NPASS drugs

Drug Information

Drug ID:	NPD3352
Drug Name:	Nilvadipine
Molecular Formula:	C19H19N3O6
Canonical SMILES:	COC(=O)C1=C(C#N)NC(=C(C1c1cccc(c1)N(=O)=O)C(=O)OC(C)C)C
Standard InCHI:	InChI=1S/C19H19N3O6/c1-10(2)28-19(24)15-11(3)21-14(9-20)17(18(23)27-4)16(15)12-6-5-7-13(8-12)22(25)26/h5-8,10,16,21H,1-4H3
Standard InCHIKey:	FAIIFDPAEUKBEP-UHFFFAOYSA-N
Max Developmental Stage:	Approved
Max Developmental Stage Source:	DrugBank

Structural Similarity Between NPASS Natural Products and NPD3352

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	824
0.2-0.3	2807
0.3-0.4	7906
0.4-0.5	16044
0.5-0.6	3011
0.6-0.7	157
0.7-0.8	3
0.8-0.85	0
0.85-0.9	3
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	0.8951	NPC190945
High Similarity	0.8859	NPC36836
High Similarity	0.8859	NPC63370
Intermediate Similarity	0.7372	NPC282578
Intermediate Similarity	0.7267	NPC314473
Intermediate Similarity	0.7052	NPC186669
Remote Similarity	0.6908	NPC122235
Remote Similarity	0.6839	NPC329338
Remote Similarity	0.6839	NPC469726
Remote Similarity	0.6818	NPC6974
Remote Similarity	0.68	NPC203202
Remote Similarity	0.68	NPC264482
Remote Similarity	0.6786	NPC123241
Remote Similarity	0.6772	NPC159722
Remote Similarity	0.6765	NPC293458
Remote Similarity	0.676	NPC97584
Remote Similarity	0.6755	NPC226794
Remote Similarity	0.673	NPC319645
Remote Similarity	0.6723	NPC99043
Remote Similarity	0.6723	NPC218594
Remote Similarity	0.6711	NPC472165
Remote Similarity	0.6705	NPC224970
Remote Similarity	0.6705	NPC223595
Remote Similarity	0.6705	NPC167724
Remote Similarity	0.6647	NPC193410
Remote Similarity	0.6611	NPC159963
Remote Similarity	0.6608	NPC248117
Remote Similarity	0.6608	NPC474058
Remote Similarity	0.6588	NPC61013
Remote Similarity	0.6581	NPC101372
Remote Similarity	0.6557	NPC14994
Remote Similarity	0.6541	NPC173295
Remote Similarity	0.6538	NPC49184
Remote Similarity	0.6494	NPC474926
Remote Similarity	0.649	NPC279385
Remote Similarity	0.649	NPC179605
Remote Similarity	0.6452	NPC25401
Remote Similarity	0.6452	NPC314278
Remote Similarity	0.6447	NPC103292
Remote Similarity	0.6432	NPC316405
Remote Similarity	0.6419	NPC472164
Remote Similarity	0.6405	NPC39818
Remote Similarity	0.6404	NPC210415
Remote Similarity	0.6404	NPC293255
Remote Similarity	0.6404	NPC181138
Remote Similarity	0.6404	NPC298851
Remote Similarity	0.6404	NPC21752
Remote Similarity	0.6404	NPC276993
Remote Similarity	0.6391	NPC314223
Remote Similarity	0.6386	NPC477556
Remote Similarity	0.6374	NPC114808
Remote Similarity	0.6369	NPC81092
Remote Similarity	0.6369	NPC242000
Remote Similarity	0.6369	NPC103605
Remote Similarity	0.6364	NPC308197
Remote Similarity	0.6358	NPC229353
Remote Similarity	0.6329	NPC194562
Remote Similarity	0.6328	NPC470971
Remote Similarity	0.6289	NPC316746
Remote Similarity	0.6287	NPC472242
Remote Similarity	0.6286	NPC176983
Remote Similarity	0.6286	NPC286871
Remote Similarity	0.6279	NPC161827
Remote Similarity	0.6264	NPC36495
Remote Similarity	0.6258	NPC287358
Remote Similarity	0.625	NPC292143
Remote Similarity	0.625	NPC139506
Remote Similarity	0.625	NPC470579
Remote Similarity	0.6235	NPC473329
Remote Similarity	0.6222	NPC307640
Remote Similarity	0.6203	NPC72473
Remote Similarity	0.6203	NPC307437
Remote Similarity	0.6203	NPC58827
Remote Similarity	0.6193	NPC253667
Remote Similarity	0.6193	NPC35510
Remote Similarity	0.618	NPC314861
Remote Similarity	0.6178	NPC198205
Remote Similarity	0.6178	NPC476256
Remote Similarity	0.6178	NPC476212
Remote Similarity	0.6178	NPC259791
Remote Similarity	0.6178	NPC470343
Remote Similarity	0.6178	NPC476206
Remote Similarity	0.6178	NPC476205
Remote Similarity	0.6178	NPC476257
Remote Similarity	0.6178	NPC21483
Remote Similarity	0.6178	NPC325013
Remote Similarity	0.6178	NPC476207
Remote Similarity	0.6178	NPC476129
Remote Similarity	0.6178	NPC472244
Remote Similarity	0.6173	NPC253476
