdbe_chem_comp_rdkit_properties.NumAliphaticRings 1
_pdbe_chem_comp_rdkit_properties.NumSaturatedRings 0
_pdbe_chem_comp_rdkit_properties.NumHeterocycles 1
_pdbe_chem_comp_rdkit_properties.NumAromaticHeterocycles 0
_pdbe_chem_comp_rdkit_properties.NumSaturatedHeterocycles 0
_pdbe_chem_comp_rdkit_properties.NumAliphaticHeterocycles 1
_pdbe_chem_comp_rdkit_properties.NumSpiroAtoms 0
_pdbe_chem_comp_rdkit_properties.NumBridgeheadAtoms 0
_pdbe_chem_comp_rdkit_properties.NumAtomStereoCenters 0
_pdbe_chem_comp_rdkit_properties.NumUnspecifiedAtomStereoCenters 0
_pdbe_chem_comp_rdkit_properties.labuteASA 161.276
_pdbe_chem_comp_rdkit_properties.tpsa 6.480
_pdbe_chem_comp_rdkit_properties.CrippenClogP 3.004
_pdbe_chem_comp_rdkit_properties.CrippenMR 88.289
_pdbe_chem_comp_rdkit_properties.chi0v 10.394
_pdbe_chem_comp_rdkit_properties.chi1v 5.592
_pdbe_chem_comp_rdkit_properties.chi2v 2.431
_pdbe_chem_comp_rdkit_properties.chi3v 2.431
_pdbe_chem_comp_rdkit_properties.chi4v 1.614
_pdbe_chem_comp_rdkit_properties.chi0n 34.394
_pdbe_chem_comp_rdkit_properties.chi1n 17.592
_pdbe_chem_comp_rdkit_properties.chi2n 2.431
_pdbe_chem_comp_rdkit_properties.chi3n 2.431
_pdbe_chem_comp_rdkit_properties.chi4n 1.614
_pdbe_chem_comp_rdkit_properties.hallKierAlpha -1.800
_pdbe_chem_comp_rdkit_properties.kappa1 3.113
_pdbe_chem_comp_rdkit_properties.kappa2 6.315
_pdbe_chem_comp_rdkit_properties.kappa3 3.108
_pdbe_chem_comp_rdkit_properties.Phi 0.936
#
loop_
_pdbe_chem_comp_external_mappings.comp_id
_pdbe_chem_comp_external_mappings.source
_pdbe_chem_comp_external_mappings.resource
_pdbe_chem_comp_external_mappings.resource_id
IXX UniChem ChEMBL CHEMBL11
IXX UniChem DrugBank DB00458
IXX UniChem 'Guide to Pharmacology' 357
IXX UniChem 'KEGG LIGAND' C07049
IXX UniChem ChEBI 47499
IXX UniChem ZINC ZINC000000020245
IXX UniChem atlas imipramine
IXX UniChem fdasrs OGG85SX4E4
IXX UniChem SureChEMBL SCHEMBL34282
IXX UniChem PharmGKB PA449969
IXX UniChem HMDB HMDB0001848
IXX UniChem NMRShiftDB 20147315
IXX UniChem LINCS LSM-2852
IXX UniChem DrugCentral 1427
IXX UniChem BRENDA 1618
IXX UniChem BRENDA 75631
IXX UniChem ChemicalBook CB1727489
IXX UniChem DailyMed IMIPRAMINE
IXX UniChem ClinicalTrials IMIPRAMINE
IXX UniChem ClinicalTrials 'IMIPRAMINE HYDROCHLORIDE'
IXX UniChem ClinicalTrials 'IMIPRAMINE PAMOATE'
IXX UniChem ClinicalTrials JANIMINE
IXX UniChem ClinicalTrials TOFRANIL-PM
IXX UniChem rxnorm IMIPRAMINE
