NPASS drugs

Drug Information

Drug ID:	NPD4311
Drug Name:
Molecular Formula:	C21H15N3O4
Canonical SMILES:	OC(=O)c1ccc(cc1)n1[nH]/c(=C2/C=CC=CC2=O)/[nH]/c/1=C1/C=CC=CC1=O
Standard InCHI:	InChI=1S/C21H15N3O4/c25-17-7-3-1-5-15(17)19-22-20(16-6-2-4-8-18(16)26)24(23-19)14-11-9-13(10-12-14)21(27)28/h1-12,22-23H,(H,27,28)/b19-15-,20-16+
Standard InCHIKey:	FMSOAWSKCWYLBB-VBGLAJCLSA-N
Max Developmental Stage:	Approved
Max Developmental Stage Source:	TTD

Structural Similarity Between NPASS Natural Products and NPD4311

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	219
0.1-0.2	1466
0.2-0.3	5547
0.3-0.4	9135
0.4-0.5	12129
0.5-0.6	2157
0.6-0.7	221
0.7-0.8	16
0.8-0.85	0
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	0.7871	NPC242933
Intermediate Similarity	0.7815	NPC314098
Intermediate Similarity	0.75	NPC150323
Intermediate Similarity	0.7368	NPC205946
Intermediate Similarity	0.7325	NPC253476
Intermediate Similarity	0.7222	NPC472241
Intermediate Similarity	0.7205	NPC472243
Intermediate Similarity	0.7195	NPC472242
Intermediate Similarity	0.716	NPC43477
Intermediate Similarity	0.7143	NPC181527
Intermediate Similarity	0.7097	NPC314278
Intermediate Similarity	0.7066	NPC300596
Intermediate Similarity	0.7066	NPC237649
Intermediate Similarity	0.7035	NPC36495
Intermediate Similarity	0.7032	NPC470343
Intermediate Similarity	0.7032	NPC472244
Remote Similarity	0.6989	NPC470971
Remote Similarity	0.6946	NPC259678
Remote Similarity	0.6928	NPC130931
Remote Similarity	0.6927	NPC470548
Remote Similarity	0.6908	NPC229353
Remote Similarity	0.6855	NPC472245
Remote Similarity	0.6852	NPC173295
Remote Similarity	0.6828	NPC473815
Remote Similarity	0.68	NPC27904
Remote Similarity	0.6793	NPC470317
Remote Similarity	0.6778	NPC177261
Remote Similarity	0.6761	NPC293458
Remote Similarity	0.675	NPC194562
Remote Similarity	0.6746	NPC478039
Remote Similarity	0.6727	NPC319645
Remote Similarity	0.6725	NPC144691
Remote Similarity	0.6722	NPC292265
Remote Similarity	0.6707	NPC301702
Remote Similarity	0.6706	NPC315829
Remote Similarity	0.6687	NPC150863
Remote Similarity	0.6686	NPC123241
Remote Similarity	0.6686	NPC314223
Remote Similarity	0.6686	NPC61013
Remote Similarity	0.6685	NPC475685
Remote Similarity	0.6667	NPC97584
Remote Similarity	0.6667	NPC5630
Remote Similarity	0.6667	NPC313293
Remote Similarity	0.6667	NPC471742
Remote Similarity	0.6648	NPC475594
Remote Similarity	0.6648	NPC471122
Remote Similarity	0.6648	NPC193410
Remote Similarity	0.6648	NPC182131
Remote Similarity	0.6646	NPC192533
Remote Similarity	0.6646	NPC280807
Remote Similarity	0.6646	NPC314431
Remote Similarity	0.6632	NPC203628
Remote Similarity	0.663	NPC318183
Remote Similarity	0.6627	NPC314186
Remote Similarity	0.6612	NPC475607
Remote Similarity	0.6611	NPC224970
Remote Similarity	0.6611	NPC223595
Remote Similarity	0.6611	NPC167724
Remote Similarity	0.661	NPC248117
Remote Similarity	0.6584	NPC122235
Remote Similarity	0.6584	NPC209389
Remote Similarity	0.658	NPC303214
Remote Similarity	0.6576	NPC474081
Remote Similarity	0.6557	NPC248862
Remote Similarity	0.6557	NPC328611
Remote Similarity	0.6556	NPC472114
Remote Similarity	0.6556	NPC472115
Remote Similarity	0.6541	NPC99043
Remote Similarity	0.6541	NPC475761
Remote Similarity	0.6541	NPC474041
Remote Similarity	0.6541	NPC218594
Remote Similarity	0.6541	NPC226794
Remote Similarity	0.6538	NPC226143
Remote Similarity	0.65	NPC471124
Remote Similarity	0.6497	NPC232600
Remote Similarity	0.6486	NPC14849
Remote Similarity	0.6486	NPC186669
Remote Similarity	0.648	NPC199737
Remote Similarity	0.6467	NPC469726
Remote Similarity	0.6467	NPC287358
Remote Similarity	0.6467	NPC329338
Remote Similarity	0.6467	NPC159722
Remote Similarity	0.646	NPC322433
Remote Similarity	0.6453	NPC146370
Remote Similarity	0.6452	NPC182057
Remote Similarity	0.6452	NPC147298
Remote Similarity	0.6452	NPC131450
Remote Similarity	0.6444	NPC204867
