NPASS drugs

Drug Information

Drug ID:	NPD4115
Drug Name:	Trimipramine
Molecular Formula:	C20H26N2
Canonical SMILES:	CN(CC(CN1c2ccccc2CCc2c1cccc2)C)C
Standard InCHI:	InChI=1S/C20H26N2/c1-16(14-21(2)3)15-22-19-10-6-4-8-17(19)12-13-18-9-5-7-11-20(18)22/h4-11,16H,12-15H2,1-3H3
Standard InCHIKey:	ZSCDBOWYZJWBIY-UHFFFAOYSA-N
Max Developmental Stage:	Approved
Max Developmental Stage Source:	TTD; ChEMBL; IUPHAR/BPS

Structural Similarity Between NPASS Natural Products and NPD4115

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	417
0.1-0.2	2906
0.2-0.3	11276
0.3-0.4	10881
0.4-0.5	3814
0.5-0.6	1236
0.6-0.7	319
0.7-0.8	38
0.8-0.85	2
0.85-0.9	1
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	0.8738	NPC291610
Intermediate Similarity	0.8087	NPC192209
Intermediate Similarity	0.8053	NPC187036
Intermediate Similarity	0.7931	NPC313449
Intermediate Similarity	0.7845	NPC313673
Intermediate Similarity	0.7815	NPC475915
Intermediate Similarity	0.7768	NPC302790
Intermediate Similarity	0.7759	NPC288232
Intermediate Similarity	0.7739	NPC296163
Intermediate Similarity	0.7679	NPC79618
Intermediate Similarity	0.75	NPC252794
Intermediate Similarity	0.744	NPC145754
Intermediate Similarity	0.744	NPC476950
Intermediate Similarity	0.7417	NPC264580
Intermediate Similarity	0.7368	NPC434
Intermediate Similarity	0.7358	NPC470926
Intermediate Similarity	0.7355	NPC226143
Intermediate Similarity	0.7313	NPC473868
Intermediate Similarity	0.7313	NPC63157
Intermediate Similarity	0.7304	NPC164802
Intermediate Similarity	0.7282	NPC229477
Intermediate Similarity	0.7264	NPC191444
Intermediate Similarity	0.7236	NPC257490
Intermediate Similarity	0.7213	NPC177684
Intermediate Similarity	0.7213	NPC291962
Intermediate Similarity	0.7188	NPC9856
Intermediate Similarity	0.717	NPC176858
Intermediate Similarity	0.7154	NPC161956
Intermediate Similarity	0.7154	NPC258531
Intermediate Similarity	0.7154	NPC112373
Intermediate Similarity	0.7143	NPC262295
Intermediate Similarity	0.7131	NPC81561
Intermediate Similarity	0.713	NPC108800
Intermediate Similarity	0.7075	NPC111233
Intermediate Similarity	0.7071	NPC271642
Intermediate Similarity	0.7054	NPC473417
Intermediate Similarity	0.705	NPC21605
Intermediate Similarity	0.7049	NPC148140
Intermediate Similarity	0.7019	NPC169016
Intermediate Similarity	0.7015	NPC314102
Intermediate Similarity	0.7015	NPC251722
Remote Similarity	0.6992	NPC228515
Remote Similarity	0.6992	NPC325599
Remote Similarity	0.6985	NPC59084
Remote Similarity	0.697	NPC98976
Remote Similarity	0.697	NPC313352
Remote Similarity	0.6944	NPC78154
Remote Similarity	0.6935	NPC54102
Remote Similarity	0.6935	NPC162689
Remote Similarity	0.693	NPC239854
Remote Similarity	0.6923	NPC134825
Remote Similarity	0.6923	NPC104070
Remote Similarity	0.6916	NPC30445
Remote Similarity	0.6899	NPC478079
Remote Similarity	0.688	NPC316582
Remote Similarity	0.6875	NPC122718
Remote Similarity	0.6866	NPC471123
Remote Similarity	0.686	NPC314141
Remote Similarity	0.6847	NPC329430
Remote Similarity	0.6842	NPC162417
Remote Similarity	0.6842	NPC316104
Remote Similarity	0.6838	NPC130251
Remote Similarity	0.6825	NPC215519
Remote Similarity	0.6818	NPC53044
Remote Similarity	0.6809	NPC109787
Remote Similarity	0.6791	NPC300299
Remote Similarity	0.6788	NPC186284
Remote Similarity	0.6788	NPC22082
Remote Similarity	0.6788	NPC301760
Remote Similarity	0.6788	NPC104483
Remote Similarity	0.6786	NPC469735
Remote Similarity	0.6772	NPC268534
Remote Similarity	0.6765	NPC150259
Remote Similarity	0.6762	NPC119677
Remote Similarity	0.6752	NPC474695
Remote Similarity	0.6746	NPC279385
Remote Similarity	0.6746	NPC179605
Remote Similarity	0.6741	NPC198988
Remote Similarity	0.6739	NPC2949
Remote Similarity	0.6738	NPC469740
Remote Similarity	0.6731	NPC231986
Remote Similarity	0.6724	NPC474430
Remote Similarity	0.6693	NPC103292
Remote Similarity	0.6692	NPC22079
Remote Similarity	0.669	NPC476297
Remote Similarity	0.6667	NPC46358
Remote Similarity	0.6667	NPC264589
