NPASS drugs

Drug Information

Drug ID:	NPD4464
Drug Name:
Molecular Formula:	C21H23N3O3
Canonical SMILES:	ON=C(/C=C/c1ccc(cc1)CNC(=O)c1ccc(cc1)N1CCCC1)O
Standard InCHI:	InChI=1S/C21H23N3O3/c25-20(23-27)12-7-16-3-5-17(6-4-16)15-22-21(26)18-8-10-19(11-9-18)24-13-1-2-14-24/h3-12,27H,1-2,13-15H2,(H,22,26)(H,23,25)/b12-7+
Standard InCHIKey:	JKVNVKOVLBVYHQ-KPKJPENVSA-N
Max Developmental Stage:	Clinical (unspecified phase)
Max Developmental Stage Source:	TTD

Structural Similarity Between NPASS Natural Products and NPD4464

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	193
0.1-0.2	1886
0.2-0.3	8945
0.3-0.4	11264
0.4-0.5	5882
0.5-0.6	2242
0.6-0.7	434
0.7-0.8	41
0.8-0.85	3
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	0.8273	NPC472245
Intermediate Similarity	0.8273	NPC280807
Intermediate Similarity	0.8071	NPC150863
Intermediate Similarity	0.7867	NPC472242
Intermediate Similarity	0.7801	NPC322433
Intermediate Similarity	0.7785	NPC472241
Intermediate Similarity	0.777	NPC472243
Intermediate Similarity	0.7762	NPC314431
Intermediate Similarity	0.7681	NPC226143
Intermediate Similarity	0.7606	NPC472244
Intermediate Similarity	0.7606	NPC470343
Intermediate Similarity	0.7551	NPC162417
Intermediate Similarity	0.7551	NPC316104
Intermediate Similarity	0.75	NPC478040
Intermediate Similarity	0.7483	NPC471164
Intermediate Similarity	0.7355	NPC478039
Intermediate Similarity	0.7342	NPC117032
Intermediate Similarity	0.7338	NPC314186
Intermediate Similarity	0.7338	NPC136002
Intermediate Similarity	0.7305	NPC248862
Intermediate Similarity	0.7303	NPC242933
Intermediate Similarity	0.7261	NPC300596
Intermediate Similarity	0.7261	NPC237649
Intermediate Similarity	0.7255	NPC2823
Intermediate Similarity	0.7246	NPC57051
Intermediate Similarity	0.7219	NPC14849
Intermediate Similarity	0.7211	NPC209389
Intermediate Similarity	0.7202	NPC328611
Intermediate Similarity	0.7181	NPC207428
Intermediate Similarity	0.7176	NPC147298
Intermediate Similarity	0.7176	NPC182057
Intermediate Similarity	0.7176	NPC131450
Intermediate Similarity	0.7171	NPC122553
Intermediate Similarity	0.717	NPC314223
Intermediate Similarity	0.7143	NPC471574
Intermediate Similarity	0.7124	NPC83214
Intermediate Similarity	0.7114	NPC314098
Intermediate Similarity	0.7107	NPC473329
Intermediate Similarity	0.7103	NPC254698
Intermediate Similarity	0.7055	NPC192533
Intermediate Similarity	0.7039	NPC300299
Intermediate Similarity	0.703	NPC35510
Intermediate Similarity	0.703	NPC253667
Intermediate Similarity	0.7013	NPC469560
Remote Similarity	0.6988	NPC189116
Remote Similarity	0.6975	NPC295021
Remote Similarity	0.6971	NPC133003
Remote Similarity	0.6968	NPC207554
Remote Similarity	0.6966	NPC257490
Remote Similarity	0.6944	NPC291962
Remote Similarity	0.6944	NPC177684
Remote Similarity	0.6933	NPC187231
Remote Similarity	0.6928	NPC88970
Remote Similarity	0.6918	NPC324445
Remote Similarity	0.6918	NPC39818
Remote Similarity	0.6901	NPC470548
Remote Similarity	0.6897	NPC112373
Remote Similarity	0.6897	NPC179605
Remote Similarity	0.6897	NPC161956
Remote Similarity	0.6897	NPC258531
Remote Similarity	0.6897	NPC279385
Remote Similarity	0.6882	NPC355
Remote Similarity	0.6863	NPC253476
Remote Similarity	0.6861	NPC45033
Remote Similarity	0.6859	NPC315051
Remote Similarity	0.6857	NPC470205
Remote Similarity	0.6849	NPC103292
Remote Similarity	0.6848	NPC104345
Remote Similarity	0.6845	NPC471130
Remote Similarity	0.6821	NPC194562
Remote Similarity	0.6815	NPC43477
Remote Similarity	0.6815	NPC22082
Remote Similarity	0.6815	NPC186284
Remote Similarity	0.6807	NPC36495
Remote Similarity	0.6803	NPC268534
Remote Similarity	0.68	NPC476950
Remote Similarity	0.6788	NPC84317
Remote Similarity	0.6779	NPC205946
Remote Similarity	0.6763	NPC471743
Remote Similarity	0.6763	NPC475607
Remote Similarity	0.6759	NPC220698
Remote Similarity	0.6732	NPC40364
Remote Similarity	0.6731	NPC287358
Remote Similarity	0.6726	NPC476231
Remote Similarity	0.6724	NPC474081
Remote Similarity	0.6723	NPC477003
