NPASS drugs

Drug Information

Drug ID:	NPD2923
Drug Name:	Nitrendipine
Molecular Formula:	C18H20N2O6
Canonical SMILES:	CCOC(=O)C1=C(C)NC(=C(C1c1cccc(c1)N(=O)=O)C(=O)OC)C
Standard InCHI:	InChI=1S/C18H20N2O6/c1-5-26-18(22)15-11(3)19-10(2)14(17(21)25-4)16(15)12-7-6-8-13(9-12)20(23)24/h6-9,16,19H,5H2,1-4H3
Standard InCHIKey:	PVHUJELLJLJGLN-UHFFFAOYSA-N
Max Developmental Stage:	Approved
Max Developmental Stage Source:	TTD; ChEMBL; IUPHAR/BPS

Structural Similarity Between NPASS Natural Products and NPD2923

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	807
0.2-0.3	2920
0.3-0.4	8095
0.4-0.5	15619
0.5-0.6	3123
0.6-0.7	186
0.7-0.8	4
0.8-0.85	0
0.85-0.9	0
0.9-0.95	3
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	0.9275	NPC190945
High Similarity	0.9167	NPC63370
High Similarity	0.9167	NPC36836
Intermediate Similarity	0.7386	NPC282578
Intermediate Similarity	0.7279	NPC314473
Intermediate Similarity	0.7059	NPC186669
Intermediate Similarity	0.7027	NPC122235
Remote Similarity	0.6994	NPC123241
Remote Similarity	0.6993	NPC159722
Remote Similarity	0.6986	NPC226794
Remote Similarity	0.6948	NPC319645
Remote Similarity	0.6941	NPC469726
Remote Similarity	0.6941	NPC329338
Remote Similarity	0.6867	NPC293458
Remote Similarity	0.6848	NPC193410
Remote Similarity	0.6821	NPC6974
Remote Similarity	0.6807	NPC474058
Remote Similarity	0.6807	NPC248117
Remote Similarity	0.6805	NPC223595
Remote Similarity	0.6805	NPC167724
Remote Similarity	0.6805	NPC224970
Remote Similarity	0.6802	NPC264482
Remote Similarity	0.6802	NPC203202
Remote Similarity	0.6788	NPC61013
Remote Similarity	0.6761	NPC97584
Remote Similarity	0.6753	NPC173295
Remote Similarity	0.6724	NPC99043
Remote Similarity	0.6724	NPC218594
Remote Similarity	0.6711	NPC472165
Remote Similarity	0.6711	NPC474926
Remote Similarity	0.6667	NPC314278
Remote Similarity	0.661	NPC159963
Remote Similarity	0.6599	NPC179605
Remote Similarity	0.6599	NPC279385
Remote Similarity	0.6579	NPC101372
Remote Similarity	0.6575	NPC229353
Remote Similarity	0.6556	NPC14994
Remote Similarity	0.6554	NPC103292
Remote Similarity	0.6536	NPC49184
Remote Similarity	0.6528	NPC472164
Remote Similarity	0.651	NPC39818
Remote Similarity	0.6467	NPC161827
Remote Similarity	0.6463	NPC242000
Remote Similarity	0.646	NPC308197
Remote Similarity	0.6456	NPC287358
Remote Similarity	0.645	NPC36495
Remote Similarity	0.6448	NPC25401
Remote Similarity	0.6429	NPC316405
Remote Similarity	0.6429	NPC194562
Remote Similarity	0.6424	NPC473329
Remote Similarity	0.64	NPC276993
Remote Similarity	0.64	NPC293255
Remote Similarity	0.64	NPC298851
Remote Similarity	0.64	NPC210415
Remote Similarity	0.64	NPC181138
Remote Similarity	0.64	NPC21752
Remote Similarity	0.6387	NPC316746
Remote Similarity	0.6386	NPC314223
Remote Similarity	0.638	NPC477556
Remote Similarity	0.638	NPC472242
Remote Similarity	0.6376	NPC130931
Remote Similarity	0.6369	NPC114808
Remote Similarity	0.6369	NPC253476
Remote Similarity	0.6364	NPC81092
Remote Similarity	0.6364	NPC103605
Remote Similarity	0.6353	NPC310403
Remote Similarity	0.6353	NPC263709
Remote Similarity	0.6353	NPC148468
Remote Similarity	0.6353	NPC97380
Remote Similarity	0.6353	NPC243673
Remote Similarity	0.6353	NPC63210
Remote Similarity	0.6322	NPC470971
Remote Similarity	0.6316	NPC201424
Remote Similarity	0.6307	NPC307640
Remote Similarity	0.6307	NPC191310
Remote Similarity	0.6299	NPC307437
Remote Similarity	0.6299	NPC72473
Remote Similarity	0.6299	NPC58827
Remote Similarity	0.6279	NPC286871
Remote Similarity	0.6279	NPC176983
Remote Similarity	0.6275	NPC472244
Remote Similarity	0.6275	NPC470343
Remote Similarity	0.6268	NPC172170
Remote Similarity	0.6267	NPC150323
Remote Similarity	0.6264	NPC314861
Remote Similarity	0.6257	NPC19692
Remote Similarity	0.6257	NPC220151
Remote Similarity	0.6243	NPC292143
Remote Similarity	0.6243	NPC139506