Remote Similarity	0.6171	NPC263709
Remote Similarity	0.6171	NPC148468
Remote Similarity	0.6171	NPC243673
Remote Similarity	0.6171	NPC97380
Remote Similarity	0.6171	NPC63210
Remote Similarity	0.6171	NPC310403
Remote Similarity	0.6169	NPC130931
Remote Similarity	0.6166	NPC112752
Remote Similarity	0.6166	NPC311054
Remote Similarity	0.6164	NPC172170
Remote Similarity	0.6154	NPC473541
Remote Similarity	0.6154	NPC478039
Remote Similarity	0.6146	NPC476218
Remote Similarity	0.6146	NPC108804
Remote Similarity	0.6144	NPC64340
Remote Similarity	0.6142	NPC87714
Remote Similarity	0.6136	NPC201424
Remote Similarity	0.6133	NPC191310
Remote Similarity	0.6125	NPC477432
Remote Similarity	0.6124	NPC52059
Remote Similarity	0.6124	NPC470069
Remote Similarity	0.6115	NPC192533
Remote Similarity	0.6114	NPC198390
Remote Similarity	0.6108	NPC475128
Remote Similarity	0.6108	NPC472241
Remote Similarity	0.6108	NPC288305
Remote Similarity	0.6108	NPC472163
Remote Similarity	0.6104	NPC291962
Remote Similarity	0.6104	NPC177684
Remote Similarity	0.6102	NPC472121
Remote Similarity	0.6094	NPC19692
Remote Similarity	0.6094	NPC220151
Remote Similarity	0.609	NPC160493
Remote Similarity	0.6071	NPC176371
Remote Similarity	0.6071	NPC136573
Remote Similarity	0.6065	NPC112373
Remote Similarity	0.6065	NPC150323
Remote Similarity	0.6065	NPC258531
Remote Similarity	0.6065	NPC80150
Remote Similarity	0.6065	NPC475827
Remote Similarity	0.6065	NPC161956
Remote Similarity	0.6065	NPC474223
Remote Similarity	0.6057	NPC29285
Remote Similarity	0.6053	NPC5630
Remote Similarity	0.6051	NPC90358
Remote Similarity	0.6051	NPC107828
Remote Similarity	0.6048	NPC43477
Remote Similarity	0.6048	NPC316202
Remote Similarity	0.6044	NPC285622
Remote Similarity	0.604	NPC61731
Remote Similarity	0.604	NPC186569
Remote Similarity	0.6038	NPC250476
Remote Similarity	0.603	NPC477161
Remote Similarity	0.6025	NPC280807
Remote Similarity	0.6025	NPC472245
Remote Similarity	0.6025	NPC314431
Remote Similarity	0.6024	NPC181527
Remote Similarity	0.6023	NPC211525
Remote Similarity	0.6023	NPC153694
Remote Similarity	0.6021	NPC22476
Remote Similarity	0.6021	NPC203628
Remote Similarity	0.6014	NPC40178
Remote Similarity	0.6011	NPC99632
Remote Similarity	0.6011	NPC13367
Remote Similarity	0.6011	NPC52262
Remote Similarity	0.6011	NPC469460
Remote Similarity	0.6011	NPC282339
Remote Similarity	0.6	NPC474905
Remote Similarity	0.6	NPC279527
Remote Similarity	0.6	NPC473297
Remote Similarity	0.6	NPC214960
Remote Similarity	0.6	NPC260194
Remote Similarity	0.6	NPC477998
Remote Similarity	0.5989	NPC470317
Remote Similarity	0.5988	NPC472243
Remote Similarity	0.5988	NPC231382
Remote Similarity	0.5988	NPC242933
Remote Similarity	0.5987	NPC268534
Remote Similarity	0.598	NPC227361
Remote Similarity	0.598	NPC124658
Remote Similarity	0.5978	NPC189116
Remote Similarity	0.5976	NPC314287
Remote Similarity	0.5975	NPC205946
Remote Similarity	0.5974	NPC152812
Remote Similarity	0.5969	NPC473008
Remote Similarity	0.5969	NPC473298
Remote Similarity	0.5966	NPC469536
Remote Similarity	0.5964	NPC477557
Remote Similarity	0.5963	NPC209389
Remote Similarity	0.5962	NPC475804
Remote Similarity	0.5962	NPC243059
Remote Similarity	0.5962	NPC474222
Remote Similarity	0.5962	NPC190663
Remote Similarity	0.5962	NPC280827
Remote Similarity	0.596	NPC475223
Remote Similarity	0.596	NPC128368
Remote Similarity	0.5957	NPC471742
Remote Similarity	0.5956	NPC177261
Remote Similarity	0.5956	NPC96901
Remote Similarity	0.5955	NPC309531
Remote Similarity	0.5955	NPC472102
Remote Similarity	0.5955	NPC27904
Remote Similarity	0.5955	NPC143457
Remote Similarity	0.5949	NPC474159
Remote Similarity	0.5949	NPC474254
Remote Similarity	0.5949	NPC2982
Remote Similarity	0.5947	NPC181928
Remote Similarity	0.5946	NPC315631
Remote Similarity	0.5946	NPC47536
Remote Similarity	0.5946	NPC20485

