NPASS drugs

Drug Information

Drug ID:	NPD5918
Drug Name:	OPC-8490
Molecular Formula:	C24H27N3O3
Canonical SMILES:	O=C1CCc2c(N1)ccc(c2)C(=O)N1CCN(CC1)CCCC(=O)c1ccccc1
Standard InCHI:	InChI=1S/C24H27N3O3/c28-22(18-5-2-1-3-6-18)7-4-12-26-13-15-27(16-14-26)24(30)20-8-10-21-19(17-20)9-11-23(29)25-21/h1-3,5-6,8,10,17H,4,7,9,11-16H2,(H,25,29)
Standard InCHIKey:	VCMKKOPAGZSVOM-UHFFFAOYSA-N
Max Developmental Stage:	Discontinued
Max Developmental Stage Source:	TTD

Structural Similarity Between NPASS Natural Products and NPD5918

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	247
0.1-0.2	1891
0.2-0.3	9005
0.3-0.4	11505
0.4-0.5	5842
0.5-0.6	1929
0.6-0.7	402
0.7-0.8	67
0.8-0.85	2
0.85-0.9	0
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
Intermediate Similarity	0.8148	NPC226143
Intermediate Similarity	0.8027	NPC471164
Intermediate Similarity	0.7971	NPC268534
Intermediate Similarity	0.7651	NPC469560
Intermediate Similarity	0.7643	NPC257490
Intermediate Similarity	0.7619	NPC316104
Intermediate Similarity	0.7619	NPC470317
Intermediate Similarity	0.7619	NPC162417
Intermediate Similarity	0.7606	NPC192533
Intermediate Similarity	0.7586	NPC472245
Intermediate Similarity	0.7571	NPC179605
Intermediate Similarity	0.7571	NPC279385
Intermediate Similarity	0.7535	NPC254698
Intermediate Similarity	0.7518	NPC103292
Intermediate Similarity	0.7517	NPC209389
Intermediate Similarity	0.75	NPC291962
Intermediate Similarity	0.75	NPC177684
Intermediate Similarity	0.75	NPC322433
Intermediate Similarity	0.75	NPC473329
Intermediate Similarity	0.7447	NPC112373
Intermediate Similarity	0.7447	NPC258531
Intermediate Similarity	0.7447	NPC161956
Intermediate Similarity	0.7431	NPC470343
Intermediate Similarity	0.7431	NPC472244
Intermediate Similarity	0.7417	NPC83214
Intermediate Similarity	0.7405	NPC117032
Intermediate Similarity	0.7397	NPC150863
Intermediate Similarity	0.7356	NPC313293
Intermediate Similarity	0.7347	NPC314431
Intermediate Similarity	0.7347	NPC280807
Intermediate Similarity	0.7329	NPC222029
Intermediate Similarity	0.7301	NPC469741
Intermediate Similarity	0.7289	NPC472118
Intermediate Similarity	0.7285	NPC471123
Intermediate Similarity	0.7273	NPC475915
Intermediate Similarity	0.7273	NPC279527
Intermediate Similarity	0.7273	NPC214960
Intermediate Similarity	0.7208	NPC2823
Intermediate Similarity	0.7194	NPC57051
Intermediate Similarity	0.7179	NPC136002
Intermediate Similarity	0.7178	NPC276085
Intermediate Similarity	0.7161	NPC472241
Intermediate Similarity	0.7143	NPC318183
Intermediate Similarity	0.7143	NPC295021
Intermediate Similarity	0.7143	NPC472243
Intermediate Similarity	0.7143	NPC130251
Intermediate Similarity	0.7126	NPC133003
Intermediate Similarity	0.7125	NPC66936
Intermediate Similarity	0.7117	NPC113946
Intermediate Similarity	0.711	NPC470205
Intermediate Similarity	0.7105	NPC300299
Intermediate Similarity	0.7103	NPC39818
Intermediate Similarity	0.7101	NPC242269
Intermediate Similarity	0.7097	NPC470301
Intermediate Similarity	0.7086	NPC141612
Intermediate Similarity	0.7086	NPC17273
Intermediate Similarity	0.7086	NPC135601
Intermediate Similarity	0.7062	NPC324091
Intermediate Similarity	0.7048	NPC21174
Intermediate Similarity	0.7048	NPC271797
Intermediate Similarity	0.7041	NPC292265
Intermediate Similarity	0.7035	NPC475094
Intermediate Similarity	0.7032	NPC207554
Intermediate Similarity	0.7032	NPC315051
Intermediate Similarity	0.7025	NPC472242
Intermediate Similarity	0.7024	NPC63047
Intermediate Similarity	0.7024	NPC475248
Intermediate Similarity	0.7018	NPC471743
Intermediate Similarity	0.7	NPC161861
Remote Similarity	0.6987	NPC471574
Remote Similarity	0.6971	NPC471742
Remote Similarity	0.6959	NPC470548
Remote Similarity	0.6954	NPC126458
Remote Similarity	0.6946	NPC113056
Remote Similarity	0.6946	NPC138293
Remote Similarity	0.6909	NPC61013
Remote Similarity	0.6899	NPC478040
Remote Similarity	0.6894	NPC109787
Remote Similarity	0.6887	NPC194562
Remote Similarity	0.6886	NPC194881
Remote Similarity	0.6884	NPC172170
Remote Similarity	0.6879	NPC301760
Remote Similarity	0.6879	NPC14849
