data_DSM
#
_chem_comp.id DSM
_chem_comp.name 3-(10,11-DIHYDRO-5H-DIBENZO[B,F]AZEPIN-5-YL)-N-METHYLPROPAN-1-AMINE
_chem_comp.type NON-POLYMER
_chem_comp.pdbx_type HETAIN
_chem_comp.formula "C18 H22 N2"
_chem_comp.mon_nstd_parent_comp_id ?
_chem_comp.pdbx_synonyms Desipramine;Norpramin
_chem_comp.pdbx_formal_charge 0
_chem_comp.pdbx_initial_date 2007-07-17
_chem_comp.pdbx_modified_date 2020-09-29
_chem_comp.pdbx_ambiguous_flag N
_chem_comp.pdbx_release_status REL
_chem_comp.pdbx_replaced_by ?
_chem_comp.pdbx_replaces ?
_chem_comp.formula_weight 266.381
_chem_comp.one_letter_code ?
_chem_comp.three_letter_code DSM
_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 2QJU
_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
DSM C18 C18 C 0 1 N N N N N N 17.739 -15.329 -26.067 5.854 -0.833 -0.410 C18 DSM 1
DSM N2 N2 N 0 1 N N N N N N 16.443 -14.535 -25.912 4.463 -0.609 -0.824 N2 DSM 2
DSM C17 C17 C 0 1 N N N N N N 15.799 -13.781 -24.746 3.560 -0.618 0.335 C17 DSM 3
DSM C16 C16 C 0 1 N N N N N N 15.954 -12.234 -25.066 2.123 -0.383 -0.135 C16 DSM 4
DSM C15 C15 C 0 1 N N N N N N 15.455 -11.086 -24.195 1.184 -0.391 1.072 C15 DSM 5
DSM N1 N1 N 0 1 N N N N N N 16.270 -10.633 -23.010 -0.175 -0.059 0.636 N1 DSM 6
DSM C14 C14 C 0 1 Y N N N N N 15.878 -9.530 -22.119 -1.054 -1.100 0.363 C14 DSM 7
DSM C1 C1 C 0 1 Y N N N N N 15.508 -8.276 -22.701 -1.073 -2.142 1.299 C1 DSM 8
DSM C2 C2 C 0 1 Y N N N N N 15.121 -7.141 -21.936 -1.924 -3.212 1.149 C2 DSM 9
DSM C3 C3 C 0 1 Y N N N N N 15.110 -7.142 -20.539 -2.773 -3.254 0.058 C3 DSM 10
DSM C4 C4 C 0 1 Y N N N N N 15.503 -8.453 -19.913 -2.749 -2.237 -0.868 C4 DSM 11
DSM C13 C13 C 0 1 Y N N N N N 15.885 -9.554 -20.661 -1.879 -1.151 -0.737 C13 DSM 12
DSM C5 C5 C 0 1 N N N N N N 16.205 -10.703 -19.749 -1.940 -0.164 -1.876 C5 DSM 13
DSM C6 C6 C 0 1 N N N N N N 16.599 -12.014 -20.410 -0.796 0.819 -1.913 C6 DSM 14
DSM C12 C12 C 0 1 Y N N N N N 17.762 -11.862 -21.385 -0.811 1.751 -0.739 C12 DSM 15
DSM C11 C11 C 0 1 Y N N N N N 17.526 -11.194 -22.604 -0.522 1.284 0.520 C11 DSM 16
DSM C7 C7 C 0 1 Y N N N N N 19.015 -12.373 -21.074 -1.125 3.089 -0.920 C7 DSM 17
DSM C8 C8 C 0 1 Y N N N N N 20.200 -12.244 -22.035 -1.159 3.936 0.173 C8 DSM 18
DSM C9 C9 C 0 1 Y N N N N N 19.946 -11.577 -23.243 -0.886 3.456 1.441 C9 DSM 19
DSM C10 C10 C 0 1 Y N N N N N 18.637 -11.095 -23.460 -0.567 2.119 1.628 C10 DSM 20
DSM H181 H181 H 0 0 N N N N N N 17.927 -15.520 -27.134 6.501 -0.822 -1.287 H181 DSM 21
DSM H182 H182 H 0 0 N N N N N N 18.575 -14.752 -25.645 6.160 -0.043 0.277 H182 DSM 22
DSM H183 H183 H 0 0 N N N N N N 17.648 -16.287 -25.534 5.934 -1.799 0.089 H183 DSM 23
DSM HN2 HN2 H 0 1 N N N N N N 16.559 -13.810 -26.591 4.374 0.250 -1.345 HN2 DSM 24
DSM H171 H171 H 0 0 N N N N N N 14.736 -14.050 -24.655 3.624 -1.582 0.839 H171 DSM 25
DSM H172 H172 H 0 0 N N N N N N 16.284 -14.038 -23.793 3.850 0.173 1.027 H172 DSM 26
DSM H161 H161 H 0 0 N N N N N N 17.041 -12.076 -25.127 2.059 0.582 -0.639 H161 DSM 27
DSM H162 H162 H 0 0 N N N N N N 15.277 -12.140 -25.928 1.834 -1.174 -0.827 H162 DSM 28