Remote Similarity	0.6242	NPC470579
Remote Similarity	0.6242	NPC478039
Remote Similarity	0.6235	NPC43477
Remote Similarity	0.6218	NPC477432
Remote Similarity	0.6211	NPC181527
Remote Similarity	0.6209	NPC192533
Remote Similarity	0.6207	NPC52059
Remote Similarity	0.6207	NPC470069
Remote Similarity	0.62	NPC291962
Remote Similarity	0.62	NPC177684
Remote Similarity	0.6199	NPC211525
Remote Similarity	0.6199	NPC153694
Remote Similarity	0.6196	NPC472241
Remote Similarity	0.6188	NPC288305
Remote Similarity	0.6188	NPC472163
Remote Similarity	0.6185	NPC472121
Remote Similarity	0.6185	NPC99632
Remote Similarity	0.6185	NPC35510
Remote Similarity	0.6185	NPC253667
Remote Similarity	0.6185	NPC282339
Remote Similarity	0.6176	NPC473297
Remote Similarity	0.6173	NPC242933
Remote Similarity	0.617	NPC476256
Remote Similarity	0.617	NPC476129
Remote Similarity	0.617	NPC21483
Remote Similarity	0.617	NPC476212
Remote Similarity	0.617	NPC476206
Remote Similarity	0.617	NPC476257
Remote Similarity	0.617	NPC476205
Remote Similarity	0.617	NPC476207
Remote Similarity	0.617	NPC259791
Remote Similarity	0.617	NPC198205
Remote Similarity	0.6169	NPC325013
Remote Similarity	0.6169	NPC205946
Remote Similarity	0.6159	NPC161956
Remote Similarity	0.6159	NPC258531
Remote Similarity	0.6159	NPC112373
Remote Similarity	0.6158	NPC112752
Remote Similarity	0.6158	NPC311054
Remote Similarity	0.6149	NPC189116
Remote Similarity	0.6145	NPC473541
Remote Similarity	0.614	NPC469536
Remote Similarity	0.6138	NPC476218
Remote Similarity	0.6138	NPC108804
Remote Similarity	0.6135	NPC316202
Remote Similarity	0.6134	NPC87714
Remote Similarity	0.6133	NPC64340
Remote Similarity	0.6129	NPC250476
Remote Similarity	0.6129	NPC5630
Remote Similarity	0.6124	NPC177261
Remote Similarity	0.612	NPC471742
Remote Similarity	0.6115	NPC314431
Remote Similarity	0.6115	NPC472245
Remote Similarity	0.6115	NPC323726
Remote Similarity	0.6115	NPC280807
Remote Similarity	0.6105	NPC198390
Remote Similarity	0.6104	NPC317758
Remote Similarity	0.6098	NPC475128
Remote Similarity	0.6096	NPC203628
Remote Similarity	0.6096	NPC22476
Remote Similarity	0.6085	NPC474121
Remote Similarity	0.6081	NPC205652
Remote Similarity	0.608	NPC279527
Remote Similarity	0.608	NPC214960
Remote Similarity	0.608	NPC182131
Remote Similarity	0.6078	NPC160493
Remote Similarity	0.6078	NPC268534
Remote Similarity	0.6076	NPC231382
Remote Similarity	0.6074	NPC472243
Remote Similarity	0.6066	NPC470317
Remote Similarity	0.6062	NPC136573
Remote Similarity	0.6062	NPC176371
Remote Similarity	0.6061	NPC314287
Remote Similarity	0.6056	NPC38262
Remote Similarity	0.6053	NPC474223
Remote Similarity	0.6053	NPC243059
Remote Similarity	0.6053	NPC475827
Remote Similarity	0.6053	NPC245916
Remote Similarity	0.6053	NPC80150
Remote Similarity	0.6053	NPC280827
Remote Similarity	0.6051	NPC209389
Remote Similarity	0.6048	NPC259678
Remote Similarity	0.6047	NPC29285
Remote Similarity	0.6043	NPC473298
Remote Similarity	0.6042	NPC107828
Remote Similarity	0.6042	NPC90358
Remote Similarity	0.6039	NPC2982
Remote Similarity	0.6034	NPC27904
Remote Similarity	0.6034	NPC285622
Remote Similarity	0.603	NPC61731
Remote Similarity	0.603	NPC186569
Remote Similarity	0.6026	NPC322433
Remote Similarity	0.6025	NPC470441
Remote Similarity	0.6024	NPC314186
Remote Similarity	0.6022	NPC315631
Remote Similarity	0.6022	NPC181928
Remote Similarity	0.602	NPC477161
Remote Similarity	0.6013	NPC257490
Remote Similarity	0.6	NPC52262
Remote Similarity	0.6	NPC243756
Remote Similarity	0.6	NPC322621
Remote Similarity	0.6	NPC13367
Remote Similarity	0.6	NPC469460
Remote Similarity	0.6	NPC40178
Remote Similarity	0.599	NPC474905
Remote Similarity	0.5989	NPC477998
Remote Similarity	0.5989	NPC321211
Remote Similarity	0.5988	NPC260194
Remote Similarity	0.5988	NPC196708
Remote Similarity	0.5987	NPC226143
Remote Similarity	0.5986	NPC474689

