NPASS drugs

Drug Information

Drug ID:	NPD2949
Drug Name:	Dibenzepin Hydrochloride
Molecular Formula:	C18H21N3O.ClH
Canonical SMILES:	CN(CCn1c2ccccc2n(c2c(c1=O)cccc2)C)C.Cl
Standard InCHI:	InChI=1S/C18H21N3O.ClH/c1-19(2)12-13-21-17-11-7-6-10-16(17)20(3)15-9-5-4-8-14(15)18(21)22;/h4-11H,12-13H2,1-3H3;1H
Standard InCHIKey:	RJPZIQRLRMWPRF-UHFFFAOYSA-N
Max Developmental Stage:	Approved
Max Developmental Stage Source:	ChEMBL

Structural Similarity Between NPASS Natural Products and NPD2949

Similarity level is defined by Tanimoto coefficient (Tc) between two molecules. Tc lies between [0, 1] where '1' indicates the highest similarity. What is Tanimoto coefficient
Tanimoto coefficient is calculated based on PubChem 881-bit substructure fingerprints.

Range	Similarity Score Range
0-0.1	270
0.1-0.2	2454
0.2-0.3	9984
0.3-0.4	12221
0.4-0.5	4173
0.5-0.6	1457
0.6-0.7	292
0.7-0.8	31
0.8-0.85	6
0.85-0.9	2
0.9-0.95	0
0.95-1	0

Similar Natural Products

High Similarity Level: Tc>=0.85; Intermediate Similarity Level: 0.7 <= Tc < 0.85; Remote Similarity Level: 0.65 <= Tc < 0.7

