NPASS drugs

Drug Information

Drug ID:	NPD6185
Drug Name:	pranidipine
Molecular Formula:	C25H24N2O6
Canonical SMILES:	COC(=O)C1=C(C)NC(=C(C1c1cccc(c1)N(=O)=O)C(=O)OC/C=C/c1ccccc1)C
Standard InCHI:	InChI=1S/C25H24N2O6/c1-16-21(24(28)32-3)23(19-12-7-13-20(15-19)27(30)31)22(17(2)26-16)25(29)33-14-8-11-18-9-5-4-6-10-18/h4-13,15,23,26H,14H2,1-3H3/b11-8+
Standard InCHIKey:	XTFPDGZNWTZCMF-DHZHZOJOSA-N
Max Developmental Stage:	Discontinued
Max Developmental Stage Source:	TTD

Structural Similarity Between NPASS Natural Products and NPD6185

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	144
0.1-0.2	852
0.2-0.3	2808
0.3-0.4	7993
0.4-0.5	15337
0.5-0.6	3545
0.6-0.7	205
0.7-0.8	3
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	0.9375	NPC63370
High Similarity	0.9375	NPC36836
High Similarity	0.9078	NPC190945
Intermediate Similarity	0.7355	NPC282578
Intermediate Similarity	0.7133	NPC314473
Intermediate Similarity	0.7035	NPC186669
Remote Similarity	0.697	NPC123241
Remote Similarity	0.6919	NPC469726
Remote Similarity	0.6919	NPC329338
Remote Similarity	0.6887	NPC122235
Remote Similarity	0.6859	NPC159722
Remote Similarity	0.6846	NPC226794
Remote Similarity	0.6845	NPC293458
Remote Similarity	0.6826	NPC193410
Remote Similarity	0.6815	NPC319645
Remote Similarity	0.68	NPC6974
Remote Similarity	0.6786	NPC248117
Remote Similarity	0.6784	NPC167724
Remote Similarity	0.6784	NPC224970
Remote Similarity	0.6784	NPC223595
Remote Similarity	0.6782	NPC264482
Remote Similarity	0.6782	NPC203202
Remote Similarity	0.6766	NPC61013
Remote Similarity	0.6742	NPC97584
Remote Similarity	0.6705	NPC218594
Remote Similarity	0.6705	NPC99043
Remote Similarity	0.6704	NPC49184
Remote Similarity	0.6689	NPC472165
Remote Similarity	0.6686	NPC474058
Remote Similarity	0.6624	NPC173295
Remote Similarity	0.6592	NPC159963
Remote Similarity	0.6579	NPC474926
Remote Similarity	0.6538	NPC14994
Remote Similarity	0.6536	NPC314278
Remote Similarity	0.6507	NPC472164
Remote Similarity	0.6477	NPC307640
Remote Similarity	0.6467	NPC279385
Remote Similarity	0.6467	NPC179605
Remote Similarity	0.6452	NPC101372
Remote Similarity	0.645	NPC114808
Remote Similarity	0.6446	NPC242000
Remote Similarity	0.6443	NPC229353
Remote Similarity	0.6442	NPC308197
Remote Similarity	0.6433	NPC36495
Remote Similarity	0.6432	NPC25401
Remote Similarity	0.6424	NPC103292
Remote Similarity	0.6413	NPC316405
Remote Similarity	0.6407	NPC473329
Remote Similarity	0.6405	NPC192533
Remote Similarity	0.6384	NPC276993
Remote Similarity	0.6384	NPC210415
Remote Similarity	0.6384	NPC293255
Remote Similarity	0.6384	NPC181138
Remote Similarity	0.6384	NPC298851
Remote Similarity	0.6384	NPC21752
Remote Similarity	0.6382	NPC39818
Remote Similarity	0.6353	NPC161827
Remote Similarity	0.6346	NPC103605
Remote Similarity	0.6346	NPC81092
Remote Similarity	0.6335	NPC287358
Remote Similarity	0.6333	NPC64340
Remote Similarity	0.633	NPC220151
Remote Similarity	0.633	NPC19692
Remote Similarity	0.6325	NPC470579
Remote Similarity	0.6306	NPC194562
Remote Similarity	0.6301	NPC201424
Remote Similarity	0.6292	NPC177261
Remote Similarity	0.6292	NPC191310
Remote Similarity	0.6284	NPC471742
Remote Similarity	0.6275	NPC268534
Remote Similarity	0.6272	NPC314223
Remote Similarity	0.6266	NPC316746
Remote Similarity	0.6265	NPC477556
Remote Similarity	0.6265	NPC472242
Remote Similarity	0.6264	NPC176983
Remote Similarity	0.6264	NPC288305
Remote Similarity	0.6264	NPC99632
Remote Similarity	0.6264	NPC282339
Remote Similarity	0.6257	NPC473297
Remote Similarity	0.625	NPC182131
Remote Similarity	0.625	NPC253476
Remote Similarity	0.625	NPC243059
Remote Similarity	0.625	NPC280827
Remote Similarity	0.625	NPC314861
Remote Similarity	0.625	NPC130931
Remote Similarity	0.6243	NPC476207
Remote Similarity	0.6243	NPC243673
Remote Similarity	0.6243	NPC97380
Remote Similarity	0.6243	NPC476257
Remote Similarity	0.6243	NPC148468
