NPASS drugs

Drug Information

Drug ID:	NPD4607
Drug Name:	Nimodipine
Molecular Formula:	C21H26N2O7
Canonical SMILES:	COCCOC(=O)C1=C(C)NC(=C(C1c1cccc(c1)N(=O)=O)C(=O)OC(C)C)C
Standard InCHI:	InChI=1S/C21H26N2O7/c1-12(2)30-21(25)18-14(4)22-13(3)17(20(24)29-10-9-28-5)19(18)15-7-6-8-16(11-15)23(26)27/h6-8,11-12,19,22H,9-10H2,1-5H3
Standard InCHIKey:	UIAGMCDKSXEBJQ-UHFFFAOYSA-N
Max Developmental Stage:	Approved
Max Developmental Stage Source:	TTD; ChEMBL; IUPHAR/BPS

Structural Similarity Between NPASS Natural Products and NPD4607

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	133
0.1-0.2	761
0.2-0.3	2548
0.3-0.4	7004
0.4-0.5	16444
0.5-0.6	3798
0.6-0.7	196
0.7-0.8	3
0.8-0.85	0
0.85-0.9	2
0.9-0.95	1
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	0.9014	NPC190945
High Similarity	0.8919	NPC36836
High Similarity	0.8919	NPC63370
Intermediate Similarity	0.7647	NPC282578
Intermediate Similarity	0.7551	NPC314473
Intermediate Similarity	0.7093	NPC186669
Remote Similarity	0.6954	NPC122235
Remote Similarity	0.6879	NPC469726
Remote Similarity	0.6879	NPC329338
Remote Similarity	0.6857	NPC6974
Remote Similarity	0.6842	NPC101372
Remote Similarity	0.6839	NPC203202
Remote Similarity	0.6839	NPC264482
Remote Similarity	0.6826	NPC123241
Remote Similarity	0.6815	NPC159722
Remote Similarity	0.6805	NPC293458
Remote Similarity	0.68	NPC226794
Remote Similarity	0.6798	NPC97584
Remote Similarity	0.6772	NPC319645
Remote Similarity	0.6761	NPC99043
Remote Similarity	0.6761	NPC218594
Remote Similarity	0.6755	NPC472165
Remote Similarity	0.6744	NPC224970
Remote Similarity	0.6744	NPC223595
Remote Similarity	0.6744	NPC167724
Remote Similarity	0.6686	NPC193410
Remote Similarity	0.6648	NPC316405
Remote Similarity	0.6648	NPC159963
Remote Similarity	0.6647	NPC474058
Remote Similarity	0.6647	NPC248117
Remote Similarity	0.6627	NPC61013
Remote Similarity	0.6593	NPC14994
Remote Similarity	0.6582	NPC173295
Remote Similarity	0.6575	NPC49184
Remote Similarity	0.6552	NPC470971
Remote Similarity	0.6536	NPC474926
Remote Similarity	0.6533	NPC179605
Remote Similarity	0.6533	NPC279385
Remote Similarity	0.6494	NPC314278
Remote Similarity	0.649	NPC103292
Remote Similarity	0.6486	NPC25401
Remote Similarity	0.6474	NPC139506
Remote Similarity	0.6474	NPC292143
Remote Similarity	0.6463	NPC472164
Remote Similarity	0.6447	NPC39818
Remote Similarity	0.6441	NPC210415
Remote Similarity	0.6441	NPC298851
Remote Similarity	0.6441	NPC181138
Remote Similarity	0.6441	NPC276993
Remote Similarity	0.6441	NPC21752
Remote Similarity	0.6441	NPC293255
Remote Similarity	0.6429	NPC314223
Remote Similarity	0.6424	NPC477556
Remote Similarity	0.6416	NPC35510
Remote Similarity	0.6416	NPC253667
Remote Similarity	0.6412	NPC114808
Remote Similarity	0.641	NPC81092
Remote Similarity	0.641	NPC103605
Remote Similarity	0.6407	NPC242000
Remote Similarity	0.6402	NPC308197
Remote Similarity	0.64	NPC229353
Remote Similarity	0.6386	NPC473541
Remote Similarity	0.6383	NPC476256
Remote Similarity	0.6383	NPC259791
Remote Similarity	0.6383	NPC476257
Remote Similarity	0.6383	NPC476205
Remote Similarity	0.6383	NPC198205
Remote Similarity	0.6383	NPC476212
Remote Similarity	0.6383	NPC476206
Remote Similarity	0.6383	NPC476207
Remote Similarity	0.6383	NPC476129
Remote Similarity	0.6383	NPC21483
Remote Similarity	0.6369	NPC194562
Remote Similarity	0.6368	NPC112752
Remote Similarity	0.6368	NPC311054
Remote Similarity	0.6349	NPC476218
Remote Similarity	0.6349	NPC108804
Remote Similarity	0.6341	NPC475128
Remote Similarity	0.6329	NPC316746
Remote Similarity	0.6325	NPC472242
Remote Similarity	0.6322	NPC176983
Remote Similarity	0.6322	NPC286871
Remote Similarity	0.6316	NPC198390
Remote Similarity	0.6316	NPC161827
Remote Similarity	0.6301	NPC36495
Remote Similarity	0.6296	NPC287358
Remote Similarity	0.6287	NPC470579
Remote Similarity	0.6272	NPC473329
Remote Similarity	0.6269	NPC136573