Similarity Level	Similarity Score	Natural Product ID
High Similarity	0.8722	NPC316104
High Similarity	0.8722	NPC162417
Intermediate Similarity	0.8231	NPC257490
Intermediate Similarity	0.8217	NPC291962
Intermediate Similarity	0.8217	NPC177684
Intermediate Similarity	0.8154	NPC112373
Intermediate Similarity	0.8154	NPC161956
Intermediate Similarity	0.8154	NPC258531
Intermediate Similarity	0.7986	NPC300299
Intermediate Similarity	0.7817	NPC83214
Intermediate Similarity	0.7803	NPC226143
Intermediate Similarity	0.7744	NPC279385
Intermediate Similarity	0.7744	NPC179605
Intermediate Similarity	0.7708	NPC471164
Intermediate Similarity	0.7687	NPC103292
Intermediate Similarity	0.7667	NPC117032
Intermediate Similarity	0.7643	NPC207428
Intermediate Similarity	0.763	NPC39818
Intermediate Similarity	0.763	NPC268534
Intermediate Similarity	0.7466	NPC2823
Intermediate Similarity	0.7429	NPC209389
Intermediate Similarity	0.7397	NPC207554
Intermediate Similarity	0.7379	NPC122553
Intermediate Similarity	0.7348	NPC57051
Intermediate Similarity	0.7347	NPC471574
Intermediate Similarity	0.7319	NPC254698
Intermediate Similarity	0.7233	NPC471130
Intermediate Similarity	0.7215	NPC88970
Intermediate Similarity	0.72	NPC136002
Intermediate Similarity	0.7179	NPC84317
Intermediate Similarity	0.716	NPC355
Intermediate Similarity	0.7154	NPC172170
Intermediate Similarity	0.7095	NPC469560
Intermediate Similarity	0.7089	NPC154478
Intermediate Similarity	0.7044	NPC27904
Intermediate Similarity	0.7034	NPC53044
Intermediate Similarity	0.7031	NPC291610
Intermediate Similarity	0.7021	NPC192533
Intermediate Similarity	0.7014	NPC187231
Remote Similarity	0.6993	NPC324445
Remote Similarity	0.6975	NPC182131
Remote Similarity	0.6972	NPC470343
Remote Similarity	0.6972	NPC472244
Remote Similarity	0.6957	NPC189116
Remote Similarity	0.6951	NPC318183
Remote Similarity	0.6944	NPC150863
Remote Similarity	0.6943	NPC295021
Remote Similarity	0.6941	NPC133003
Remote Similarity	0.6933	NPC315051
Remote Similarity	0.6928	NPC471743
Remote Similarity	0.6923	NPC322433
Remote Similarity	0.6901	NPC141612
Remote Similarity	0.6901	NPC135601
Remote Similarity	0.6901	NPC17273
Remote Similarity	0.6897	NPC280807
Remote Similarity	0.6897	NPC314431
Remote Similarity	0.6897	NPC472245
Remote Similarity	0.6867	NPC469529
Remote Similarity	0.6863	NPC470822
Remote Similarity	0.6859	NPC144691
Remote Similarity	0.6846	NPC471123
Remote Similarity	0.6846	NPC325599
Remote Similarity	0.6824	NPC470317
Remote Similarity	0.6824	NPC253476
Remote Similarity	0.6821	NPC130251
Remote Similarity	0.6818	NPC198401
Remote Similarity	0.6803	NPC40364
Remote Similarity	0.6784	NPC21429
Remote Similarity	0.6781	NPC194562
Remote Similarity	0.6779	NPC173295
Remote Similarity	0.6776	NPC301760
Remote Similarity	0.6767	NPC20322
Remote Similarity	0.6766	NPC470548
Remote Similarity	0.6744	NPC75496
Remote Similarity	0.6742	NPC473418
Remote Similarity	0.6725	NPC314659
Remote Similarity	0.6709	NPC66936
Remote Similarity	0.6688	NPC308197
Remote Similarity	0.6687	NPC472118
Remote Similarity	0.6686	NPC324091
Remote Similarity	0.6667	NPC470301
Remote Similarity	0.6667	NPC43477
Remote Similarity	0.6667	NPC114637
Remote Similarity	0.6667	NPC197335
Remote Similarity	0.6647	NPC475094
Remote Similarity	0.6646	NPC113056
Remote Similarity	0.6646	NPC138293
Remote Similarity	0.6644	NPC476950
Remote Similarity	0.6627	NPC475248
Remote Similarity	0.6627	NPC63047
Remote Similarity	0.6621	NPC79698
Remote Similarity	0.6617	NPC167336
Remote Similarity	0.6596	NPC228515
Remote Similarity	0.6594	NPC296163
Remote Similarity	0.6591	NPC313293
Remote Similarity	0.659	NPC471742
Remote Similarity	0.6582	NPC237649
Remote Similarity	0.6582	NPC300596
Remote Similarity	0.6575	NPC250476
Remote Similarity	0.6565	NPC326792
Remote Similarity	0.6564	NPC276085
Remote Similarity	0.6541	NPC473329
Remote Similarity	0.6532	NPC470205
Remote Similarity	0.6529	NPC475607
Remote Similarity	0.6525	NPC192209
Remote Similarity	0.6524	NPC93653
Remote Similarity	0.6524	NPC474058
Remote Similarity	0.6519	NPC55529
Remote Similarity	0.6514	NPC87391
Remote Similarity	0.651	NPC316746
Remote Similarity	0.651	NPC231382
Remote Similarity	0.651	NPC314098
Remote Similarity	0.6503	NPC104345
Remote Similarity	0.6503	NPC316582
Remote Similarity	0.6503	NPC113946
Remote Similarity	0.6503	NPC222029
Remote Similarity	0.65	NPC470787
Remote Similarity	0.65	NPC472540
Remote Similarity	0.65	NPC472539
Remote Similarity	0.6494	NPC472243
Remote Similarity	0.6491	NPC474081
Remote Similarity	0.6488	NPC471943
Remote Similarity	0.6479	NPC220698
Remote Similarity	0.6478	NPC109787
Remote Similarity	0.6478	NPC242000
Remote Similarity	0.6474	NPC478040
Remote Similarity	0.6474	NPC469537
Remote Similarity	0.6471	NPC475594
Remote Similarity	0.6467	NPC279527
Remote Similarity	0.6467	NPC214960
Remote Similarity	0.6464	NPC472542
Remote Similarity	0.6464	NPC472541
Remote Similarity	0.6461	NPC92803
Remote Similarity	0.6452	NPC186284
Remote Similarity	0.6452	NPC22082
Remote Similarity	0.6446	NPC204867
Remote Similarity	0.6442	NPC29285
Remote Similarity	0.6441	NPC18890
Remote Similarity	0.6437	NPC243058
Remote Similarity	0.6434	NPC256452
Remote Similarity	0.6424	NPC472102
Remote Similarity	0.6424	NPC309531
Remote Similarity	0.6419	NPC72473
Remote Similarity	0.6419	NPC58827
Remote Similarity	0.6419	NPC307437
Remote Similarity	0.6412	NPC177261
Remote Similarity	0.641	NPC238499
Remote Similarity	0.6408	NPC313449
Remote Similarity	0.6407	NPC299582
Remote Similarity	0.6404	NPC471196
Remote Similarity	0.6404	NPC471195
Remote Similarity	0.64	NPC126458
Remote Similarity	0.64	NPC477003
Remote Similarity	0.64	NPC203635
Remote Similarity	0.6398	NPC243756
Remote Similarity	0.6398	NPC154602
Remote Similarity	0.6395	NPC14849
Remote Similarity	0.6393	NPC106118
Remote Similarity	0.6389	NPC27833
Remote Similarity	0.6386	NPC472120
Remote Similarity	0.6386	NPC472101
Remote Similarity	0.6386	NPC472117
Remote Similarity	0.6386	NPC194881
Remote Similarity	0.6376	NPC122235
Remote Similarity	0.6374	NPC471199
Remote Similarity	0.6364	NPC471191
Remote Similarity	0.6358	NPC474041
Remote Similarity	0.6358	NPC475761
Remote Similarity	0.6358	NPC473962
Remote Similarity	0.6358	NPC122106
Remote Similarity	0.6358	NPC285381
Remote Similarity	0.6357	NPC187036
Remote Similarity	0.6353	NPC292265
Remote Similarity	0.6352	NPC478039
Remote Similarity	0.6346	NPC316202
Remote Similarity	0.6345	NPC475915
Remote Similarity	0.6338	NPC313673
Remote Similarity	0.6337	NPC151635
Remote Similarity	0.6333	NPC272458
Remote Similarity	0.6329	NPC314186
Remote Similarity	0.6328	NPC90415
Remote Similarity	0.6327	NPC226794
Remote Similarity	0.6322	NPC73994
Remote Similarity	0.6322	NPC286994
Remote Similarity	0.6322	NPC88110
Remote Similarity	0.6319	NPC281094
Remote Similarity	0.6316	NPC252572
Remote Similarity	0.6312	NPC254798
Remote Similarity	0.631	NPC472106
Remote Similarity	0.6306	NPC472241
Remote Similarity	0.6303	NPC477887
Remote Similarity	0.6301	NPC219848
Remote Similarity	0.6301	NPC234987
Remote Similarity	0.6299	NPC267508
Remote Similarity	0.6296	NPC38262
Remote Similarity	0.6294	NPC31651
Remote Similarity	0.6287	NPC242116
Remote Similarity	0.6284	NPC316282
Remote Similarity	0.6282	NPC242933
Remote Similarity	0.6279	NPC328611