DSM H151 H151 H 0 0 N N N N N N 15.370 -10.213 -24.859 1.187 -1.382 1.528 H151 DSM 29
DSM H152 H152 H 0 0 N N N N N N 14.535 -11.483 -23.742 1.522 0.345 1.801 H152 DSM 30
DSM H1 H1 H 0 1 N N N N N N 15.523 -8.187 -23.777 -0.410 -2.104 2.151 H1 DSM 31
DSM H2 H2 H 0 1 N N N N N N 14.824 -6.242 -22.456 -1.929 -4.011 1.875 H2 DSM 32
DSM H3 H3 H 0 1 N N N N N N 14.842 -6.273 -19.956 -3.454 -4.083 -0.067 H3 DSM 33
DSM H4 H4 H 0 1 N N N N N N 15.486 -8.539 -18.837 -3.417 -2.279 -1.716 H4 DSM 34
DSM H51 H51 H 0 1 N N N N N N 17.052 -10.391 -19.120 -1.949 -0.719 -2.814 H51 DSM 35
DSM H52 H52 H 0 1 N N N N N N 15.270 -10.917 -19.210 -2.873 0.394 -1.800 H52 DSM 36
DSM H61 H61 H 0 1 N N N N N N 16.898 -12.722 -19.623 0.144 0.267 -1.914 H61 DSM 37
DSM H62 H62 H 0 1 N N N N N N 15.730 -12.371 -20.983 -0.862 1.404 -2.830 H62 DSM 38
DSM H7 H7 H 0 1 N N N N N N 19.158 -12.875 -20.129 -1.341 3.468 -1.908 H7 DSM 39
DSM H8 H8 H 0 1 N N N N N N 21.175 -12.643 -21.797 -1.401 4.979 0.035 H8 DSM 40
DSM H9 H9 H 0 1 N N N N N N 20.723 -11.437 -23.980 -0.924 4.122 2.290 H9 DSM 41
DSM H10 H10 H 0 1 N N N N N N 18.468 -10.588 -24.399 -0.352 1.732 2.614 H10 DSM 42
#
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
DSM C18 N2 SING N N 1
DSM C18 H181 SING N N 2
DSM C18 H182 SING N N 3
DSM C18 H183 SING N N 4
DSM N2 C17 SING N N 5
DSM N2 HN2 SING N N 6
DSM C17 C16 SING N N 7
DSM C17 H171 SING N N 8
DSM C17 H172 SING N N 9
DSM C16 C15 SING N N 10
DSM C16 H161 SING N N 11
DSM C16 H162 SING N N 12
DSM C15 N1 SING N N 13
DSM C15 H151 SING N N 14
DSM C15 H152 SING N N 15
DSM N1 C11 SING N N 16
DSM N1 C14 SING N N 17
DSM C14 C1 SING Y N 18
DSM C14 C13 DOUB Y N 19
DSM C1 C2 DOUB Y N 20
DSM C1 H1 SING N N 21
DSM C2 C3 SING Y N 22
DSM C2 H2 SING N N 23
DSM C3 C4 DOUB Y N 24
DSM C3 H3 SING N N 25
DSM C4 C13 SING Y N 26
DSM C4 H4 SING N N 27
DSM C13 C5 SING N N 28
DSM C5 C6 SING N N 29
DSM C5 H51 SING N N 30
DSM C5 H52 SING N N 31
DSM C6 C12 SING N N 32
DSM C6 H61 SING N N 33
DSM C6 H62 SING N N 34
DSM C12 C11 DOUB Y N 35
DSM C12 C7 SING Y N 36
DSM C11 C10 SING Y N 37
DSM C7 C8 DOUB Y N 38
DSM C7 H7 SING N N 39
DSM C8 C9 SING Y N 40
DSM C8 H8 SING N N 41
DSM C9 C10 DOUB Y N 42
DSM C9 H9 SING N N 43
DSM C10 H10 SING N N 44
#
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
DSM SMILES ACDLabs 10.04 c1cc3c(cc1)CCc2c(cccc2)N3CCCNC
DSM SMILES_CANONICAL CACTVS 3.341 CNCCCN1c2ccccc2CCc3ccccc13
DSM SMILES CACTVS 3.341 CNCCCN1c2ccccc2CCc3ccccc13
DSM SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 CNCCCN1c2ccccc2CCc3c1cccc3
DSM SMILES "OpenEye OEToolkits" 1.5.0 CNCCCN1c2ccccc2CCc3c1cccc3
DSM InChI InChI 1.03 InChI=1S/C18H22N2/c1-19-13-6-14-20-17-9-4-2-7-15(17)11-12-16-8-3-5-10-18(16)20/h2-5,7-10,19H,6,11-14H2,1H3
DSM InChIKey InChI 1.03 HCYAFALTSJYZDH-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
DSM "SYSTEMATIC NAME" ACDLabs 10.04 3-(10,11-dihydro-5H-dibenzo[b,f]azepin-5-yl)-N-methylpropan-1-amine