Drug Structure

NPD2923 OpenBabel08211702562D 27 28 0 0 1 0 0 0 0 0999 V2000 0.8660 3.5000 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 2.5981 0.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.7321 -3.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.7321 3.0000 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 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 1.7321 0.0000 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 -2.5981 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 0.8660 0.5000 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 -3.4641 -0.0000 0.0000 N 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 0.0000 2.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -4.3301 0.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -3.4641 -1.0000 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 1.7321 2.0000 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 5 1 0 0 0 0 2 10 1 0 0 0 0 3 11 1 0 0 0 0 4 25 1 0 0 0 0 5 26 1 0 0 0 0 6 7 2 0 0 0 0 6 8 1 0 0 0 0 7 12 1 0 0 0 0 8 13 2 0 0 0 0 9 12 2 0 0 0 0 9 13 1 0 0 0 0 10 14 2 0 0 0 0 10 19 1 0 0 0 0 11 15 2 0 0 0 0 11 19 1 0 0 0 0 12 16 1 0 0 0 0 13 20 1 0 0 0 0 14 16 1 0 0 0 0 14 17 1 0 0 0 0 15 16 1 0 0 0 0 15 18 1 0 0 0 0 17 21 2 0 0 0 0 17 25 1 0 0 0 0 18 22 2 0 0 0 0 18 26 1 0 0 0 0 19 27 1 0 0 0 0 20 23 2 0 0 0 0 20 24 2 0 0 0 0 M END $$$$

External Identifiers

TTD	DAP001263
DrugBank	DB01054
ChEMBL	CHEMBL475534
IUPHAR/BPS	2334
PharmaGKB	PA146096020
KEGG Drug	D00629
PubChem CID	4507
ChEBI	7582
CAS Number	39562-70-4

Drug Properties

Molecular Weight	360.13
ALogP	1.1083
MLogP	2.56
XLogP	4.333
HDA	5
HBD	1
Rotatable Bonds	12
TPSA	107.77
RO5 Violation	0