NPASS drugs

Drug Information

Drug ID:	NPD4041
Drug Name:	Nisoldipine
Molecular Formula:	C20H24N2O6
Canonical SMILES:	COC(=O)C1=C(C)NC(=C(C1c1ccccc1N(=O)=O)C(=O)OCC(C)C)C
Standard InCHI:	InChI=1S/C20H24N2O6/c1-11(2)10-28-20(24)17-13(4)21-12(3)16(19(23)27-5)18(17)14-8-6-7-9-15(14)22(25)26/h6-9,11,18,21H,10H2,1-5H3
Standard InCHIKey:	VKQFCGNPDRICFG-UHFFFAOYSA-N
Max Developmental Stage:	Approved
Max Developmental Stage Source:	TTD; ChEMBL; IUPHAR/BPS

Structural Similarity Between NPASS Natural Products and NPD4041

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	146
0.1-0.2	848
0.2-0.3	3185
0.3-0.4	8846
0.4-0.5	14867
0.5-0.6	2738
0.6-0.7	233
0.7-0.8	24
0.8-0.85	0
0.85-0.9	2
0.9-0.95	0
0.95-1	1

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	0.9853	NPC190945
High Similarity	0.8667	NPC36836
High Similarity	0.8667	NPC63370
Intermediate Similarity	0.75	NPC186669
Intermediate Similarity	0.7453	NPC123241
Intermediate Similarity	0.7381	NPC329338
Intermediate Similarity	0.7381	NPC469726
Intermediate Similarity	0.7317	NPC293458
Intermediate Similarity	0.7301	NPC193410
Intermediate Similarity	0.7256	NPC248117
Intermediate Similarity	0.7256	NPC474058
Intermediate Similarity	0.7251	NPC6974
Intermediate Similarity	0.7246	NPC224970
Intermediate Similarity	0.7246	NPC223595
Intermediate Similarity	0.7246	NPC167724
Intermediate Similarity	0.7239	NPC61013
Intermediate Similarity	0.7235	NPC203202
Intermediate Similarity	0.7235	NPC264482
Intermediate Similarity	0.7208	NPC319645
Intermediate Similarity	0.7197	NPC282578
Intermediate Similarity	0.7184	NPC97584
Intermediate Similarity	0.7151	NPC99043
Intermediate Similarity	0.7151	NPC218594
Intermediate Similarity	0.7086	NPC314473
Intermediate Similarity	0.7067	NPC122235
Intermediate Similarity	0.7029	NPC159963
Intermediate Similarity	0.7027	NPC226794
Remote Similarity	0.6966	NPC14994
Remote Similarity	0.6933	NPC314278
Remote Similarity	0.6909	NPC161827
Remote Similarity	0.6886	NPC36495
Remote Similarity	0.6851	NPC25401
Remote Similarity	0.6821	NPC276993
Remote Similarity	0.6821	NPC181138
Remote Similarity	0.6821	NPC293255
Remote Similarity	0.6821	NPC298851
Remote Similarity	0.6821	NPC21752
Remote Similarity	0.6821	NPC210415
Remote Similarity	0.6815	NPC159722
Remote Similarity	0.6795	NPC173295
Remote Similarity	0.6786	NPC310403
Remote Similarity	0.6786	NPC97380
Remote Similarity	0.6786	NPC263709
Remote Similarity	0.6786	NPC63210
Remote Similarity	0.6786	NPC148468
Remote Similarity	0.6786	NPC243673
Remote Similarity	0.6667	NPC473329
Remote Similarity	0.6649	NPC220151
Remote Similarity	0.6649	NPC19692
Remote Similarity	0.6645	NPC474926
Remote Similarity	0.6645	NPC316746
Remote Similarity	0.6644	NPC279385
Remote Similarity	0.6644	NPC179605
Remote Similarity	0.6628	NPC470069
Remote Similarity	0.6628	NPC52059
Remote Similarity	0.6627	NPC211525
Remote Similarity	0.6627	NPC153694
Remote Similarity	0.6608	NPC472121
Remote Similarity	0.6606	NPC242000
Remote Similarity	0.6605	NPC308197
Remote Similarity	0.66	NPC103292
Remote Similarity	0.6579	NPC317758
Remote Similarity	0.6575	NPC49184
Remote Similarity	0.6556	NPC39818
Remote Similarity	0.6552	NPC470971
Remote Similarity	0.6536	NPC472165
Remote Similarity	0.6534	NPC191310
Remote Similarity	0.6533	NPC150323
Remote Similarity	0.6522	NPC5630
Remote Similarity	0.6512	NPC286871
Remote Similarity	0.6512	NPC99632
Remote Similarity	0.6512	NPC282339
Remote Similarity	0.6512	NPC176983
Remote Similarity	0.651	NPC87714
Remote Similarity	0.6509	NPC473297
Remote Similarity	0.6494	NPC214960
Remote Similarity	0.6494	NPC279527
Remote Similarity	0.6486	NPC22476
Remote Similarity	0.6486	NPC203628
Remote Similarity	0.6474	NPC194562
Remote Similarity	0.6467	NPC316405
Remote Similarity	0.6441	NPC307640
Remote Similarity	0.6436	NPC245916
Remote Similarity	0.6429	NPC325013
Remote Similarity	0.6429	NPC205946
Remote Similarity	0.6429	NPC314223
Remote Similarity	0.6424	NPC130931
