NPASS drugs

Drug Information

Drug ID:	NPD1543
Drug Name:	NAA-004
Molecular Formula:	C15H12N2O5
Canonical SMILES:	OC(=O)Cc1ccc(cc1)/N=N/c1ccc(c(c1)C(=O)O)O
Standard InCHI:	InChI=1S/C15H12N2O5/c18-13-6-5-11(8-12(13)15(21)22)17-16-10-3-1-9(2-4-10)7-14(19)20/h1-6,8,18H,7H2,(H,19,20)(H,21,22)/b17-16+
Standard InCHIKey:	FNRNBCNUWGWVFO-WUKNDPDISA-N
Max Developmental Stage:	Discontinued
Max Developmental Stage Source:	TTD

Structural Similarity Between NPASS Natural Products and NPD1543

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	217
0.1-0.2	1374
0.2-0.3	4323
0.3-0.4	8214
0.4-0.5	5551
0.5-0.6	9538
0.6-0.7	1618
0.7-0.8	46
0.8-0.85	5
0.85-0.9	4
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
High Similarity	0.8951	NPC323798
High Similarity	0.8929	NPC316574
High Similarity	0.8506	NPC199737
High Similarity	0.8506	NPC475983
Intermediate Similarity	0.8414	NPC181526
Intermediate Similarity	0.8239	NPC471778
Intermediate Similarity	0.8187	NPC474814
Intermediate Similarity	0.8187	NPC112336
Intermediate Similarity	0.8176	NPC301702
Intermediate Similarity	0.7682	NPC314252
Intermediate Similarity	0.7643	NPC229353
Intermediate Similarity	0.7452	NPC315829
Intermediate Similarity	0.7355	NPC13696
Intermediate Similarity	0.731	NPC198336
Intermediate Similarity	0.7305	NPC222982
Intermediate Similarity	0.7299	NPC100551
Intermediate Similarity	0.7299	NPC132751
Intermediate Similarity	0.7292	NPC150323
Intermediate Similarity	0.7292	NPC233282
Intermediate Similarity	0.7279	NPC205946
Intermediate Similarity	0.726	NPC283514
Intermediate Similarity	0.7229	NPC204867
Intermediate Similarity	0.7209	NPC474815
Intermediate Similarity	0.7163	NPC211421
Intermediate Similarity	0.7159	NPC288854
Intermediate Similarity	0.7143	NPC241392
Intermediate Similarity	0.7143	NPC244351
Intermediate Similarity	0.7133	NPC128825
Intermediate Similarity	0.7114	NPC4164
Intermediate Similarity	0.7114	NPC314278
Intermediate Similarity	0.7101	NPC141523
Intermediate Similarity	0.7097	NPC43218
Intermediate Similarity	0.7095	NPC70340
Intermediate Similarity	0.7086	NPC95537
Intermediate Similarity	0.7083	NPC125252
Intermediate Similarity	0.7075	NPC115159
Intermediate Similarity	0.7075	NPC19174
Intermediate Similarity	0.7075	NPC45438
Intermediate Similarity	0.7075	NPC73532
Intermediate Similarity	0.7075	NPC224273
Intermediate Similarity	0.7075	NPC267552
Intermediate Similarity	0.7075	NPC143427
Intermediate Similarity	0.7055	NPC130931
Intermediate Similarity	0.7052	NPC9475
Intermediate Similarity	0.705	NPC224584
Intermediate Similarity	0.7047	NPC236189
Intermediate Similarity	0.7042	NPC223004
Intermediate Similarity	0.7039	NPC314098
Intermediate Similarity	0.7037	NPC144691
Intermediate Similarity	0.7034	NPC94637
Intermediate Similarity	0.7027	NPC133909
Intermediate Similarity	0.7027	NPC32032
Intermediate Similarity	0.7014	NPC312800
Intermediate Similarity	0.7007	NPC297186
Intermediate Similarity	0.7006	NPC238108
Remote Similarity	0.6993	NPC31539
Remote Similarity	0.6987	NPC159722
Remote Similarity	0.6986	NPC233165
Remote Similarity	0.6986	NPC328459
Remote Similarity	0.6986	NPC188814
Remote Similarity	0.6986	NPC90522
Remote Similarity	0.6986	NPC195262
Remote Similarity	0.6986	NPC184579
Remote Similarity	0.6971	NPC298320
Remote Similarity	0.6959	NPC156139
Remote Similarity	0.6959	NPC242895
Remote Similarity	0.6959	NPC196976
Remote Similarity	0.6939	NPC72977
Remote Similarity	0.6933	NPC13238
Remote Similarity	0.6918	NPC184527
Remote Similarity	0.6918	NPC470090
Remote Similarity	0.6918	NPC241089
Remote Similarity	0.6892	NPC159760
Remote Similarity	0.6892	NPC178395
Remote Similarity	0.6892	NPC272454
Remote Similarity	0.6892	NPC301987
Remote Similarity	0.6892	NPC244994
Remote Similarity	0.6892	NPC179092
Remote Similarity	0.6892	NPC292665
Remote Similarity	0.6892	NPC115188
Remote Similarity	0.6892	NPC26433
Remote Similarity	0.6892	NPC35856
Remote Similarity	0.6892	NPC222876
Remote Similarity	0.6875	NPC118288
Remote Similarity	0.6875	NPC276111