Remote Similarity	0.6243	NPC259791
Remote Similarity	0.6243	NPC63210
Remote Similarity	0.6243	NPC476129
Remote Similarity	0.6243	NPC310403
Remote Similarity	0.6243	NPC263709
Remote Similarity	0.6243	NPC476256
Remote Similarity	0.6243	NPC476205
Remote Similarity	0.6243	NPC476206
Remote Similarity	0.6243	NPC476212
Remote Similarity	0.623	NPC470317
Remote Similarity	0.6229	NPC189116
Remote Similarity	0.6228	NPC473541
Remote Similarity	0.6215	NPC470971
Remote Similarity	0.6214	NPC323726
Remote Similarity	0.6211	NPC476218
Remote Similarity	0.6211	NPC108804
Remote Similarity	0.6209	NPC257490
Remote Similarity	0.619	NPC474689
Remote Similarity	0.6182	NPC475128
Remote Similarity	0.6181	NPC186569
Remote Similarity	0.6181	NPC61731
Remote Similarity	0.6178	NPC58827
Remote Similarity	0.6178	NPC307437
Remote Similarity	0.6178	NPC72473
Remote Similarity	0.6171	NPC286871
Remote Similarity	0.6171	NPC472121
Remote Similarity	0.6158	NPC198205
Remote Similarity	0.6158	NPC21483
Remote Similarity	0.6154	NPC472244
Remote Similarity	0.6154	NPC470343
Remote Similarity	0.615	NPC477998
Remote Similarity	0.6149	NPC474473
Remote Similarity	0.6146	NPC112752
Remote Similarity	0.6146	NPC311054
Remote Similarity	0.6144	NPC150323
Remote Similarity	0.6139	NPC209389
Remote Similarity	0.6138	NPC172170
Remote Similarity	0.6136	NPC139506
Remote Similarity	0.6136	NPC292143
Remote Similarity	0.6131	NPC478039
Remote Similarity	0.6127	NPC469536
Remote Similarity	0.6126	NPC245916
Remote Similarity	0.6122	NPC87714
Remote Similarity	0.6122	NPC38961
Remote Similarity	0.6121	NPC43477
Remote Similarity	0.612	NPC283810
Remote Similarity	0.6119	NPC227361
Remote Similarity	0.6119	NPC124658
Remote Similarity	0.6117	NPC5630
Remote Similarity	0.6117	NPC473298
Remote Similarity	0.6117	NPC313293
Remote Similarity	0.6102	NPC52059
Remote Similarity	0.6102	NPC470069
Remote Similarity	0.6101	NPC477432
Remote Similarity	0.6098	NPC181527
Remote Similarity	0.6096	NPC181928
Remote Similarity	0.6094	NPC470021
Remote Similarity	0.6094	NPC198390
Remote Similarity	0.6092	NPC211525
Remote Similarity	0.6092	NPC153694
Remote Similarity	0.6087	NPC472163
Remote Similarity	0.6085	NPC22476
Remote Similarity	0.6085	NPC203628
Remote Similarity	0.6084	NPC472241
Remote Similarity	0.608	NPC253667
Remote Similarity	0.608	NPC35510
Remote Similarity	0.6078	NPC177684
Remote Similarity	0.6078	NPC226143
Remote Similarity	0.6078	NPC291962
Remote Similarity	0.6075	NPC52262
Remote Similarity	0.6071	NPC270654
Remote Similarity	0.6071	NPC260194
Remote Similarity	0.6069	NPC473498
Remote Similarity	0.6067	NPC214960
Remote Similarity	0.6067	NPC279527
Remote Similarity	0.6062	NPC231382
Remote Similarity	0.6061	NPC474905
Remote Similarity	0.6061	NPC242933
Remote Similarity	0.6059	NPC300596
Remote Similarity	0.6059	NPC237649
Remote Similarity	0.6056	NPC126676
Remote Similarity	0.6056	NPC469671
Remote Similarity	0.6053	NPC152812
Remote Similarity	0.6051	NPC205946
Remote Similarity	0.6051	NPC176371
Remote Similarity	0.6051	NPC325013
Remote Similarity	0.6051	NPC136573
Remote Similarity	0.605	NPC25961
Remote Similarity	0.6049	NPC256422
Remote Similarity	0.6042	NPC470023
Remote Similarity	0.6039	NPC258531
Remote Similarity	0.6039	NPC474223
Remote Similarity	0.6039	NPC475827
Remote Similarity	0.6039	NPC112373
Remote Similarity	0.6039	NPC161956
Remote Similarity	0.6037	NPC77992
Remote Similarity	0.6034	NPC29285
Remote Similarity	0.6032	NPC474059
Remote Similarity	0.6031	NPC90358
Remote Similarity	0.6031	NPC107828
Remote Similarity	0.6024	NPC316202
Remote Similarity	0.6024	NPC314113
Remote Similarity	0.6023	NPC225319
Remote Similarity	0.6023	NPC27904
Remote Similarity	0.6023	NPC93653
Remote Similarity	0.6022	NPC96901
Remote Similarity	0.6021	NPC471825
Remote Similarity	0.602	NPC475223
Remote Similarity	0.6013	NPC250476
Remote Similarity	0.6011	NPC315631