Remote Similarity	0.6424	NPC472242
Remote Similarity	0.642	NPC242933
Remote Similarity	0.6415	NPC253476
Remote Similarity	0.6412	NPC114808
Remote Similarity	0.6409	NPC288305
Remote Similarity	0.6393	NPC469460
Remote Similarity	0.6392	NPC477161
Remote Similarity	0.6354	NPC232600
Remote Similarity	0.6353	NPC478076
Remote Similarity	0.6351	NPC205652
Remote Similarity	0.6351	NPC472164
Remote Similarity	0.6349	NPC303214
Remote Similarity	0.6348	NPC177261
Remote Similarity	0.6346	NPC58827
Remote Similarity	0.6346	NPC72473
Remote Similarity	0.6346	NPC307437
Remote Similarity	0.6344	NPC473298
Remote Similarity	0.6324	NPC181928
Remote Similarity	0.6323	NPC470343
Remote Similarity	0.6323	NPC472244
Remote Similarity	0.6319	NPC172170
Remote Similarity	0.6304	NPC472209
Remote Similarity	0.6304	NPC52262
Remote Similarity	0.6302	NPC254240
Remote Similarity	0.6302	NPC312870
Remote Similarity	0.6302	NPC294909
Remote Similarity	0.6302	NPC199851
Remote Similarity	0.6302	NPC128265
Remote Similarity	0.6296	NPC474121
Remote Similarity	0.6296	NPC287358
Remote Similarity	0.629	NPC102338
Remote Similarity	0.629	NPC63199
Remote Similarity	0.629	NPC111602
Remote Similarity	0.629	NPC196251
Remote Similarity	0.6287	NPC478039
Remote Similarity	0.628	NPC43477
Remote Similarity	0.6279	NPC29285
Remote Similarity	0.6269	NPC469732
Remote Similarity	0.6266	NPC477432
Remote Similarity	0.6264	NPC225319
Remote Similarity	0.6264	NPC201424
Remote Similarity	0.6258	NPC181527
Remote Similarity	0.6257	NPC285622
Remote Similarity	0.625	NPC291962
Remote Similarity	0.625	NPC177684
Remote Similarity	0.6243	NPC113946
Remote Similarity	0.6243	NPC260075
Remote Similarity	0.6243	NPC476326
Remote Similarity	0.6242	NPC472241
Remote Similarity	0.6237	NPC1464
Remote Similarity	0.6229	NPC35510
Remote Similarity	0.6229	NPC253667
Remote Similarity	0.6228	NPC477556
Remote Similarity	0.6226	NPC314098
Remote Similarity	0.6222	NPC13367
Remote Similarity	0.6215	NPC472115
Remote Similarity	0.6215	NPC472114
Remote Similarity	0.6211	NPC476206
Remote Similarity	0.6211	NPC21483
Remote Similarity	0.6211	NPC34717
Remote Similarity	0.6211	NPC476205
Remote Similarity	0.6211	NPC259791
Remote Similarity	0.6211	NPC476212
Remote Similarity	0.6211	NPC476257
Remote Similarity	0.6211	NPC476256
Remote Similarity	0.6211	NPC476129
Remote Similarity	0.6211	NPC198205
Remote Similarity	0.6211	NPC476207
Remote Similarity	0.6209	NPC112373
Remote Similarity	0.6209	NPC258531
Remote Similarity	0.6209	NPC161956
Remote Similarity	0.6203	NPC81092
Remote Similarity	0.6203	NPC103605
Remote Similarity	0.6203	NPC101372
Remote Similarity	0.6198	NPC138615
Remote Similarity	0.6198	NPC265642
Remote Similarity	0.6198	NPC132874
Remote Similarity	0.6198	NPC311054
Remote Similarity	0.6198	NPC218733
Remote Similarity	0.6198	NPC112752
Remote Similarity	0.6193	NPC189116
Remote Similarity	0.6185	NPC469536
Remote Similarity	0.6184	NPC229353
Remote Similarity	0.6182	NPC316202
Remote Similarity	0.6178	NPC476218
Remote Similarity	0.6178	NPC108804
Remote Similarity	0.6178	NPC472293
Remote Similarity	0.6178	NPC250476
Remote Similarity	0.6173	NPC475147
Remote Similarity	0.6171	NPC309531
Remote Similarity	0.6171	NPC472102
Remote Similarity	0.6171	NPC143457
Remote Similarity	0.617	NPC473008
Remote Similarity	0.6167	NPC476425
Remote Similarity	0.6167	NPC96901
Remote Similarity	0.6166	NPC472296
Remote Similarity	0.6166	NPC472297
Remote Similarity	0.6164	NPC314431
Remote Similarity	0.6164	NPC472245
Remote Similarity	0.6164	NPC280807
Remote Similarity	0.6162	NPC471742
Remote Similarity	0.6154	NPC192533
Remote Similarity	0.6146	NPC90967
Remote Similarity	0.6146	NPC198390
Remote Similarity	0.6145	NPC472118
Remote Similarity	0.6145	NPC469915
Remote Similarity	0.6142	NPC195787
Remote Similarity	0.6142	NPC246140
Remote Similarity	0.6141	NPC475962
Remote Similarity	0.6131	NPC475133
Remote Similarity	0.6129	NPC322621
Remote Similarity	0.6129	NPC268534
Remote Similarity	0.6126	NPC243626

