NPASS drugs

Drug Information

Drug ID:	NPD5657
Drug Name:	Opipramol
Molecular Formula:	C23H29N3O
Canonical SMILES:	OCCN1CCN(CC1)CCCN1c2ccccc2C=Cc2c1cccc2
Standard InCHI:	InChI=1S/C23H29N3O/c27-19-18-25-16-14-24(15-17-25)12-5-13-26-22-8-3-1-6-20(22)10-11-21-7-2-4-9-23(21)26/h1-4,6-11,27H,5,12-19H2
Standard InCHIKey:	YNZFUWZUGRBMHL-UHFFFAOYSA-N
Max Developmental Stage:	Phase 3
Max Developmental Stage Source:	ChEMBL

Structural Similarity Between NPASS Natural Products and NPD5657

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	135
0.1-0.2	2031
0.2-0.3	10691
0.3-0.4	12000
0.4-0.5	4103
0.5-0.6	1639
0.6-0.7	276
0.7-0.8	14
0.8-0.85	1
0.85-0.9	0
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
Intermediate Similarity	0.8214	NPC291610
Intermediate Similarity	0.7752	NPC476950
Intermediate Similarity	0.7422	NPC475915
Intermediate Similarity	0.7339	NPC296163
Intermediate Similarity	0.7244	NPC192209
Intermediate Similarity	0.7214	NPC22082
Intermediate Similarity	0.7214	NPC186284
Intermediate Similarity	0.7213	NPC302790
Intermediate Similarity	0.7176	NPC328683
Intermediate Similarity	0.7176	NPC283130
Intermediate Similarity	0.7153	NPC313352
Intermediate Similarity	0.7109	NPC313449
Intermediate Similarity	0.7103	NPC321617
Intermediate Similarity	0.7092	NPC470301
Intermediate Similarity	0.7063	NPC187036
Remote Similarity	0.6992	NPC79618
Remote Similarity	0.6985	NPC473417
Remote Similarity	0.6966	NPC264589
Remote Similarity	0.6953	NPC288232
Remote Similarity	0.6929	NPC325599
Remote Similarity	0.6906	NPC184437
Remote Similarity	0.6894	NPC257490
Remote Similarity	0.6889	NPC252794
Remote Similarity	0.687	NPC78154
Remote Similarity	0.6838	NPC478079
Remote Similarity	0.6818	NPC316582
Remote Similarity	0.6769	NPC313673
Remote Similarity	0.6742	NPC177684
Remote Similarity	0.6742	NPC291962
Remote Similarity	0.6742	NPC226143
Remote Similarity	0.672	NPC434
Remote Similarity	0.6716	NPC268534
Remote Similarity	0.6692	NPC317564
Remote Similarity	0.6692	NPC258531
Remote Similarity	0.6692	NPC112373
Remote Similarity	0.6692	NPC161956
Remote Similarity	0.6667	NPC470926
Remote Similarity	0.6667	NPC228515
Remote Similarity	0.6667	NPC243162
Remote Similarity	0.6667	NPC164802
Remote Similarity	0.6667	NPC264580
Remote Similarity	0.6619	NPC9856
Remote Similarity	0.6619	NPC226662
Remote Similarity	0.6596	NPC256893
Remote Similarity	0.6579	NPC229477
Remote Similarity	0.6573	NPC471123
Remote Similarity	0.6556	NPC40070
Remote Similarity	0.6556	NPC475763
Remote Similarity	0.6552	NPC130251
Remote Similarity	0.6549	NPC162417
Remote Similarity	0.6549	NPC316104
Remote Similarity	0.6538	NPC57051
Remote Similarity	0.6538	NPC85651
Remote Similarity	0.6525	NPC53044
Remote Similarity	0.6507	NPC104483
Remote Similarity	0.6503	NPC300299
Remote Similarity	0.6493	NPC162689
Remote Similarity	0.6493	NPC54102
Remote Similarity	0.6486	NPC311330
Remote Similarity	0.6483	NPC469560
Remote Similarity	0.6483	NPC314102
Remote Similarity	0.6483	NPC251722
Remote Similarity	0.6478	NPC317430
Remote Similarity	0.6475	NPC145754
Remote Similarity	0.6474	NPC474058
Remote Similarity	0.6467	NPC212799
Remote Similarity	0.6452	NPC104345
Remote Similarity	0.6447	NPC66936
Remote Similarity	0.6424	NPC109787
Remote Similarity	0.642	NPC329688
Remote Similarity	0.642	NPC189812
Remote Similarity	0.6418	NPC81561
Remote Similarity	0.6414	NPC122553
Remote Similarity	0.6408	NPC476685
Remote Similarity	0.6408	NPC476687
Remote Similarity	0.6408	NPC476689
Remote Similarity	0.6402	NPC133261
Remote Similarity	0.64	NPC474430
Remote Similarity	0.6395	NPC88097
Remote Similarity	0.6392	NPC328270
Remote Similarity	0.6382	NPC318086
Remote Similarity	0.6376	NPC20144
Remote Similarity	0.6369	NPC255229
Remote Similarity	0.6369	NPC81229
Remote Similarity	0.6364	NPC471132
Remote Similarity	0.6364	NPC329430
Remote Similarity	0.6358	NPC472123
Remote Similarity	0.6358	NPC254798