Drug Structure

NPD6185 OpenBabel08211709092D 34 36 0 0 1 0 0 0 0 0999 V2000 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 4.3301 4.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.3301 3.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.4641 5.0000 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 3.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 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 1.7321 3.0000 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 0.0000 3.0000 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 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 2.5981 3.5000 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 -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 1.7321 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 0.0000 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 16 1 0 0 0 0 2 17 1 0 0 0 0 3 32 1 0 0 0 0 4 5 2 0 0 0 0 4 6 1 0 0 0 0 5 9 1 0 0 0 0 6 10 2 0 0 0 0 7 12 2 0 0 0 0 7 13 1 0 0 0 0 8 11 2 0 0 0 0 8 14 1 0 0 0 0 9 18 2 0 0 0 0 10 18 1 0 0 0 0 11 18 1 0 0 0 0 12 19 1 0 0 0 0 13 20 2 0 0 0 0 14 33 1 0 0 0 0 15 19 2 0 0 0 0 15 20 1 0 0 0 0 16 21 2 0 0 0 0 16 26 1 0 0 0 0 17 22 2 0 0 0 0 17 26 1 0 0 0 0 19 23 1 0 0 0 0 20 27 1 0 0 0 0 21 23 1 0 0 0 0 21 24 1 0 0 0 0 22 23 1 0 0 0 0 22 25 1 0 0 0 0 24 28 2 0 0 0 0 24 32 1 0 0 0 0 25 29 2 0 0 0 0 25 33 1 0 0 0 0 26 34 1 0 0 0 0 27 30 2 0 0 0 0 27 31 2 0 0 0 0 M END $$$$

External Identifiers

TTD	DIB006274
DrugBank
ChEMBL
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID
ChEBI
CAS Number

Drug Properties

Molecular Weight	448.16
ALogP	1.235
MLogP	3.33
XLogP	8.217
HDA	5
HBD	1
Rotatable Bonds	13
TPSA	107.77
RO5 Violation	1