NPASS drugs

Drug Information

Drug ID:	NPD1874
Drug Name:
Molecular Formula:	C16H12N2O3
Canonical SMILES:	CC(=Nc1cccc2c1C(=O)c1cccc(c1C2=O)N)O
Standard InCHI:	InChI=1S/C16H12N2O3/c1-8(19)18-12-7-3-5-10-14(12)16(21)9-4-2-6-11(17)13(9)15(10)20/h2-7H,17H2,1H3,(H,18,19)
Standard InCHIKey:	FXYMBQQAXFHRGC-UHFFFAOYSA-N
Max Developmental Stage:	Clinical (unspecified phase)
Max Developmental Stage Source:	TTD

Structural Similarity Between NPASS Natural Products and NPD1874

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	120
0.1-0.2	1260
0.2-0.3	5301
0.3-0.4	11171
0.4-0.5	10374
0.5-0.6	2341
0.6-0.7	282
0.7-0.8	41
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	0.7984	NPC172170
Intermediate Similarity	0.7808	NPC470579
Intermediate Similarity	0.7778	NPC192533
Intermediate Similarity	0.7761	NPC268534
Intermediate Similarity	0.7698	NPC316746
Intermediate Similarity	0.7612	NPC179605
Intermediate Similarity	0.7612	NPC279385
Intermediate Similarity	0.7556	NPC257490
Intermediate Similarity	0.7556	NPC103292
Intermediate Similarity	0.7554	NPC209389
Intermediate Similarity	0.7466	NPC316202
Intermediate Similarity	0.7372	NPC39818
Intermediate Similarity	0.7357	NPC58827
Intermediate Similarity	0.7357	NPC72473
Intermediate Similarity	0.7357	NPC307437
Intermediate Similarity	0.7338	NPC114808
Intermediate Similarity	0.7279	NPC291962
Intermediate Similarity	0.7279	NPC177684
Intermediate Similarity	0.7254	NPC477432
Intermediate Similarity	0.7254	NPC472245
Intermediate Similarity	0.7248	NPC314287
Intermediate Similarity	0.7241	NPC300299
Intermediate Similarity	0.7237	NPC300596
Intermediate Similarity	0.7237	NPC237649
Intermediate Similarity	0.7226	NPC161956
Intermediate Similarity	0.7226	NPC112373
Intermediate Similarity	0.7226	NPC258531
Intermediate Similarity	0.7211	NPC83214
Intermediate Similarity	0.72	NPC136002
Intermediate Similarity	0.7194	NPC254698
Intermediate Similarity	0.7183	NPC150863
Intermediate Similarity	0.7153	NPC226143
Intermediate Similarity	0.7153	NPC40364
Intermediate Similarity	0.7133	NPC194562
Intermediate Similarity	0.7114	NPC471574
Intermediate Similarity	0.7051	NPC295021
Intermediate Similarity	0.7047	NPC207554
Intermediate Similarity	0.703	NPC471743
Intermediate Similarity	0.7014	NPC280807
Intermediate Similarity	0.7014	NPC314431
Intermediate Similarity	0.7	NPC2823
Remote Similarity	0.6972	NPC474926
Remote Similarity	0.6914	NPC115232
Remote Similarity	0.6867	NPC181527
Remote Similarity	0.6857	NPC130931
Remote Similarity	0.6842	NPC472241
Remote Similarity	0.6829	NPC70949
Remote Similarity	0.6828	NPC122235
Remote Similarity	0.6821	NPC472243
Remote Similarity	0.68	NPC108800
Remote Similarity	0.6783	NPC226794
Remote Similarity	0.6774	NPC19256
Remote Similarity	0.6774	NPC78154
Remote Similarity	0.6774	NPC259678
Remote Similarity	0.6748	NPC189116
Remote Similarity	0.6746	NPC289883
Remote Similarity	0.6736	NPC470343
Remote Similarity	0.6736	NPC472244
Remote Similarity	0.6728	NPC27904
Remote Similarity	0.6725	NPC470317
Remote Similarity	0.6724	NPC477998
Remote Similarity	0.6714	NPC229353
Remote Similarity	0.6711	NPC253476
Remote Similarity	0.671	NPC472242
Remote Similarity	0.6689	NPC122553
Remote Similarity	0.6689	NPC207428
Remote Similarity	0.6667	NPC154478
Remote Similarity	0.6667	NPC117032
Remote Similarity	0.6667	NPC475594
Remote Similarity	0.6667	NPC38262
Remote Similarity	0.6667	NPC471164
Remote Similarity	0.6646	NPC144691
Remote Similarity	0.6646	NPC84317
Remote Similarity	0.6642	NPC79618
Remote Similarity	0.6627	NPC475607
Remote Similarity	0.6621	NPC205946
Remote Similarity	0.6613	NPC267262
Remote Similarity	0.6597	NPC2982
Remote Similarity	0.6588	NPC474081
Remote Similarity	0.6587	NPC471943
Remote Similarity	0.6587	NPC472118
Remote Similarity	0.6585	NPC214106
Remote Similarity	0.6581	NPC478040
Remote Similarity	0.6579	NPC159722
Remote Similarity	0.6575	NPC119326
Remote Similarity	0.6561	NPC478039
Remote Similarity	0.6561	NPC324445