Remote Similarity	0.6437	NPC473329
Remote Similarity	0.6429	NPC132874
Remote Similarity	0.6429	NPC138615
Remote Similarity	0.6429	NPC265642
Remote Similarity	0.6429	NPC218733
Remote Similarity	0.642	NPC58827
Remote Similarity	0.642	NPC72473
Remote Similarity	0.642	NPC307437
Remote Similarity	0.6406	NPC83111
Remote Similarity	0.6393	NPC472118
Remote Similarity	0.6393	NPC471778
Remote Similarity	0.6392	NPC179605
Remote Similarity	0.6392	NPC279385
Remote Similarity	0.6375	NPC254698
Remote Similarity	0.6368	NPC225400
Remote Similarity	0.6364	NPC6974
Remote Similarity	0.6352	NPC103292
Remote Similarity	0.6344	NPC471743
Remote Similarity	0.6344	NPC203202
Remote Similarity	0.6344	NPC264482
Remote Similarity	0.6337	NPC472538
Remote Similarity	0.6337	NPC471155
Remote Similarity	0.6337	NPC470786
Remote Similarity	0.6335	NPC160381
Remote Similarity	0.6335	NPC150308
Remote Similarity	0.6333	NPC474058
Remote Similarity	0.6327	NPC470787
Remote Similarity	0.6327	NPC472539
Remote Similarity	0.6327	NPC472540
Remote Similarity	0.6312	NPC268534
Remote Similarity	0.6305	NPC270241
Remote Similarity	0.6305	NPC285192
Remote Similarity	0.6298	NPC253667
Remote Similarity	0.6298	NPC35510
Remote Similarity	0.6298	NPC88970
Remote Similarity	0.6294	NPC472542
Remote Similarity	0.6294	NPC472541
Remote Similarity	0.6294	NPC315051
Remote Similarity	0.6294	NPC141454
Remote Similarity	0.6289	NPC22476
Remote Similarity	0.6283	NPC316141
Remote Similarity	0.6279	NPC478040
Remote Similarity	0.6276	NPC202812
Remote Similarity	0.6272	NPC316574
Remote Similarity	0.627	NPC474814
Remote Similarity	0.627	NPC112336
Remote Similarity	0.6269	NPC316405
Remote Similarity	0.6269	NPC221873
Remote Similarity	0.6264	NPC189116
Remote Similarity	0.6264	NPC313757
Remote Similarity	0.6258	NPC57051
Remote Similarity	0.6257	NPC471164
Remote Similarity	0.625	NPC469732
Remote Similarity	0.625	NPC318086
Remote Similarity	0.625	NPC241392
Remote Similarity	0.6243	NPC323798
Remote Similarity	0.6243	NPC130797
Remote Similarity	0.6243	NPC70092
Remote Similarity	0.6242	NPC477432
Remote Similarity	0.6238	NPC87714
Remote Similarity	0.623	NPC471130
Remote Similarity	0.6222	NPC153694
Remote Similarity	0.6222	NPC211525
Remote Similarity	0.6219	NPC1464
Remote Similarity	0.6218	NPC14994
Remote Similarity	0.6211	NPC39818
Remote Similarity	0.6211	NPC288305
Remote Similarity	0.6209	NPC476231
Remote Similarity	0.6205	NPC316746
Remote Similarity	0.6199	NPC314252
Remote Similarity	0.6199	NPC204156
Remote Similarity	0.6199	NPC181526
Remote Similarity	0.6198	NPC49184
Remote Similarity	0.6188	NPC165599
Remote Similarity	0.6188	NPC295548
Remote Similarity	0.6183	NPC126676
Remote Similarity	0.6183	NPC469671
Remote Similarity	0.6183	NPC355
Remote Similarity	0.6178	NPC159963
Remote Similarity	0.6176	NPC43218
Remote Similarity	0.6176	NPC244741
Remote Similarity	0.6169	NPC471944
Remote Similarity	0.6168	NPC476687
Remote Similarity	0.6168	NPC476685
Remote Similarity	0.6168	NPC476689
Remote Similarity	0.6149	NPC257490
Remote Similarity	0.6146	NPC285923
Remote Similarity	0.6146	NPC39679
Remote Similarity	0.6141	NPC52059
Remote Similarity	0.6141	NPC470069
Remote Similarity	0.6139	NPC471436
Remote Similarity	0.6135	NPC317758
Remote Similarity	0.6133	NPC469428
Remote Similarity	0.6125	NPC291962
Remote Similarity	0.6125	NPC177684
Remote Similarity	0.612	NPC257763
Remote Similarity	0.612	NPC472121
Remote Similarity	0.6106	NPC119722
Remote Similarity	0.6105	NPC256268
Remote Similarity	0.6105	NPC475094
Remote Similarity	0.6105	NPC47986
Remote Similarity	0.6105	NPC474815
Remote Similarity	0.6099	NPC63210
Remote Similarity	0.6099	NPC263709
Remote Similarity	0.6099	NPC243673
Remote Similarity	0.6099	NPC310403
Remote Similarity	0.6099	NPC97380
Remote Similarity	0.6099	NPC148468
Remote Similarity	0.6095	NPC62995
Remote Similarity	0.6092	NPC308197
Remote Similarity	0.6087	NPC258531
Remote Similarity	0.6087	NPC161956