Remote Similarity	0.635	NPC39818
Remote Similarity	0.6345	NPC198988
Remote Similarity	0.6343	NPC148140
Remote Similarity	0.634	NPC154602
Remote Similarity	0.6335	NPC472118
Remote Similarity	0.6333	NPC108800
Remote Similarity	0.6333	NPC470824
Remote Similarity	0.6331	NPC122718
Remote Similarity	0.6329	NPC88970
Remote Similarity	0.6329	NPC472101
Remote Similarity	0.6329	NPC472120
Remote Similarity	0.6329	NPC472117
Remote Similarity	0.6328	NPC20322
Remote Similarity	0.6325	NPC262295
Remote Similarity	0.6324	NPC279385
Remote Similarity	0.6324	NPC179605
Remote Similarity	0.632	NPC239854
Remote Similarity	0.6312	NPC472115
Remote Similarity	0.6312	NPC472114
Remote Similarity	0.6312	NPC182131
Remote Similarity	0.6309	NPC63157
Remote Similarity	0.6309	NPC473868
Remote Similarity	0.6303	NPC191444
Remote Similarity	0.6299	NPC473418
Remote Similarity	0.6299	NPC117032
Remote Similarity	0.6296	NPC318183
Remote Similarity	0.6296	NPC158129
Remote Similarity	0.6296	NPC220698
Remote Similarity	0.6291	NPC470440
Remote Similarity	0.6291	NPC472100
Remote Similarity	0.6286	NPC250476
Remote Similarity	0.6284	NPC471574
Remote Similarity	0.6284	NPC301760
Remote Similarity	0.6282	NPC94167
Remote Similarity	0.6282	NPC172937
Remote Similarity	0.628	NPC472122
Remote Similarity	0.628	NPC24594
Remote Similarity	0.628	NPC150048
Remote Similarity	0.628	NPC121903
Remote Similarity	0.628	NPC203754
Remote Similarity	0.6277	NPC314192
Remote Similarity	0.6277	NPC103292
Remote Similarity	0.6269	NPC147957
Remote Similarity	0.6266	NPC309531
Remote Similarity	0.6266	NPC472102
Remote Similarity	0.6261	NPC104070
Remote Similarity	0.6259	NPC46358
Remote Similarity	0.6259	NPC83214
Remote Similarity	0.6258	NPC473880
Remote Similarity	0.6258	NPC478076
Remote Similarity	0.625	NPC472106
Remote Similarity	0.625	NPC471130
Remote Similarity	0.6242	NPC326575
Remote Similarity	0.6242	NPC59084
Remote Similarity	0.6234	NPC243756
Remote Similarity	0.6231	NPC292758
Remote Similarity	0.6231	NPC65855
Remote Similarity	0.623	NPC108339
Remote Similarity	0.622	NPC475097
Remote Similarity	0.6218	NPC176858
Remote Similarity	0.6218	NPC470507
Remote Similarity	0.6216	NPC271642
Remote Similarity	0.6214	NPC470343
Remote Similarity	0.6214	NPC472244
Remote Similarity	0.6209	NPC21605
Remote Similarity	0.6207	NPC169016
Remote Similarity	0.6203	NPC471122
Remote Similarity	0.6203	NPC276085
Remote Similarity	0.62	NPC469537
Remote Similarity	0.6197	NPC209389
Remote Similarity	0.6197	NPC471313
Remote Similarity	0.6197	NPC471311
Remote Similarity	0.6197	NPC328590
Remote Similarity	0.6197	NPC150863
Remote Similarity	0.6196	NPC355
Remote Similarity	0.6194	NPC101139
Remote Similarity	0.619	NPC325252
Remote Similarity	0.6188	NPC138293
Remote Similarity	0.6188	NPC113056
Remote Similarity	0.6184	NPC324445
Remote Similarity	0.6184	NPC469735
Remote Similarity	0.6178	NPC29285
Remote Similarity	0.6178	NPC315257
Remote Similarity	0.6172	NPC313362
Remote Similarity	0.6169	NPC288445
Remote Similarity	0.6169	NPC473329
Remote Similarity	0.6168	NPC187827
Remote Similarity	0.6168	NPC472105
Remote Similarity	0.6168	NPC15840
Remote Similarity	0.616	NPC75496
Remote Similarity	0.6159	NPC472103
Remote Similarity	0.6159	NPC136002
Remote Similarity	0.6159	NPC215519
Remote Similarity	0.6154	NPC280807
Remote Similarity	0.6154	NPC314431
Remote Similarity	0.6154	NPC472245
Remote Similarity	0.6154	NPC470003
Remote Similarity	0.6149	NPC475420
Remote Similarity	0.6144	NPC469740
Remote Similarity	0.6143	NPC192533
Remote Similarity	0.6142	NPC178681
Remote Similarity	0.6139	NPC129721
Remote Similarity	0.6139	NPC113946
Remote Similarity	0.6139	NPC222029
Remote Similarity	0.6134	NPC111233
Remote Similarity	0.6133	NPC2949
Remote Similarity	0.6131	NPC113626
Remote Similarity	0.6126	NPC98976
Remote Similarity	0.6125	NPC476231
Remote Similarity	0.6125	NPC194881
Remote Similarity	0.6122	NPC267508
Remote Similarity	0.6121	NPC134825