Remote Similarity	0.6722	NPC324091
Remote Similarity	0.672	NPC471944
Remote Similarity	0.6705	NPC475594
Remote Similarity	0.6686	NPC475761
Remote Similarity	0.6686	NPC475094
Remote Similarity	0.6686	NPC474041
Remote Similarity	0.6685	NPC476460
Remote Similarity	0.6667	NPC471123
Remote Similarity	0.6667	NPC126458
Remote Similarity	0.6647	NPC76982
Remote Similarity	0.6646	NPC130251
Remote Similarity	0.6629	NPC471742
Remote Similarity	0.6628	NPC471943
Remote Similarity	0.6609	NPC469529
Remote Similarity	0.6608	NPC279527
Remote Similarity	0.6608	NPC214960
Remote Similarity	0.6607	NPC154478
Remote Similarity	0.6607	NPC276085
Remote Similarity	0.6604	NPC301760
Remote Similarity	0.6604	NPC470301
Remote Similarity	0.6594	NPC38262
Remote Similarity	0.659	NPC6982
Remote Similarity	0.6582	NPC319645
Remote Similarity	0.6573	NPC470317
Remote Similarity	0.6568	NPC472102
Remote Similarity	0.6568	NPC309531
Remote Similarity	0.6556	NPC135601
Remote Similarity	0.6556	NPC17273
Remote Similarity	0.6556	NPC141612
Remote Similarity	0.6554	NPC91179
Remote Similarity	0.6554	NPC286994
Remote Similarity	0.6554	NPC150323
Remote Similarity	0.6552	NPC161861
Remote Similarity	0.6548	NPC61013
Remote Similarity	0.6548	NPC123241
Remote Similarity	0.6548	NPC222029
Remote Similarity	0.6545	NPC471155
Remote Similarity	0.6545	NPC154602
Remote Similarity	0.6536	NPC21429
Remote Similarity	0.6522	NPC469537
Remote Similarity	0.651	NPC270241
Remote Similarity	0.6509	NPC471122
Remote Similarity	0.6509	NPC193410
Remote Similarity	0.6506	NPC285381
Remote Similarity	0.65	NPC471447
Remote Similarity	0.6497	NPC11126
Remote Similarity	0.6497	NPC173295
Remote Similarity	0.6494	NPC318183
Remote Similarity	0.6494	NPC292265
Remote Similarity	0.6492	NPC225400
Remote Similarity	0.6491	NPC113056
Remote Similarity	0.6491	NPC138293
Remote Similarity	0.6485	NPC144691
Remote Similarity	0.6471	NPC248117
Remote Similarity	0.6471	NPC68650
Remote Similarity	0.6471	NPC27904
Remote Similarity	0.6463	NPC254798
Remote Similarity	0.646	NPC238499
Remote Similarity	0.6458	NPC472538
Remote Similarity	0.6458	NPC470786
Remote Similarity	0.6454	NPC55529
Remote Similarity	0.6453	NPC71132
Remote Similarity	0.6453	NPC471124
Remote Similarity	0.645	NPC477887
Remote Similarity	0.6448	NPC83111
Remote Similarity	0.6447	NPC474926
Remote Similarity	0.6447	NPC79698
Remote Similarity	0.6444	NPC228835
Remote Similarity	0.6443	NPC27833
Remote Similarity	0.6436	NPC106118
Remote Similarity	0.6433	NPC293458
Remote Similarity	0.6433	NPC474473
Remote Similarity	0.6423	NPC75496
Remote Similarity	0.6417	NPC316282
Remote Similarity	0.6416	NPC114637
Remote Similarity	0.6416	NPC182131
Remote Similarity	0.641	NPC473962
Remote Similarity	0.6398	NPC202812
Remote Similarity	0.6395	NPC328270
Remote Similarity	0.6389	NPC159125
Remote Similarity	0.6383	NPC131887
Remote Similarity	0.638	NPC470822
Remote Similarity	0.6379	NPC475248
Remote Similarity	0.6379	NPC63047
Remote Similarity	0.6375	NPC315224
Remote Similarity	0.6374	NPC315368
Remote Similarity	0.6374	NPC474058
Remote Similarity	0.6368	NPC300183
Remote Similarity	0.6364	NPC470787
Remote Similarity	0.6364	NPC472540
Remote Similarity	0.6364	NPC79356
Remote Similarity	0.6364	NPC472539
Remote Similarity	0.6364	NPC322064
Remote Similarity	0.6364	NPC102592
Remote Similarity	0.6359	NPC313293
Remote Similarity	0.6358	NPC115232
Remote Similarity	0.6351	NPC313449
Remote Similarity	0.6348	NPC284775
Remote Similarity	0.6347	NPC66936
Remote Similarity	0.6343	NPC472118
Remote Similarity	0.6339	NPC473815
Remote Similarity	0.6339	NPC17059
Remote Similarity	0.6337	NPC199737
Remote Similarity	0.6337	NPC286871
Remote Similarity	0.6337	NPC472117
Remote Similarity	0.6337	NPC194881
Remote Similarity	0.6337	NPC176983
Remote Similarity	0.6331	NPC291610
Remote Similarity	0.633	NPC472541
Remote Similarity	0.633	NPC472542
Remote Similarity	0.6319	NPC277157
Remote Similarity	0.6319	NPC99939
Remote Similarity	0.6319	NPC308931
Remote Similarity	0.6319	NPC308197