Drug Structure

NPD4311 OpenBabel08211705262D 31 34 0 0 0 0 0 0 0 0999 V2000 2.8147 -3.2024 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.0768 -0.2661 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.6808 -2.7024 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.4836 -1.1796 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.9487 -2.7024 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.0823 -0.1615 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.6808 -1.7024 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.8958 -1.9886 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.2257 2.6361 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.8080 1.9316 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.1810 1.7226 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.4013 1.0181 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.2202 2.7406 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.4067 0.9135 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.9487 -1.7024 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.4945 -0.9706 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.8147 -1.2024 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.9013 -1.8841 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.0827 -1.2024 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.5000 -0.8660 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.6269 3.6542 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.1691 -1.6092 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 0.9781 -0.2079 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 2.8147 -0.2024 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -1.3135 -2.6931 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -1.0392 4.4632 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -2.6215 3.7587 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -0.0388 -2.5873 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1.7213 0.4612 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -0.0446 4.3587 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 3 1 0 0 0 0 1 5 2 0 0 0 0 2 4 1 0 0 0 0 2 6 2 0 0 0 0 3 7 2 0 0 0 0 4 8 2 0 0 0 0 5 15 1 0 0 0 0 6 16 1 0 0 0 0 7 17 1 0 0 0 0 8 18 1 0 0 0 0 9 11 1 0 0 0 0 9 13 2 0 0 0 0 10 12 2 0 0 0 0 10 13 1 0 0 0 0 11 14 2 0 0 0 0 12 14 1 0 0 0 0 13 21 1 0 0 0 0 14 24 1 0 0 0 0 15 17 1 0 0 0 0 15 19 2 0 0 0 0 16 18 1 0 0 0 0 16 20 2 0 0 0 0 17 25 2 0 0 0 0 18 26 2 0 0 0 0 19 22 1 0 0 0 0 19 23 1 0 0 0 0 20 22 1 0 0 0 0 20 24 1 0 0 0 0 21 27 1 0 0 0 0 21 28 2 0 0 0 0 22 29 1 0 0 0 0 23 24 1 0 0 0 0 23 30 1 0 0 0 0 27 31 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DNCL003653
DrugBank
ChEMBL
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID	5493381
ChEBI
CAS Number

Drug Properties

Molecular Weight	373.11
ALogP	0.6258
MLogP	3
XLogP	2.999
HDA	7
HBD	3
Rotatable Bonds	3
TPSA	98.74
RO5 Violation	0