Remote Similarity	0.6269	NPC176371
Remote Similarity	0.6257	NPC307640
Remote Similarity	0.625	NPC90358
Remote Similarity	0.625	NPC107828
Remote Similarity	0.6242	NPC72473
Remote Similarity	0.6242	NPC307437
Remote Similarity	0.6242	NPC58827
Remote Similarity	0.6231	NPC186569
Remote Similarity	0.6231	NPC61731
Remote Similarity	0.6228	NPC260194
Remote Similarity	0.6222	NPC13367
Remote Similarity	0.6218	NPC470343
Remote Similarity	0.6218	NPC472244
Remote Similarity	0.6218	NPC325013
Remote Similarity	0.6215	NPC314861
Remote Similarity	0.6211	NPC253476
Remote Similarity	0.6209	NPC280827
Remote Similarity	0.6209	NPC130931
Remote Similarity	0.6209	NPC243059
Remote Similarity	0.6207	NPC148468
Remote Similarity	0.6207	NPC97380
Remote Similarity	0.6207	NPC243673
Remote Similarity	0.6207	NPC172170
Remote Similarity	0.6207	NPC310403
Remote Similarity	0.6207	NPC263709
Remote Similarity	0.6207	NPC63210
Remote Similarity	0.6203	NPC477998
Remote Similarity	0.6193	NPC474905
Remote Similarity	0.619	NPC478039
Remote Similarity	0.6184	NPC64340
Remote Similarity	0.6173	NPC87714
Remote Similarity	0.6171	NPC201424
Remote Similarity	0.6169	NPC227361
Remote Similarity	0.6169	NPC124658
Remote Similarity	0.6167	NPC191310
Remote Similarity	0.6164	NPC477432
Remote Similarity	0.6158	NPC470069
Remote Similarity	0.6158	NPC52059
Remote Similarity	0.6154	NPC192533
Remote Similarity	0.6154	NPC94602
Remote Similarity	0.6154	NPC475223
Remote Similarity	0.6145	NPC472241
Remote Similarity	0.6144	NPC177684
Remote Similarity	0.6144	NPC291962
Remote Similarity	0.6141	NPC288305
Remote Similarity	0.6141	NPC472163
Remote Similarity	0.6136	NPC472121
Remote Similarity	0.6129	NPC160493
Remote Similarity	0.6126	NPC220151
Remote Similarity	0.6126	NPC19692
Remote Similarity	0.6122	NPC246983
Remote Similarity	0.6122	NPC475448
Remote Similarity	0.6108	NPC477159
Remote Similarity	0.6104	NPC475827
Remote Similarity	0.6104	NPC258531
Remote Similarity	0.6104	NPC80150
Remote Similarity	0.6104	NPC112373
Remote Similarity	0.6104	NPC474223
Remote Similarity	0.6104	NPC161956
Remote Similarity	0.6104	NPC150323
Remote Similarity	0.6101	NPC165726
Remote Similarity	0.6101	NPC213969
Remote Similarity	0.61	NPC25961
Remote Similarity	0.6098	NPC256422
Remote Similarity	0.6092	NPC29285
Remote Similarity	0.6091	NPC38961
Remote Similarity	0.6087	NPC283810
Remote Similarity	0.6085	NPC5630
Remote Similarity	0.6084	NPC43477
Remote Similarity	0.6084	NPC316202
Remote Similarity	0.608	NPC320064
Remote Similarity	0.6077	NPC285622
Remote Similarity	0.6076	NPC250476
Remote Similarity	0.6062	NPC280807
Remote Similarity	0.6062	NPC472245
Remote Similarity	0.6062	NPC314431
Remote Similarity	0.6061	NPC181527
Remote Similarity	0.6061	NPC477161
Remote Similarity	0.6057	NPC153694
Remote Similarity	0.6057	NPC211525
Remote Similarity	0.6054	NPC40178
Remote Similarity	0.6053	NPC22476
Remote Similarity	0.6053	NPC203628
Remote Similarity	0.6051	NPC469742
Remote Similarity	0.6045	NPC99632
Remote Similarity	0.6045	NPC282339
Remote Similarity	0.6044	NPC95412
Remote Similarity	0.6043	NPC52262
Remote Similarity	0.6043	NPC469460
Remote Similarity	0.6041	NPC476115
Remote Similarity	0.6038	NPC473423
Remote Similarity	0.6034	NPC473297
Remote Similarity	0.6034	NPC214960
Remote Similarity	0.6034	NPC279527
Remote Similarity	0.6026	NPC268534
Remote Similarity	0.6025	NPC231382
Remote Similarity	0.6024	NPC242933
Remote Similarity	0.6024	NPC472243
Remote Similarity	0.6022	NPC470317
Remote Similarity	0.6013	NPC152812
Remote Similarity	0.6013	NPC205946
Remote Similarity	0.6012	NPC314287
Remote Similarity	0.6011	NPC189116
Remote Similarity	0.6011	NPC282092
Remote Similarity	0.6	NPC128368
Remote Similarity	0.6	NPC190663
Remote Similarity	0.6	NPC475804
Remote Similarity	0.6	NPC209389
Remote Similarity	0.6	NPC469536
Remote Similarity	0.6	NPC477557
Remote Similarity	0.6	NPC474222