Remote Similarity	0.6875	NPC21429
Remote Similarity	0.6875	NPC478039
Remote Similarity	0.6861	NPC167336
Remote Similarity	0.686	NPC328611
Remote Similarity	0.6839	NPC182057
Remote Similarity	0.6839	NPC131450
Remote Similarity	0.6839	NPC147298
Remote Similarity	0.6826	NPC248117
Remote Similarity	0.6826	NPC472102
Remote Similarity	0.6826	NPC309531
Remote Similarity	0.6815	NPC242933
Remote Similarity	0.6807	NPC104345
Remote Similarity	0.6802	NPC214626
Remote Similarity	0.6802	NPC139085
Remote Similarity	0.6802	NPC251212
Remote Similarity	0.68	NPC252794
Remote Similarity	0.6797	NPC40364
Remote Similarity	0.6792	NPC469537
Remote Similarity	0.6786	NPC293458
Remote Similarity	0.6786	NPC282339
Remote Similarity	0.6786	NPC176983
Remote Similarity	0.6786	NPC99632
Remote Similarity	0.6766	NPC193410
Remote Similarity	0.6766	NPC36495
Remote Similarity	0.6765	NPC182131
Remote Similarity	0.675	NPC314186
Remote Similarity	0.6739	NPC473418
Remote Similarity	0.6735	NPC27833
Remote Similarity	0.6733	NPC79698
Remote Similarity	0.6727	NPC478076
Remote Similarity	0.6725	NPC224970
Remote Similarity	0.6725	NPC223595
Remote Similarity	0.6725	NPC167724
Remote Similarity	0.6707	NPC123241
Remote Similarity	0.6706	NPC471124
Remote Similarity	0.6706	NPC472106
Remote Similarity	0.6705	NPC177261
Remote Similarity	0.6705	NPC286994
Remote Similarity	0.6705	NPC96901
Remote Similarity	0.6688	NPC207428
Remote Similarity	0.6688	NPC53044
Remote Similarity	0.6687	NPC237649
Remote Similarity	0.6687	NPC300596
Remote Similarity	0.6686	NPC472101
Remote Similarity	0.6686	NPC472120
Remote Similarity	0.6685	NPC477003
Remote Similarity	0.6667	NPC186284
Remote Similarity	0.6667	NPC187231
Remote Similarity	0.6667	NPC154478
Remote Similarity	0.6667	NPC38262
Remote Similarity	0.6667	NPC248862
Remote Similarity	0.6667	NPC22082
Remote Similarity	0.6667	NPC471122
Remote Similarity	0.6648	NPC476460
Remote Similarity	0.6647	NPC189116
Remote Similarity	0.6647	NPC29285
Remote Similarity	0.6647	NPC84317
Remote Similarity	0.6642	NPC291610
Remote Similarity	0.6629	NPC151635
Remote Similarity	0.6627	NPC225319
Remote Similarity	0.6614	NPC317701
Remote Similarity	0.6612	NPC216550
Remote Similarity	0.6609	NPC252572
Remote Similarity	0.6607	NPC76982
Remote Similarity	0.6599	NPC228515
Remote Similarity	0.6596	NPC302790
Remote Similarity	0.6593	NPC472112
Remote Similarity	0.6593	NPC473298
Remote Similarity	0.6593	NPC128582
Remote Similarity	0.6591	NPC157583
Remote Similarity	0.659	NPC471943
Remote Similarity	0.6585	NPC242000
Remote Similarity	0.6584	NPC308197
Remote Similarity	0.6581	NPC473962
Remote Similarity	0.6571	NPC469529
Remote Similarity	0.6554	NPC474041
Remote Similarity	0.6545	NPC144691
Remote Similarity	0.6534	NPC203202
Remote Similarity	0.6534	NPC264482
Remote Similarity	0.6534	NPC475607
Remote Similarity	0.6529	NPC315368
Remote Similarity	0.6522	NPC272458
Remote Similarity	0.6516	NPC314098
Remote Similarity	0.6512	NPC115232
Remote Similarity	0.651	NPC316582
Remote Similarity	0.6506	NPC154602
Remote Similarity	0.6506	NPC314223
Remote Similarity	0.6506	NPC243756
Remote Similarity	0.6505	NPC102592
Remote Similarity	0.6505	NPC472539
Remote Similarity	0.6505	NPC472540
Remote Similarity	0.6505	NPC470787
Remote Similarity	0.6505	NPC79356
Remote Similarity	0.6497	NPC253476
Remote Similarity	0.6497	NPC237188
Remote Similarity	0.6497	NPC260075
Remote Similarity	0.6497	NPC474081
Remote Similarity	0.6491	NPC88970
Remote Similarity	0.6491	NPC286871
Remote Similarity	0.6491	NPC472117
Remote Similarity	0.648	NPC471741
Remote Similarity	0.6478	NPC122553
Remote Similarity	0.6477	NPC475594
Remote Similarity	0.6474	NPC472114
Remote Similarity	0.6474	NPC472115
Remote Similarity	0.6474	NPC56233
Remote Similarity	0.6471	NPC472541
Remote Similarity	0.6471	NPC472542
Remote Similarity	0.6463	NPC470440
Remote Similarity	0.6461	NPC475761
Remote Similarity	0.646	NPC43477
Remote Similarity	0.6457	NPC355
Remote Similarity	0.6456	NPC173295
Remote Similarity	0.6448	NPC103119
Remote Similarity	0.6442	NPC470822
Remote Similarity	0.6438	NPC319645
Remote Similarity	0.6437	NPC70949