DSM "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 3-(5,6-dihydrobenzo[b][1]benzazepin-11-yl)-N-methyl-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
DSM 'Create component' 2007-07-17 RCSB
DSM 'Modify descriptor' 2011-06-04 RCSB
DSM 'Modify synonyms' 2020-09-29 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 DSM Desipramine ? ?
2 DSM Norpramin ? ?
#
_pdbe_chem_comp_drugbank_details.comp_id DSM
_pdbe_chem_comp_drugbank_details.drugbank_id DB01151
_pdbe_chem_comp_drugbank_details.type 'small molecule'
_pdbe_chem_comp_drugbank_details.name Desipramine
_pdbe_chem_comp_drugbank_details.description
'Desipramine hydrochloride is a dibenzazepine-derivative tricyclic antidepressant (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, desipramine does not affect mood or arousal, but may cause sedation. In depressed individuals, desipramine exerts a positive effect on mood. TCAs are potent inhibitors of serotonin and norepinephrine reuptake. Secondary amine TCAs, such as desipramine and nortriptyline, are more potent inhibitors of norepinephrine reuptake than tertiary amine TCAs, such as amitriptyline and doxepine. TCAs also down-regulate cerebral cortical &beta;-adrenergic receptors and sensitize post-synaptic serotonergic receptors with chronic use. The antidepressant effects of TCAs are thought to be due to an overall increase in serotonergic neurotransmission. 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. See toxicity section below for a complete listing of side effects. Desipramine exerts less anticholinergic and sedative side effects compared to tertiary amine TCAs, such as amitriptyline and clomipramine. Desipramine may be used to treat depression, neuropathic pain (unlabeled use), agitation and insomnia (unlabeled use) and attention-deficit hyperactivity disorder (unlabeled use).'
_pdbe_chem_comp_drugbank_details.cas_number 50-47-5
_pdbe_chem_comp_drugbank_details.mechanism_of_action
'Desipramine is a tricyclic antidepressant (TCA) that selectively blocks reuptake of norepinephrine (noradrenaline) from the neuronal synapse. It also inhibits serotonin reuptake, but to a lesser extent compared to tertiary amine TCAs such as imipramine. Inhibition of neurotransmitter reuptake increases stimulation of the post-synaptic neuron.  Chronic use of desipramine also leads to down-regulation of beta-adrenergic receptors in the cerebral cortex and sensitization of serotonergic receptors. An overall increase in serotonergic transmission likely confers desipramine its antidepressant effects. Desipramine also possesses minor anticholinergic activity, through its affinity for muscarinic receptors. TCAs are believed to act by restoring normal levels of neurotransmitters via synaptic reuptake inhibition and by increasing serotonergic neurotransmission via serotonergic receptor sensitization in the central nervous system.'
#
loop_
_pdbe_chem_comp_synonyms.comp_id
_pdbe_chem_comp_synonyms.name
_pdbe_chem_comp_synonyms.provenance
_pdbe_chem_comp_synonyms.type
DSM Desipramine wwPDB ?