Remote Similarity	0.655	NPC474041
Remote Similarity	0.6547	NPC205652
Remote Similarity	0.6545	NPC113056
Remote Similarity	0.6545	NPC138293
Remote Similarity	0.6538	NPC49994
Remote Similarity	0.6538	NPC130797
Remote Similarity	0.6538	NPC314186
Remote Similarity	0.6535	NPC59677
Remote Similarity	0.6532	NPC117027
Remote Similarity	0.6506	NPC71132
Remote Similarity	0.6497	NPC313293
Remote Similarity	0.6494	NPC471742
Remote Similarity	0.6493	NPC167336
Remote Similarity	0.649	NPC162417
Remote Similarity	0.649	NPC316104
Remote Similarity	0.6485	NPC469741
Remote Similarity	0.648	NPC157778
Remote Similarity	0.6477	NPC206186
Remote Similarity	0.6471	NPC293216
Remote Similarity	0.6463	NPC322433
Remote Similarity	0.646	NPC70406
Remote Similarity	0.6457	NPC284475
Remote Similarity	0.6453	NPC475761
Remote Similarity	0.645	NPC355
Remote Similarity	0.6447	NPC173295
Remote Similarity	0.6444	NPC473498
Remote Similarity	0.6441	NPC473666
Remote Similarity	0.6439	NPC476993
Remote Similarity	0.6438	NPC317758
Remote Similarity	0.6434	NPC472880
Remote Similarity	0.6433	NPC470822
Remote Similarity	0.6433	NPC151635
Remote Similarity	0.6429	NPC470550
Remote Similarity	0.6425	NPC272458
Remote Similarity	0.642	NPC200743
Remote Similarity	0.6416	NPC88110
Remote Similarity	0.6412	NPC252572
Remote Similarity	0.6412	NPC134882
Remote Similarity	0.6407	NPC471130
Remote Similarity	0.6406	NPC155232
Remote Similarity	0.6406	NPC188844
Remote Similarity	0.6406	NPC1682
Remote Similarity	0.64	NPC43945
Remote Similarity	0.64	NPC126458
Remote Similarity	0.6397	NPC434
Remote Similarity	0.6395	NPC284775
Remote Similarity	0.6387	NPC315051
Remote Similarity	0.6386	NPC88970
Remote Similarity	0.6385	NPC219573
Remote Similarity	0.6385	NPC185208
Remote Similarity	0.6378	NPC173413
Remote Similarity	0.6378	NPC277277
Remote Similarity	0.6378	NPC191444
Remote Similarity	0.6376	NPC313722
Remote Similarity	0.6369	NPC182131
Remote Similarity	0.6364	NPC49184
Remote Similarity	0.6364	NPC103250
Remote Similarity	0.6358	NPC53044
Remote Similarity	0.6357	NPC246757
Remote Similarity	0.6357	NPC238219
Remote Similarity	0.6357	NPC57051
Remote Similarity	0.6357	NPC291070
Remote Similarity	0.6353	NPC126676
Remote Similarity	0.6353	NPC469671
Remote Similarity	0.6347	NPC265100
Remote Similarity	0.6346	NPC43477
Remote Similarity	0.6343	NPC202613
Remote Similarity	0.6343	NPC243058
Remote Similarity	0.6343	NPC470205
Remote Similarity	0.6336	NPC265220
Remote Similarity	0.6336	NPC239185
Remote Similarity	0.6333	NPC179224
Remote Similarity	0.6333	NPC187231
Remote Similarity	0.6329	NPC323798
Remote Similarity	0.6322	NPC475685
Remote Similarity	0.6316	NPC109514
Remote Similarity	0.6316	NPC472879
Remote Similarity	0.6313	NPC324091
Remote Similarity	0.6308	NPC260233
Remote Similarity	0.6307	NPC203635
Remote Similarity	0.6303	NPC104345
Remote Similarity	0.6303	NPC76982
Remote Similarity	0.6301	NPC237188
Remote Similarity	0.6301	NPC157583
Remote Similarity	0.6299	NPC176858
Remote Similarity	0.6299	NPC418308
Remote Similarity	0.6288	NPC75724
Remote Similarity	0.6287	NPC472121
Remote Similarity	0.6286	NPC470677
Remote Similarity	0.6284	NPC79698
Remote Similarity	0.6279	NPC153885
Remote Similarity	0.6276	NPC150323
Remote Similarity	0.6275	NPC313352
Remote Similarity	0.6271	NPC476341
Remote Similarity	0.6271	NPC133003
Remote Similarity	0.627	NPC69057
Remote Similarity	0.6264	NPC475094
Remote Similarity	0.625	NPC473962
Remote Similarity	0.625	NPC204867
Remote Similarity	0.6243	NPC47190
Remote Similarity	0.6241	NPC323726
Remote Similarity	0.6236	NPC90415
Remote Similarity	0.6235	NPC241392
Remote Similarity	0.6235	NPC473484
Remote Similarity	0.6232	NPC302790
Remote Similarity	0.6224	NPC147957
Remote Similarity	0.6222	NPC471317
Remote Similarity	0.6221	NPC177261
Remote Similarity	0.622	NPC251391
Remote Similarity	0.622	NPC111233
Remote Similarity	0.6215	NPC477003
Remote Similarity	0.6209	NPC304203
Remote Similarity	0.6207	NPC219848