IXX UniChem rxnorm 'IMIPRAMINE HYDROCHLORIDE'
IXX UniChem rxnorm 'IMIPRAMINE PAMOATE'
IXX UniChem rxnorm TOFRANIL
IXX UniChem 'Probes And Drugs' PD010016
IXX UniChem 'EPA CompTox Dashboard' DTXSID1043881
IXX UniChem 'PubChem TPHARMA' 15222228
IXX UniChem PubChem 3696
IXX UniChem Mcule MCULE-9471074673
IXX UniChem ACTor 50-49-7
IXX UniChem Nikkaji J8.587A
IXX UniChem BindingDb 50010859
#
loop_
_pdbe_chem_comp_rdkit_conformer.comp_id
_pdbe_chem_comp_rdkit_conformer.atom_id
_pdbe_chem_comp_rdkit_conformer.Cartn_x_rdkit
_pdbe_chem_comp_rdkit_conformer.Cartn_y_rdkit
_pdbe_chem_comp_rdkit_conformer.Cartn_z_rdkit
_pdbe_chem_comp_rdkit_conformer.rdkit_method
_pdbe_chem_comp_rdkit_conformer.rdkit_ordinal
IXX C11 -1.016 1.057 -0.952 ETKDGv3 1
IXX C10 -1.275 1.607 -2.152 ETKDGv3 2
IXX C9 -1.906 2.939 -2.238 ETKDGv3 3
IXX C8 -2.225 3.602 -1.121 ETKDGv3 4
IXX C7 -1.943 3.003 0.199 ETKDGv3 5
IXX C2 -2.060 -3.625 -0.531 ETKDGv3 6
IXX C6 -1.072 1.147 1.599 ETKDGv3 7
IXX C5 -2.066 0.019 1.862 ETKDGv3 8
IXX N1 -0.404 -0.238 -0.850 ETKDGv3 9
IXX C3 -2.684 -3.551 0.642 ETKDGv3 10
IXX N2 2.873 0.523 0.371 ETKDGv3 11
IXX C4 -2.635 -2.307 1.425 ETKDGv3 12
IXX C1 -1.300 -2.470 -1.035 ETKDGv3 13
IXX C12 -1.355 1.796 0.280 ETKDGv3 14
IXX C13 -1.940 -1.231 0.999 ETKDGv3 15
IXX C14 -1.196 -1.329 -0.319 ETKDGv3 16
IXX C15 0.851 -0.468 -1.595 ETKDGv3 17
IXX C16 1.833 -1.406 -0.866 ETKDGv3 18
IXX C17 2.347 -0.857 0.477 ETKDGv3 19
IXX C18 4.132 0.559 -0.396 ETKDGv3 20
IXX C19 3.116 1.065 1.718 ETKDGv3 21
IXX H10 -1.036 1.075 -3.065 ETKDGv3 22
IXX H9 -2.113 3.375 -3.207 ETKDGv3 23
IXX H8 -2.691 4.577 -1.182 ETKDGv3 24
IXX H7 -2.216 3.549 1.094 ETKDGv3 25
IXX H2 -2.107 -4.535 -1.115 ETKDGv3 26
IXX H61 -0.039 0.754 1.617 ETKDGv3 27
IXX H51 -1.939 -0.276 2.928 ETKDGv3 28
IXX H3 -3.244 -4.400 1.014 ETKDGv3 29
IXX H4 -3.199 -2.270 2.351 ETKDGv3 30
IXX H1 -0.824 -2.569 -2.000 ETKDGv3 31
IXX H151 0.615 -0.892 -2.594 ETKDGv3 32
IXX H152 1.364 0.500 -1.785 ETKDGv3 33
IXX H161 2.695 -1.605 -1.537 ETKDGv3 34
IXX H162 1.362 -2.394 -0.687 ETKDGv3 35
IXX H171 3.128 -1.546 0.873 ETKDGv3 36
IXX H172 1.501 -0.893 1.195 ETKDGv3 37
IXX H181 4.561 1.585 -0.390 ETKDGv3 38
IXX H182 3.946 0.309 -1.460 ETKDGv3 39
IXX H183 4.885 -0.146 0.023 ETKDGv3 40
IXX H191 3.462 2.119 1.651 ETKDGv3 41
IXX H192 3.881 0.466 2.263 ETKDGv3 42
IXX H193 2.179 1.072 2.312 ETKDGv3 43
IXX H52 -3.100 0.417 1.762 ETKDGv3 44
IXX H62 -1.145 1.892 2.422 ETKDGv3 45
#