DSM Norpramin wwPDB ?
DSM 5-(gamma-methylaminopropyl)iminodibenzyl DrugBank ?
DSM '5-(γ-methylaminopropyl)iminodibenzyl' DrugBank ?
DSM Desipramine DrugBank ?
DSM Desipraminum DrugBank ?
DSM Desmethylimipramine DrugBank ?
DSM DMI DrugBank ?
DSM Monodemethylimipramine DrugBank ?
DSM N-(3-methylaminopropyl)iminobibenzyl DrugBank ?
DSM Norimipramine DrugBank ?
DSM Pertofran DrugBank 'International brand'
DSM Pertofrane DrugBank 'International brand'
#
_pdbe_chem_comp_drugbank_classification.comp_id DSM
_pdbe_chem_comp_drugbank_classification.drugbank_id DB01151
_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
DSM DB01151 'Sodium-dependent noradrenaline transporter' Humans P23975 yes 1
DSM DB01151 'Sodium-dependent serotonin transporter' Humans P31645 yes 2
DSM DB01151 '5-hydroxytryptamine receptor 2A' Humans P28223 yes 3
DSM DB01151 'Beta-2 adrenergic receptor' Humans P07550 unknown 4
DSM DB01151 'Beta-1 adrenergic receptor' Humans P08588 unknown 5
DSM DB01151 'Sphingomyelin phosphodiesterase' Humans P17405 unknown 6
DSM DB01151 'Histamine H1 receptor' Humans P35367 no 7
DSM DB01151 'Alpha-1A adrenergic receptor' Humans P35348 no 8
DSM DB01151 'Alpha-1B adrenergic receptor' Humans P35368 no 9
DSM DB01151 'Alpha-1D adrenergic receptor' Humans P25100 no 10
DSM DB01151 'Muscarinic acetylcholine receptor M1' Humans P11229 no 11
DSM DB01151 'Muscarinic acetylcholine receptor M2' Humans P08172 no 12
DSM DB01151 'Muscarinic acetylcholine receptor M3' Humans P20309 no 13
DSM DB01151 'Muscarinic acetylcholine receptor M4' Humans P08173 no 14
DSM DB01151 'Muscarinic acetylcholine receptor M5' Humans P08912 no 15
DSM DB01151 '5-hydroxytryptamine receptor 1A' Humans P08908 unknown 16
DSM DB01151 '5-hydroxytryptamine receptor 2C' Humans P28335 unknown 17
DSM DB01151 'D(2) dopamine receptor' Humans P14416 unknown 18
DSM DB01151 'Alpha-2A adrenergic receptor' Humans P08913 unknown 19
DSM DB01151 'Alpha-2B adrenergic receptor' Humans P18089 unknown 20
DSM DB01151 'Alpha-2C adrenergic receptor' Humans P18825 unknown 21
#
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
DSM C18 C 4.726 -4.643 1
DSM N2 N 4.726 -3.143 2
DSM C17 C 6.025 -2.393 3
DSM C16 C 6.026 -0.893 4
DSM C15 C 7.324 -0.143 5
DSM N1 N 7.324 1.357 6
DSM C14 C 8.676 2.008 7
DSM C1 C 9.805 0.928 8
DSM C2 C 11.301 1.377 9
DSM C3 C 11.649 2.900 10
DSM C4 C 10.495 3.954 11
DSM C13 C 9.010 3.470 12
DSM C5 C 8.075 4.643 13
DSM C6 C 6.574 4.643 14
DSM C12 C 5.639 3.470 15
DSM C11 C 5.973 2.008 16
DSM C7 C 4.154 3.954 17
DSM C8 C 3.000 2.900 18
DSM C9 C 3.348 1.377 19
DSM C10 C 4.844 0.928 20
#
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
DSM C18 N2 SINGLE NONE 1
DSM N2 C17 SINGLE NONE 2