Drug Structure

NPD1874 OpenBabel08211701392D 24 26 0 0 0 0 0 0 0 0999 V2000 -2.5981 -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 -2.5981 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 -1.7321 2.0000 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 -2.5981 0.5000 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 0.8660 0.5000 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 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 -0.8660 0.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.0000 2.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.0000 0.0000 0.0000 C 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 N 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 0.0000 3.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -0.0000 -1.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 2.5981 3.5000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 0.8660 3.5000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -3.4641 0.0000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 8 1 0 0 0 0 2 4 2 0 0 0 0 2 6 1 0 0 0 0 3 5 2 0 0 0 0 3 7 1 0 0 0 0 4 9 1 0 0 0 0 5 10 1 0 0 0 0 6 11 2 0 0 0 0 7 12 2 0 0 0 0 8 18 2 3 0 0 0 8 19 1 0 0 0 0 9 13 2 0 0 0 0 9 16 1 0 0 0 0 10 14 2 0 0 0 0 10 15 1 0 0 0 0 11 13 1 0 0 0 0 11 17 1 0 0 0 0 12 14 1 0 0 0 0 12 18 1 0 0 0 0 13 15 1 0 0 0 0 14 16 1 0 0 0 0 15 20 2 0 0 0 0 16 21 2 0 0 0 0 17 22 1 0 0 0 0 17 23 1 0 0 0 0 19 24 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DCL001103
DrugBank
ChEMBL
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID	236909
ChEBI
CAS Number

Drug Properties

Molecular Weight	280.08
ALogP	-1.3492
MLogP	2.67
XLogP	2.033
HDA	5
HBD	2
Rotatable Bonds	4
TPSA	92.75
RO5 Violation	0