Remote Similarity	0.6871	NPC158222
Remote Similarity	0.6857	NPC315631
Remote Similarity	0.6842	NPC8745
Remote Similarity	0.6839	NPC95412
Remote Similarity	0.6835	NPC181527
Remote Similarity	0.6824	NPC260837
Remote Similarity	0.6824	NPC159525
Remote Similarity	0.6821	NPC193805
Remote Similarity	0.6821	NPC265910
Remote Similarity	0.6821	NPC469671
Remote Similarity	0.6821	NPC126676
Remote Similarity	0.6821	NPC83241
Remote Similarity	0.6821	NPC91475
Remote Similarity	0.68	NPC68167
Remote Similarity	0.68	NPC311219
Remote Similarity	0.6797	NPC98254
Remote Similarity	0.6797	NPC103356
Remote Similarity	0.6797	NPC23126
Remote Similarity	0.6797	NPC72158
Remote Similarity	0.6797	NPC266689
Remote Similarity	0.6797	NPC169250
Remote Similarity	0.6797	NPC105157
Remote Similarity	0.6797	NPC100067
Remote Similarity	0.6797	NPC30501
Remote Similarity	0.6797	NPC190043
Remote Similarity	0.6797	NPC162612
Remote Similarity	0.6788	NPC264400
Remote Similarity	0.6779	NPC165197
Remote Similarity	0.6778	NPC150308
Remote Similarity	0.6776	NPC240744
Remote Similarity	0.6776	NPC10926
Remote Similarity	0.6776	NPC167055
Remote Similarity	0.6774	NPC12694
Remote Similarity	0.6772	NPC161632
Remote Similarity	0.6772	NPC72918
Remote Similarity	0.6757	NPC161617
Remote Similarity	0.6755	NPC375356
Remote Similarity	0.6755	NPC477153
Remote Similarity	0.6753	NPC221777
Remote Similarity	0.6753	NPC473017
Remote Similarity	0.6753	NPC21305
Remote Similarity	0.6752	NPC287533
Remote Similarity	0.6748	NPC146370
Remote Similarity	0.6738	NPC303264
Remote Similarity	0.6735	NPC121259
Remote Similarity	0.6733	NPC25168
Remote Similarity	0.6732	NPC95309
Remote Similarity	0.6732	NPC62952
Remote Similarity	0.6732	NPC267846
Remote Similarity	0.6725	NPC139506
Remote Similarity	0.6725	NPC292143
Remote Similarity	0.6712	NPC240163
Remote Similarity	0.6712	NPC161304
Remote Similarity	0.6712	NPC160179
Remote Similarity	0.671	NPC109123
Remote Similarity	0.671	NPC474998
Remote Similarity	0.671	NPC102829
Remote Similarity	0.671	NPC120488
Remote Similarity	0.6691	NPC13426
Remote Similarity	0.669	NPC17525
Remote Similarity	0.6689	NPC300274
Remote Similarity	0.6689	NPC40649
Remote Similarity	0.6689	NPC297193
Remote Similarity	0.6689	NPC209486
Remote Similarity	0.6688	NPC181715
Remote Similarity	0.6688	NPC116513
Remote Similarity	0.6688	NPC253476
Remote Similarity	0.6688	NPC71525
Remote Similarity	0.6687	NPC204156
Remote Similarity	0.6687	NPC242933
Remote Similarity	0.6667	NPC287473
Remote Similarity	0.6667	NPC201728
Remote Similarity	0.6667	NPC103540
Remote Similarity	0.6667	NPC26697
Remote Similarity	0.6667	NPC262671
Remote Similarity	0.6667	NPC108288
Remote Similarity	0.6649	NPC317727
Remote Similarity	0.6648	NPC288305
Remote Similarity	0.6647	NPC103250
Remote Similarity	0.6646	NPC4214
Remote Similarity	0.6645	NPC226794
Remote Similarity	0.6625	NPC118919
Remote Similarity	0.6624	NPC475042
Remote Similarity	0.6624	NPC34070
Remote Similarity	0.6624	NPC198249
Remote Similarity	0.6624	NPC469526
Remote Similarity	0.6623	NPC160499
Remote Similarity	0.6623	NPC96915
Remote Similarity	0.6623	NPC473751
Remote Similarity	0.6622	NPC160199
Remote Similarity	0.6622	NPC269414
Remote Similarity	0.6608	NPC93653
Remote Similarity	0.6605	NPC19622
Remote Similarity	0.6605	NPC112789
Remote Similarity	0.6604	NPC288089
Remote Similarity	0.6603	NPC476119
Remote Similarity	0.6601	NPC6888
Remote Similarity	0.6601	NPC117794
Remote Similarity	0.66	NPC7151
Remote Similarity	0.66	NPC285829
Remote Similarity	0.66	NPC294037
Remote Similarity	0.66	NPC216297
Remote Similarity	0.66	NPC473662
Remote Similarity	0.66	NPC206778
Remote Similarity	0.6599	NPC188907
Remote Similarity	0.6597	NPC116842
Remote Similarity	0.6595	NPC206109
Remote Similarity	0.6595	NPC114039
Remote Similarity	0.6584	NPC62272
Remote Similarity	0.6584	NPC261292
Remote Similarity	0.6584	NPC301915
Remote Similarity	0.6584	NPC62907
Remote Similarity	0.6582	NPC91615
Remote Similarity	0.6582	NPC135801
Remote Similarity	0.6582	NPC262359