Remote Similarity	0.6643	NPC20144
Remote Similarity	0.6642	NPC469560
Remote Similarity	0.6642	NPC475450
Remote Similarity	0.6641	NPC39818
Remote Similarity	0.6618	NPC267508
Remote Similarity	0.6615	NPC472244
Remote Similarity	0.6615	NPC470343
Remote Similarity	0.6609	NPC323726
Remote Similarity	0.6602	NPC12857
Remote Similarity	0.6597	NPC33421
Remote Similarity	0.6597	NPC40070
Remote Similarity	0.6597	NPC206592
Remote Similarity	0.6593	NPC184437
Remote Similarity	0.6591	NPC150863
Remote Similarity	0.6587	NPC297486
Remote Similarity	0.6587	NPC240136
Remote Similarity	0.6587	NPC471402
Remote Similarity	0.6585	NPC57051
Remote Similarity	0.6569	NPC325252
Remote Similarity	0.6567	NPC476687
Remote Similarity	0.6567	NPC476689
Remote Similarity	0.6567	NPC476685
Remote Similarity	0.6567	NPC475428
Remote Similarity	0.6547	NPC316811
Remote Similarity	0.6547	NPC32002
Remote Similarity	0.6547	NPC110126
Remote Similarity	0.6547	NPC88097
Remote Similarity	0.6547	NPC315348
Remote Similarity	0.6547	NPC73767
Remote Similarity	0.6545	NPC173991
Remote Similarity	0.6541	NPC314431
Remote Similarity	0.6541	NPC280807
Remote Similarity	0.6541	NPC472245
Remote Similarity	0.6535	NPC91958
Remote Similarity	0.6522	NPC83214
Remote Similarity	0.6515	NPC250361
Remote Similarity	0.6512	NPC182570
Remote Similarity	0.6512	NPC48564
Remote Similarity	0.6512	NPC265605
Remote Similarity	0.6508	NPC476566
Remote Similarity	0.65	NPC469783
Remote Similarity	0.65	NPC469761
Remote Similarity	0.65	NPC469768
Remote Similarity	0.65	NPC469784
Remote Similarity	0.65	NPC469767
Remote Similarity	0.65	NPC469779
Remote Similarity	0.65	NPC469780
Remote Similarity	0.6493	NPC473587
Remote Similarity	0.6489	NPC476322
Remote Similarity	0.6484	NPC317564
Remote Similarity	0.6483	NPC53947
Remote Similarity	0.6466	NPC75496
Remote Similarity	0.6466	NPC328590
Remote Similarity	0.6466	NPC209389
Remote Similarity	0.6462	NPC329825
Remote Similarity	0.6462	NPC283130
Remote Similarity	0.6462	NPC328683
Remote Similarity	0.6462	NPC41174
Remote Similarity	0.6454	NPC469766
Remote Similarity	0.6454	NPC469537
Remote Similarity	0.6449	NPC218268
Remote Similarity	0.6439	NPC250476
Remote Similarity	0.6429	NPC471574
Remote Similarity	0.6422	NPC258046
Remote Similarity	0.6419	NPC51054
Remote Similarity	0.6418	NPC473762
Remote Similarity	0.6412	NPC290094
Remote Similarity	0.641	NPC326792
Remote Similarity	0.6408	NPC311330
Remote Similarity	0.6403	NPC105127
Remote Similarity	0.6403	NPC84911
Remote Similarity	0.6397	NPC179365
Remote Similarity	0.6391	NPC476140
Remote Similarity	0.6389	NPC212799
Remote Similarity	0.6389	NPC133162
Remote Similarity	0.6383	NPC115611
Remote Similarity	0.637	NPC154602
Remote Similarity	0.637	NPC243756
Remote Similarity	0.637	NPC66936
Remote Similarity	0.6364	NPC20322
Remote Similarity	0.6357	NPC315051
Remote Similarity	0.6357	NPC243162
Remote Similarity	0.6357	NPC169433
Remote Similarity	0.6351	NPC476219
Remote Similarity	0.635	NPC473930
Remote Similarity	0.6346	NPC98269
Remote Similarity	0.6346	NPC329688
Remote Similarity	0.6346	NPC325662
Remote Similarity	0.6346	NPC189812
Remote Similarity	0.6345	NPC470111
Remote Similarity	0.6333	NPC206819
Remote Similarity	0.6333	NPC318065
Remote Similarity	0.6333	NPC475990
Remote Similarity	0.6333	NPC56765
Remote Similarity	0.6333	NPC474880
Remote Similarity	0.6333	NPC313362
Remote Similarity	0.6333	NPC221786
Remote Similarity	0.6333	NPC6436
Remote Similarity	0.6331	NPC261195
Remote Similarity	0.6331	NPC96102
Remote Similarity	0.6331	NPC29886
Remote Similarity	0.6327	NPC285381
Remote Similarity	0.6327	NPC122106
Remote Similarity	0.6324	NPC282398
Remote Similarity	0.6324	NPC69914
Remote Similarity	0.6319	NPC470440
Remote Similarity	0.6316	NPC322040
Remote Similarity	0.6316	NPC146373
Remote Similarity	0.6316	NPC166424
Remote Similarity	0.6316	NPC245244
Remote Similarity	0.6309	NPC29285
Remote Similarity	0.6299	NPC147957
Remote Similarity	0.6296	NPC187231