Drug Structure

NPD5918 OpenBabel08211708292D 31 34 0 0 0 0 0 0 0 0999 V2000 -5.1962 1.0000 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 -4.3301 1.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.3301 5.5000 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 -4.3301 2.5000 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 0.8660 2.5000 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 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 -3.4641 6.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.7321 6.0000 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 -0.8660 5.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.7321 4.0000 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 -5.1962 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 -0.0000 3.0000 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 -5.1962 4.0000 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 4.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.0000 0.0000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -2.5981 5.5000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -0.8660 4.5000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -6.0622 4.5000 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 0.8660 4.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 0.8660 -0.5000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 2 2 0 0 0 0 1 3 1 0 0 0 0 2 5 1 0 0 0 0 3 6 2 0 0 0 0 4 7 1 0 0 0 0 4 12 1 0 0 0 0 5 18 2 0 0 0 0 6 18 1 0 0 0 0 7 22 1 0 0 0 0 8 10 1 0 0 0 0 8 20 2 0 0 0 0 9 11 1 0 0 0 0 9 19 1 0 0 0 0 10 21 2 0 0 0 0 11 23 1 0 0 0 0 12 26 1 0 0 0 0 13 15 1 0 0 0 0 13 26 1 0 0 0 0 14 16 1 0 0 0 0 14 26 1 0 0 0 0 15 27 1 0 0 0 0 16 27 1 0 0 0 0 17 19 2 0 0 0 0 17 20 1 0 0 0 0 18 22 1 0 0 0 0 19 21 1 0 0 0 0 20 24 1 0 0 0 0 21 25 1 0 0 0 0 22 28 2 0 0 0 0 23 25 1 0 0 0 0 23 29 2 0 0 0 0 24 27 1 0 0 0 0 24 30 2 0 0 0 0 25 31 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DIB012541
DrugBank
ChEMBL
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID
ChEBI
CAS Number

Drug Properties

Molecular Weight	405.21
ALogP	-1.6182
MLogP	3.44
XLogP	3.43
HDA	6
HBD	1
Rotatable Bonds	7
TPSA	69.72
RO5 Violation	0