DSM C17 C16 SINGLE NONE 3
DSM C16 C15 SINGLE NONE 4
DSM C15 N1 SINGLE NONE 5
DSM N1 C11 SINGLE NONE 6
DSM N1 C14 SINGLE NONE 7
DSM C14 C1 SINGLE NONE 8
DSM C14 C13 DOUBLE NONE 9
DSM C1 C2 DOUBLE NONE 10
DSM C2 C3 SINGLE NONE 11
DSM C3 C4 DOUBLE NONE 12
DSM C4 C13 SINGLE NONE 13
DSM C13 C5 SINGLE NONE 14
DSM C5 C6 SINGLE NONE 15
DSM C6 C12 SINGLE NONE 16
DSM C12 C11 DOUBLE NONE 17
DSM C12 C7 SINGLE NONE 18
DSM C11 C10 SINGLE NONE 19
DSM C7 C8 DOUBLE NONE 20
DSM C8 C9 SINGLE NONE 21
DSM C9 C10 DOUBLE NONE 22
#
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
DSM 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
DSM 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
DSM N1 S1 1
DSM C14 S1 1
DSM C1 S1 1
DSM C2 S1 1
DSM C3 S1 1
DSM C4 S1 1
DSM C13 S1 1
DSM C5 S1 1
DSM C6 S1 1
DSM C12 S1 1
DSM C11 S1 1
DSM C7 S1 1
DSM C8 S1 1
DSM C9 S1 1
DSM C10 S1 1
DSM C14 F1 1
DSM C1 F1 1
DSM C2 F1 1
DSM C3 F1 1
DSM C4 F1 1
DSM C13 F1 1
DSM C12 F1 2
DSM C11 F1 2
DSM C10 F1 2
DSM C9 F1 2
DSM C8 F1 2
DSM C7 F1 2
#
_pdbe_chem_comp_rdkit_properties.comp_id DSM
_pdbe_chem_comp_rdkit_properties.exactmw 266.178
_pdbe_chem_comp_rdkit_properties.amw 266.388
_pdbe_chem_comp_rdkit_properties.lipinskiHBA 2
_pdbe_chem_comp_rdkit_properties.lipinskiHBD 1
_pdbe_chem_comp_rdkit_properties.NumRotatableBonds 5
_pdbe_chem_comp_rdkit_properties.NumHBD 1
_pdbe_chem_comp_rdkit_properties.NumHBA 2
_pdbe_chem_comp_rdkit_properties.NumHeavyAtoms 20
_pdbe_chem_comp_rdkit_properties.NumAtoms 42
_pdbe_chem_comp_rdkit_properties.NumHeteroatoms 2
_pdbe_chem_comp_rdkit_properties.NumAmideBonds 0
_pdbe_chem_comp_rdkit_properties.FractionCSP3 0.333
_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 151.949
_pdbe_chem_comp_rdkit_properties.tpsa 15.270
_pdbe_chem_comp_rdkit_properties.CrippenClogP 2.662
_pdbe_chem_comp_rdkit_properties.CrippenMR 83.662
_pdbe_chem_comp_rdkit_properties.chi0v 9.894
_pdbe_chem_comp_rdkit_properties.chi1v 5.368
_pdbe_chem_comp_rdkit_properties.chi2v 2.375
_pdbe_chem_comp_rdkit_properties.chi3v 2.375
_pdbe_chem_comp_rdkit_properties.chi4v 1.586
_pdbe_chem_comp_rdkit_properties.chi0n 31.894
_pdbe_chem_comp_rdkit_properties.chi1n 16.315
_pdbe_chem_comp_rdkit_properties.chi2n 2.375
_pdbe_chem_comp_rdkit_properties.chi3n 2.375
_pdbe_chem_comp_rdkit_properties.chi4n 1.586
_pdbe_chem_comp_rdkit_properties.hallKierAlpha -1.800
_pdbe_chem_comp_rdkit_properties.kappa1 3.023
_pdbe_chem_comp_rdkit_properties.kappa2 6.101
_pdbe_chem_comp_rdkit_properties.kappa3 2.565
_pdbe_chem_comp_rdkit_properties.Phi 0.922
#
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
DSM UniChem ChEMBL CHEMBL72
DSM UniChem DrugBank DB01151
DSM UniChem 'Guide to Pharmacology' 2399