Drug Structure

NPD4607 OpenBabel08211705262D 31 32 0 0 1 0 0 0 0 0999 V2000 2.5981 -2.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.4641 -1.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.5981 0.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.8660 -2.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -5.1962 2.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.5981 0.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.7321 -0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.5981 1.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.4641 2.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.5981 1.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.8660 1.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.5981 -1.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.7321 0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.8660 -1.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.8660 0.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.7321 2.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.8660 0.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.0000 -1.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.0000 0.0000 0.0000 C 0 0 3 0 0 0 0 0 0 0 0 0 -0.8660 1.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.8660 -1.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.7321 -1.0000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 1.7321 3.0000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 0.0000 2.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 0.8660 -2.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 2.5981 3.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 0.8660 3.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -4.3301 1.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -1.7321 2.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 1.7321 -1.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -2.5981 -1.5000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 12 1 0 0 0 0 2 12 1 0 0 0 0 3 13 1 0 0 0 0 4 14 1 0 0 0 0 5 28 1 0 0 0 0 6 7 2 0 0 0 0 6 8 1 0 0 0 0 7 15 1 0 0 0 0 8 16 2 0 0 0 0 9 10 1 0 0 0 0 9 28 1 0 0 0 0 10 29 1 0 0 0 0 11 15 2 0 0 0 0 11 16 1 0 0 0 0 12 30 1 0 0 0 0 13 17 2 0 0 0 0 13 22 1 0 0 0 0 14 18 2 0 0 0 0 14 22 1 0 0 0 0 15 19 1 0 0 0 0 16 23 1 0 0 0 0 17 19 1 0 0 0 0 17 20 1 0 0 0 0 18 19 1 0 0 0 0 18 21 1 0 0 0 0 20 24 2 0 0 0 0 20 29 1 0 0 0 0 21 25 2 0 0 0 0 21 30 1 0 0 0 0 22 31 1 0 0 0 0 23 26 2 0 0 0 0 23 27 2 0 0 0 0 M END $$$$

External Identifiers

TTD	DAP000306
DrugBank	DB00393
ChEMBL	CHEMBL1428
IUPHAR/BPS	2523
PharmaGKB	PA450633
KEGG Drug	D00438
PubChem CID	4497
ChEBI	7575
CAS Number	66085-59-4

Drug Properties

Molecular Weight	418.17
ALogP	0.6769
MLogP	2.78
XLogP	4.603
HDA	6
HBD	1
Rotatable Bonds	16
TPSA	117
RO5 Violation	0