NPASS drugs

Drug Information

Drug ID:	NPD6571
Drug Name:	Nicardipine
Molecular Formula:	C26H29N3O6
Canonical SMILES:	COC(=O)C1=C(C)NC(=C(C1c1cccc(c1)N(=O)=O)C(=O)OCCN(Cc1ccccc1)C)C
Standard InCHI:	InChI=1S/C26H29N3O6/c1-17-22(25(30)34-4)24(20-11-8-12-21(15-20)29(32)33)23(18(2)27-17)26(31)35-14-13-28(3)16-19-9-6-5-7-10-19/h5-12,15,24,27H,13-14,16H2,1-4H3
Standard InCHIKey:	ZBBHBTPTTSWHBA-UHFFFAOYSA-N
Max Developmental Stage:	Approved
Max Developmental Stage Source:	TTD; ChEMBL; IUPHAR/BPS

Structural Similarity Between NPASS Natural Products and NPD6571

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	150
0.1-0.2	840
0.2-0.3	3244
0.3-0.4	9387
0.4-0.5	13936
0.5-0.6	3051
0.6-0.7	262
0.7-0.8	17
0.8-0.85	0
0.85-0.9	1
0.9-0.95	0
0.95-1	2

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	1.0	NPC36836
High Similarity	1.0	NPC63370
High Similarity	0.8533	NPC190945
Intermediate Similarity	0.7257	NPC186669
Intermediate Similarity	0.7202	NPC123241
Intermediate Similarity	0.717	NPC319645
Intermediate Similarity	0.7143	NPC329338
Intermediate Similarity	0.7143	NPC469726
Intermediate Similarity	0.7095	NPC159963
Intermediate Similarity	0.7076	NPC293458
Intermediate Similarity	0.7059	NPC193410
Intermediate Similarity	0.7033	NPC14994
Intermediate Similarity	0.7022	NPC6974
Intermediate Similarity	0.7018	NPC248117
Intermediate Similarity	0.7011	NPC223595
Intermediate Similarity	0.7011	NPC224970
Intermediate Similarity	0.7011	NPC167724
Intermediate Similarity	0.7006	NPC264482
Intermediate Similarity	0.7006	NPC203202
Intermediate Similarity	0.7	NPC61013
Remote Similarity	0.6961	NPC97584
Remote Similarity	0.6951	NPC282578
Remote Similarity	0.6927	NPC99043
Remote Similarity	0.6927	NPC218594
Remote Similarity	0.6919	NPC474058
Remote Similarity	0.6919	NPC25401
Remote Similarity	0.6731	NPC472165
Remote Similarity	0.673	NPC314473
Remote Similarity	0.6706	NPC314223
Remote Similarity	0.6667	NPC173295
Remote Similarity	0.6667	NPC36495
Remote Similarity	0.6647	NPC473329
Remote Similarity	0.6631	NPC316405
Remote Similarity	0.6611	NPC307640
Remote Similarity	0.6596	NPC473298
Remote Similarity	0.6588	NPC242000
Remote Similarity	0.6587	NPC308197
Remote Similarity	0.6578	NPC181928
Remote Similarity	0.6559	NPC49184
Remote Similarity	0.6554	NPC189116
Remote Similarity	0.6545	NPC19692
Remote Similarity	0.6545	NPC220151
Remote Similarity	0.6534	NPC201424
Remote Similarity	0.6519	NPC21752
Remote Similarity	0.6519	NPC210415
Remote Similarity	0.6519	NPC276993
Remote Similarity	0.6519	NPC293255
Remote Similarity	0.6519	NPC181138
Remote Similarity	0.6519	NPC298851
Remote Similarity	0.6519	NPC177261
Remote Similarity	0.65	NPC122235
Remote Similarity	0.6497	NPC99632
Remote Similarity	0.6497	NPC282339
Remote Similarity	0.6494	NPC161827
Remote Similarity	0.6486	NPC288305
Remote Similarity	0.6485	NPC159722
Remote Similarity	0.6485	NPC287358
Remote Similarity	0.6485	NPC77992
Remote Similarity	0.6471	NPC473541
Remote Similarity	0.6471	NPC322621
Remote Similarity	0.6471	NPC478039
Remote Similarity	0.6467	NPC43477
Remote Similarity	0.6467	NPC321211
Remote Similarity	0.6458	NPC34717
Remote Similarity	0.6456	NPC226794
Remote Similarity	0.6452	NPC470317
Remote Similarity	0.6429	NPC475128
Remote Similarity	0.6429	NPC285622
Remote Similarity	0.6417	NPC471742
Remote Similarity	0.6404	NPC176983
Remote Similarity	0.64	NPC473297
Remote Similarity	0.6398	NPC81092
Remote Similarity	0.6398	NPC103605
Remote Similarity	0.6392	NPC90967
Remote Similarity	0.6389	NPC182131
Remote Similarity	0.6384	NPC148468
Remote Similarity	0.6384	NPC97380
Remote Similarity	0.6384	NPC310403
Remote Similarity	0.6384	NPC243673
Remote Similarity	0.6384	NPC63210
Remote Similarity	0.6384	NPC263709
Remote Similarity	0.6369	NPC257490
Remote Similarity	0.6364	NPC469536
Remote Similarity	0.6358	NPC194562
Remote Similarity	0.634	NPC245916
Remote Similarity	0.6335	NPC105114
Remote Similarity	0.6335	NPC313293