Drug Structure

NPD4115 OpenBabel08211704332D 22 24 0 0 1 0 0 0 0 0999 V2000 1.9111 0.5895 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.8901 3.8997 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.2880 2.6300 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.5139 -1.6235 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.9693 -0.3720 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.5139 -0.6235 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.5355 0.5290 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.6479 -2.1235 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.4060 -1.1982 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.6479 -0.1235 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.5382 0.6037 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.0000 -2.2470 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.9749 -2.0245 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.4006 2.2446 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.2225 0.9749 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.1781 1.2697 0.0000 C 0 0 3 0 0 0 0 0 0 0 0 0 0.7818 -1.6235 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.4088 -1.1235 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.7818 -0.6235 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.9749 -0.2225 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.6676 2.9248 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -0.0000 -0.0000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 1 16 1 0 0 0 0 2 21 1 0 0 0 0 3 21 1 0 0 0 0 4 6 2 0 0 0 0 4 8 1 0 0 0 0 5 7 2 0 0 0 0 5 9 1 0 0 0 0 6 10 1 0 0 0 0 7 11 1 0 0 0 0 8 17 2 0 0 0 0 9 18 2 0 0 0 0 10 19 2 0 0 0 0 11 20 2 0 0 0 0 12 13 1 0 0 0 0 12 17 1 0 0 0 0 13 18 1 0 0 0 0 14 16 1 0 0 0 0 14 21 1 0 0 0 0 15 16 1 0 0 0 0 15 22 1 0 0 0 0 17 19 1 0 0 0 0 18 20 1 0 0 0 0 19 22 1 0 0 0 0 20 22 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DAP001153
DrugBank	DB00726
ChEMBL	CHEMBL644
IUPHAR/BPS	7317
PharmaGKB	PA451791
KEGG Drug	D00394
PubChem CID	5584
ChEBI	9738
CAS Number	739-71-9

Drug Properties

Molecular Weight	294.21
ALogP	0.5124
MLogP	3.44
XLogP	5.541
HDA	2
HBD	0
Rotatable Bonds	7
TPSA	6.48
RO5 Violation	1