DSM UniChem 'KEGG LIGAND' C06943
DSM UniChem ChEBI 47781
DSM UniChem ZINC ZINC000001530611
DSM UniChem eMolecules 1883445
DSM UniChem fdasrs TG537D343B
DSM UniChem PharmGKB PA449233
DSM UniChem HMDB HMDB0015282
DSM UniChem 'PubChem TPHARMA' 14774838
DSM UniChem Mcule MCULE-5904286906
DSM UniChem LINCS LSM-3351
DSM UniChem Nikkaji J8.596K
DSM UniChem BindingDb 35229
DSM UniChem DrugCentral 812
DSM UniChem BRENDA 122951
DSM UniChem BRENDA 12503
DSM UniChem BRENDA 4002
DSM UniChem BRENDA 75633
DSM UniChem BRENDA 78545
DSM UniChem ChemicalBook CB3257775
DSM UniChem DailyMed DESIPRAMINE
DSM UniChem ClinicalTrials DESIPRAMINE
DSM UniChem ClinicalTrials 'DESIPRAMINE HYDROCHLORIDE'
DSM UniChem ClinicalTrials NORPRAMIN
DSM UniChem ClinicalTrials PERTOFRANE
DSM UniChem rxnorm DESIPRAMINE
DSM UniChem rxnorm 'DESIPRAMINE HYDROCHLORIDE'
DSM UniChem rxnorm NORPRAMIN
DSM UniChem 'Probes And Drugs' PD009775
DSM UniChem 'EPA CompTox Dashboard' DTXSID6022896
DSM UniChem SureChEMBL SCHEMBL34384
DSM UniChem PubChem 2995
DSM UniChem ACTor 50-47-5
#
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
DSM C18 5.329 -0.978 0.831 ETKDGv3 1
DSM N2 3.872 -0.940 0.697 ETKDGv3 2
DSM C17 3.436 0.386 0.237 ETKDGv3 3
DSM C16 1.918 0.546 0.388 ETKDGv3 4
DSM C15 1.131 -0.294 -0.632 ETKDGv3 5
DSM N1 -0.321 -0.086 -0.490 ETKDGv3 6
DSM C14 -1.223 -1.216 -0.502 ETKDGv3 7
DSM C1 -0.944 -2.324 -1.460 ETKDGv3 8
DSM C2 -1.733 -3.399 -1.520 ETKDGv3 9
DSM C3 -2.905 -3.500 -0.640 ETKDGv3 10
DSM C4 -3.184 -2.515 0.216 ETKDGv3 11
DSM C13 -2.319 -1.308 0.312 ETKDGv3 12
DSM C5 -2.801 -0.253 1.299 ETKDGv3 13
DSM C6 -1.817 0.857 1.669 ETKDGv3 14
DSM C12 -1.555 1.733 0.481 ETKDGv3 15
DSM C11 -0.852 1.247 -0.554 ETKDGv3 16
DSM C7 -2.091 3.115 0.424 ETKDGv3 17
DSM C8 -1.853 3.884 -0.645 ETKDGv3 18
DSM C9 -1.059 3.357 -1.773 ETKDGv3 19
DSM C10 -0.583 2.107 -1.732 ETKDGv3 20
DSM H181 5.824 -0.718 -0.132 ETKDGv3 21
DSM H182 5.662 -0.275 1.625 ETKDGv3 22
DSM H183 5.646 -2.001 1.125 ETKDGv3 23
DSM HN2 3.618 -1.641 -0.038 ETKDGv3 24
DSM H171 3.916 1.178 0.856 ETKDGv3 25
DSM H172 3.735 0.551 -0.823 ETKDGv3 26
DSM H161 1.615 0.262 1.419 ETKDGv3 27
DSM H162 1.675 1.621 0.245 ETKDGv3 28
DSM H151 1.375 -1.363 -0.458 ETKDGv3 29
DSM H152 1.443 -0.034 -1.666 ETKDGv3 30
DSM H1 -0.102 -2.258 -2.137 ETKDGv3 31
DSM H2 -1.520 -4.192 -2.225 ETKDGv3 32
DSM H3 -3.545 -4.371 -0.696 ETKDGv3 33
DSM H4 -4.059 -2.603 0.849 ETKDGv3 34
DSM H51 -3.729 0.207 0.895 ETKDGv3 35
DSM H52 -3.083 -0.767 2.244 ETKDGv3 36
DSM H61 -0.869 0.419 2.052 ETKDGv3 37
DSM H62 -2.251 1.460 2.496 ETKDGv3 38
DSM H7 -2.676 3.508 1.246 ETKDGv3 39
DSM H8 -2.242 4.893 -0.686 ETKDGv3 40
DSM H9 -0.868 3.983 -2.635 ETKDGv3 41
DSM H10 -0.010 1.724 -2.566 ETKDGv3 42
#