Drug Structure

NPD2949 OpenBabel08211702562D 23 24 0 0 0 0 0 0 0 0999 V2000 1.8542 -0.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.5000 -1.5799 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.9221 -5.8449 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 7.2135 -3.2465 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 7.2135 -4.2465 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.1641 -5.3989 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.7302 -4.4980 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.3474 -2.7465 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.3474 -4.7465 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.1613 -5.4737 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.2936 -3.6717 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.1123 -2.2127 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.1012 -2.0637 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.4814 -3.2465 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.4814 -4.2465 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.7246 -4.6474 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.2908 -3.7465 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.6996 -2.6230 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.4888 -1.4309 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 4.6996 -4.8700 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 3.7246 -2.8455 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 4.9221 -1.6480 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -3.0144 -1.1326 0.0000 Cl 0 0 0 0 0 0 0 0 0 0 0 0 1 19 1 0 0 0 0 2 19 1 0 0 0 0 3 20 1 0 0 0 0 4 5 2 0 0 0 0 4 8 1 0 0 0 0 5 9 1 0 0 0 0 6 7 2 0 0 0 0 6 10 1 0 0 0 0 7 11 1 0 0 0 0 8 14 2 0 0 0 0 9 15 2 0 0 0 0 10 16 2 0 0 0 0 11 17 2 0 0 0 0 12 13 1 0 0 0 0 12 19 1 0 0 0 0 13 21 1 0 0 0 0 14 15 1 0 0 0 0 14 18 1 0 0 0 0 15 20 1 0 0 0 0 16 17 1 0 0 0 0 16 20 1 0 0 0 0 17 21 1 0 0 0 0 18 21 1 0 0 0 0 18 22 2 0 0 0 0 M END $$$$

External Identifiers

TTD
DrugBank
ChEMBL
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID
ChEBI
CAS Number

Drug Properties

Molecular Weight	295.17
ALogP	-0.2783
MLogP	3
XLogP	3.496
HDA	4
HBD	0
Rotatable Bonds	6
TPSA	26.79
RO5 Violation	0