Remote Similarity	0.6335	NPC239990
Remote Similarity	0.6335	NPC152850
Remote Similarity	0.6335	NPC89923
Remote Similarity	0.6335	NPC5630
Remote Similarity	0.6335	NPC71933
Remote Similarity	0.6332	NPC87714
Remote Similarity	0.6318	NPC285192
Remote Similarity	0.6316	NPC472242
Remote Similarity	0.6316	NPC260194
Remote Similarity	0.6316	NPC477556
Remote Similarity	0.6313	NPC286871
Remote Similarity	0.6312	NPC470343
Remote Similarity	0.6312	NPC472244
Remote Similarity	0.6311	NPC471197
Remote Similarity	0.6306	NPC279385
Remote Similarity	0.6306	NPC179605
Remote Similarity	0.6303	NPC253476
Remote Similarity	0.6302	NPC22476
Remote Similarity	0.6302	NPC203628
Remote Similarity	0.6298	NPC472114
Remote Similarity	0.6298	NPC472115
Remote Similarity	0.6298	NPC279527
Remote Similarity	0.6298	NPC214960
Remote Similarity	0.6296	NPC52262
Remote Similarity	0.628	NPC471198
Remote Similarity	0.6273	NPC322433
Remote Similarity	0.6273	NPC136453
Remote Similarity	0.6271	NPC29285
Remote Similarity	0.6266	NPC103292
Remote Similarity	0.6264	NPC470971
Remote Similarity	0.6263	NPC469732
Remote Similarity	0.6257	NPC225319
Remote Similarity	0.625	NPC192533
Remote Similarity	0.625	NPC96901
Remote Similarity	0.6243	NPC94602
Remote Similarity	0.6243	NPC52059
Remote Similarity	0.6243	NPC470069
Remote Similarity	0.6242	NPC291962
Remote Similarity	0.6242	NPC177684
Remote Similarity	0.6242	NPC226143
Remote Similarity	0.6237	NPC14849
Remote Similarity	0.6236	NPC153694
Remote Similarity	0.6236	NPC211525
Remote Similarity	0.6234	NPC472164
Remote Similarity	0.6232	NPC15384
Remote Similarity	0.6232	NPC244425
Remote Similarity	0.6231	NPC1464
Remote Similarity	0.6229	NPC243756
Remote Similarity	0.6226	NPC39818
Remote Similarity	0.6223	NPC472163
Remote Similarity	0.6222	NPC253667
Remote Similarity	0.6222	NPC35510
Remote Similarity	0.6222	NPC472121
Remote Similarity	0.622	NPC231382
Remote Similarity	0.622	NPC157311
Remote Similarity	0.6219	NPC246140
Remote Similarity	0.6219	NPC195787
Remote Similarity	0.6212	NPC312870
Remote Similarity	0.6212	NPC294909
Remote Similarity	0.6212	NPC199851
Remote Similarity	0.6212	NPC128265
Remote Similarity	0.6212	NPC254240
Remote Similarity	0.6211	NPC474926
Remote Similarity	0.6205	NPC474121
Remote Similarity	0.6205	NPC21483
Remote Similarity	0.6205	NPC474473
Remote Similarity	0.6205	NPC198205
Remote Similarity	0.6203	NPC112373
Remote Similarity	0.6203	NPC147298
Remote Similarity	0.6203	NPC131450
Remote Similarity	0.6203	NPC182057
Remote Similarity	0.6203	NPC258531
Remote Similarity	0.6203	NPC475094
Remote Similarity	0.6203	NPC161956
Remote Similarity	0.6198	NPC63199
Remote Similarity	0.6198	NPC196251
Remote Similarity	0.6198	NPC102338
Remote Similarity	0.6198	NPC111602
Remote Similarity	0.6198	NPC477998
Remote Similarity	0.6193	NPC138615
Remote Similarity	0.6193	NPC311054
Remote Similarity	0.6193	NPC265642
Remote Similarity	0.6193	NPC132874
Remote Similarity	0.6193	NPC122106
Remote Similarity	0.6193	NPC218733
Remote Similarity	0.6193	NPC112752
Remote Similarity	0.619	NPC477159
Remote Similarity	0.6182	NPC44805
Remote Similarity	0.6182	NPC8761
Remote Similarity	0.6181	NPC232600
Remote Similarity	0.6173	NPC303214
Remote Similarity	0.6173	NPC472293
Remote Similarity	0.6173	NPC314278
Remote Similarity	0.6173	NPC250476
Remote Similarity	0.6167	NPC27904
Remote Similarity	0.6167	NPC93653
Remote Similarity	0.6166	NPC474059
Remote Similarity	0.6163	NPC314186
Remote Similarity	0.6162	NPC472296
Remote Similarity	0.6162	NPC472297
Remote Similarity	0.6162	NPC191310
Remote Similarity	0.6159	NPC280807
Remote Similarity	0.6159	NPC314431
Remote Similarity	0.6159	NPC472245
Remote Similarity	0.6158	NPC478076
Remote Similarity	0.6154	NPC471825
Remote Similarity	0.6154	NPC473837
Remote Similarity	0.615	NPC260075
Remote Similarity	0.6142	NPC470021
Remote Similarity	0.6142	NPC198390
Remote Similarity	0.6141	NPC472118
Remote Similarity	0.614	NPC472241
Remote Similarity	0.6139	NPC477161