Drug Structure

NPD5657 OpenBabel08211708292D 28 31 0 0 0 0 0 0 0 0999 V2000 -1.1625 -2.7575 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.6629 1.3653 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.7258 -1.9313 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.7969 1.8653 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.6886 0.3854 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.1653 -2.6828 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.6629 0.3653 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.2920 -1.0303 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.9309 1.3653 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.2658 -1.8565 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.9459 -1.1235 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.4217 1.0656 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.7331 0.6802 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.5998 -0.2041 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.1103 1.4510 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.5553 -0.4988 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -5.0659 1.1563 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -6.2440 -0.1134 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -6.9770 0.5667 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.2686 -1.7818 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.7969 -0.1347 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.2948 -0.9556 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.9309 0.3653 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.3772 0.7708 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -5.2884 0.1813 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 -7.9326 0.2720 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -8.6656 0.9522 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 3 2 0 0 0 0 1 6 1 0 0 0 0 2 4 2 0 0 0 0 2 7 1 0 0 0 0 3 8 1 0 0 0 0 4 9 1 0 0 0 0 5 12 1 0 0 0 0 5 13 1 0 0 0 0 6 20 2 0 0 0 0 7 21 2 0 0 0 0 8 22 2 0 0 0 0 9 23 2 0 0 0 0 10 11 2 0 0 0 0 10 20 1 0 0 0 0 11 21 1 0 0 0 0 12 24 1 0 0 0 0 13 26 1 0 0 0 0 14 16 1 0 0 0 0 14 24 1 0 0 0 0 15 17 1 0 0 0 0 15 24 1 0 0 0 0 16 25 1 0 0 0 0 17 25 1 0 0 0 0 18 19 1 0 0 0 0 18 25 1 0 0 0 0 19 27 1 0 0 0 0 20 22 1 0 0 0 0 21 23 1 0 0 0 0 22 26 1 0 0 0 0 23 26 1 0 0 0 0 27 28 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DIB014725
DrugBank
ChEMBL
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID
ChEBI
CAS Number

Drug Properties

Molecular Weight	363.23
ALogP	-0.1481
MLogP	3.55
XLogP	4.394
HDA	4
HBD	1
Rotatable Bonds	7
TPSA	29.95
RO5 Violation	0