Drug Structure

NPD4041 OpenBabel08211704332D 29 30 0 0 1 0 0 0 0 0999 V2000 -3.9365 -1.3636 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.1492 -2.7273 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.7873 2.2727 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.3619 -0.4545 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.5746 2.7273 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.9365 -3.1818 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.7238 -2.7273 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.1492 -2.7273 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.7238 -1.8182 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.3619 -1.3636 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.1492 -1.8182 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.7873 1.3636 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.5746 0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.1492 -1.8182 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.9365 -1.3636 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.0000 0.9091 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.7873 -0.4545 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 0.7873 1.3636 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.7873 -1.3636 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.5746 0.9091 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 3.9365 -0.4545 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 1.5746 0.9091 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -0.0000 -1.8182 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 4.7238 0.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 3.1492 0.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 0.7873 2.2727 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -1.5746 -1.8182 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -2.3619 1.3636 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 11 1 0 0 0 0 2 11 1 0 0 0 0 3 12 1 0 0 0 0 4 13 1 0 0 0 0 5 27 1 0 0 0 0 6 7 2 0 0 0 0 6 8 1 0 0 0 0 7 9 1 0 0 0 0 8 14 2 0 0 0 0 9 15 2 0 0 0 0 10 11 1 0 0 0 0 10 28 1 0 0 0 0 12 16 2 0 0 0 0 12 21 1 0 0 0 0 13 17 2 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 22 1 0 0 0 0 16 18 1 0 0 0 0 16 19 1 0 0 0 0 17 18 1 0 0 0 0 17 20 1 0 0 0 0 19 23 2 0 0 0 0 19 27 1 0 0 0 0 20 24 2 0 0 0 0 20 28 1 0 0 0 0 21 29 1 0 0 0 0 22 25 2 0 0 0 0 22 26 2 0 0 0 0 M END $$$$

External Identifiers

TTD	DAP000595
DrugBank	DB00401
ChEMBL	CHEMBL1726
IUPHAR/BPS	2524
PharmaGKB	PA450634
KEGG Drug	D00618
PubChem CID	4499
ChEBI	76917
CAS Number	63675-72-9

Drug Properties

Molecular Weight	388.16
ALogP	1.3401
MLogP	2.78
XLogP	4.988
HDA	5
HBD	1
Rotatable Bonds	14
TPSA	107.77
RO5 Violation	0