Drug Structure

NPD4464 OpenBabel08211705262D 30 32 0 0 0 0 0 0 0 0999 V2000 1.0827 1.2024 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.5827 0.3364 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 -6.9282 -0.0000 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 -6.0622 -0.5000 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 -2.5981 -0.5000 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 -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 -8.6603 1.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.1045 0.9945 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.9135 -0.4067 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.3301 -0.5000 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 -5.1962 0.0000 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 -0.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -9.5263 1.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.4641 -2.0000 0.0000 C 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 -9.5263 2.5000 0.0000 N 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 -10.3923 1.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -3.4641 -3.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -10.3923 3.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -5.1962 -2.0000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -11.2583 1.5000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -11.2583 2.5000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 2 1 0 0 0 0 1 13 1 0 0 0 0 2 14 1 0 0 0 0 3 5 1 0 0 0 0 3 16 2 0 0 0 0 4 6 2 0 0 0 0 4 16 1 0 0 0 0 5 17 2 0 0 0 0 6 17 1 0 0 0 0 7 12 2 0 0 0 0 7 16 1 0 0 0 0 8 10 1 0 0 0 0 8 18 2 0 0 0 0 9 11 2 0 0 0 0 9 18 1 0 0 0 0 10 19 2 0 0 0 0 11 19 1 0 0 0 0 12 20 1 0 0 0 0 13 24 1 0 0 0 0 14 24 1 0 0 0 0 15 17 1 0 0 0 0 15 22 1 0 0 0 0 18 21 1 0 0 0 0 19 24 1 0 0 0 0 20 23 2 3 0 0 0 20 25 1 0 0 0 0 21 22 1 0 0 0 0 21 26 2 0 0 0 0 22 28 1 0 0 0 0 23 27 1 0 0 0 0 25 29 1 0 0 0 0 27 30 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DPR000157
DrugBank
ChEMBL
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID	9799221
ChEBI
CAS Number

Drug Properties

Molecular Weight	365.17
ALogP	-0.9996
MLogP	3.11
XLogP	4.921
HDA	4
HBD	3
Rotatable Bonds	9
TPSA	85.16
RO5 Violation	0