Drug Structure

NPD3352 OpenBabel08211703112D 29 30 0 0 1 0 0 0 0 0999 V2000 3.4641 3.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.5981 4.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.0000 3.0000 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 -1.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.7321 -1.0000 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 -1.7321 0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.5981 3.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.0000 2.0000 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 3.4641 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 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 3 0 0 0 0 0 0 0 0 0 -0.0000 -0.0000 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 1.7321 2.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.5981 -0.5000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -0.8660 1.5000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 4.3301 0.5000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -0.8660 -1.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 2.5981 1.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 5.1962 0.0000 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 0.8660 -1.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 1.7321 3.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -1.7321 2.0000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 10 1 0 0 0 0 2 10 1 0 0 0 0 3 11 1 0 0 0 0 4 27 1 0 0 0 0 5 6 2 0 0 0 0 5 7 1 0 0 0 0 6 12 1 0 0 0 0 7 13 2 0 0 0 0 8 12 2 0 0 0 0 8 13 1 0 0 0 0 9 14 1 0 0 0 0 9 20 3 0 0 0 0 10 28 1 0 0 0 0 11 15 2 0 0 0 0 11 21 1 0 0 0 0 12 16 1 0 0 0 0 13 22 1 0 0 0 0 14 17 2 0 0 0 0 14 21 1 0 0 0 0 15 16 1 0 0 0 0 15 19 1 0 0 0 0 16 17 1 0 0 0 0 17 18 1 0 0 0 0 18 23 2 0 0 0 0 18 27 1 0 0 0 0 19 24 2 0 0 0 0 19 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	DNC011936; DNCL001956
DrugBank	DB06712
ChEMBL	CHEMBL517427
IUPHAR/BPS
PharmaGKB	PA165958385
KEGG Drug	D01908
PubChem CID	4494
ChEBI	31911
CAS Number	75530-68-6

Drug Properties

Molecular Weight	385.13
ALogP	0.403
MLogP	2.56
XLogP	4.293
HDA	6
HBD	1
Rotatable Bonds	12
TPSA	131.56
RO5 Violation	0