Drug Structure

NPD6571 OpenBabel08211710072D 36 38 0 0 1 0 0 0 0 0999 V2000 -1.7321 2.0000 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 4.3301 -2.5000 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 7.7942 -2.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.9282 -3.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 7.7942 -1.5000 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 6.0622 -2.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.9282 -1.0000 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 -0.0000 -3.0000 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 -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 5.1962 -1.0000 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 1.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.0622 -1.5000 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 -2.5000 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 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 -1.7321 -0.0000 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 0.0000 2.0000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 4.3301 -1.5000 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 -1.7321 -1.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 2.5981 0.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -1.7321 -4.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -2.5981 -2.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -2.5981 0.5000 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 0.0000 3.0000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 17 1 0 0 0 0 2 18 1 0 0 0 0 3 28 1 0 0 0 0 4 34 1 0 0 0 0 5 6 2 0 0 0 0 5 7 1 0 0 0 0 6 9 1 0 0 0 0 7 10 2 0 0 0 0 8 11 2 0 0 0 0 8 12 1 0 0 0 0 9 19 2 0 0 0 0 10 19 1 0 0 0 0 11 20 1 0 0 0 0 12 21 2 0 0 0 0 13 14 1 0 0 0 0 13 28 1 0 0 0 0 14 35 1 0 0 0 0 15 20 2 0 0 0 0 15 21 1 0 0 0 0 16 19 1 0 0 0 0 16 28 1 0 0 0 0 17 22 2 0 0 0 0 17 27 1 0 0 0 0 18 23 2 0 0 0 0 18 27 1 0 0 0 0 20 24 1 0 0 0 0 21 29 1 0 0 0 0 22 24 1 0 0 0 0 22 25 1 0 0 0 0 23 24 1 0 0 0 0 23 26 1 0 0 0 0 25 30 2 0 0 0 0 25 34 1 0 0 0 0 26 31 2 0 0 0 0 26 35 1 0 0 0 0 27 36 1 0 0 0 0 29 32 2 0 0 0 0 29 33 2 0 0 0 0 M END $$$$

External Identifiers

TTD	DAP000486
DrugBank	DB00622
ChEMBL	CHEMBL1484
IUPHAR/BPS	2559
PharmaGKB	PA450620
KEGG Drug
PubChem CID	4474
ChEBI	7550
CAS Number	55985-32-5

Drug Properties

Molecular Weight	479.21
ALogP	0.9059
MLogP	3.33
XLogP	6.671
HDA	6
HBD	1
Rotatable Bonds	16
TPSA	111.01
RO5 Violation	2