Drug Structure

NPD1543 OpenBabel08211701082D 25 26 0 0 0 0 0 0 0 0999 V2000 5.1962 -3.0000 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 -2.5000 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 0.0000 -1.0000 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 1.7321 0.0000 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 -1.5000 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 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 0 0 0 0 0 0 0 0 0 0 6.9282 -4.0000 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 3.4641 -1.0000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 2.5981 -1.5000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -0.8660 0.5000 0.0000 O 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 7.7942 -4.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 1.7321 2.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 0.0000 2.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -1.7321 -0.0000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 7.7942 -5.5000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -0.8660 1.5000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 3 1 0 0 0 0 1 9 2 0 0 0 0 2 4 2 0 0 0 0 2 9 1 0 0 0 0 3 10 2 0 0 0 0 4 10 1 0 0 0 0 5 6 2 0 0 0 0 5 11 1 0 0 0 0 6 13 1 0 0 0 0 7 9 1 0 0 0 0 7 14 1 0 0 0 0 8 11 2 0 0 0 0 8 12 1 0 0 0 0 10 16 1 0 0 0 0 11 17 1 0 0 0 0 12 13 2 0 0 0 0 12 15 1 0 0 0 0 13 18 1 0 0 0 0 14 19 2 0 0 0 0 14 20 1 0 0 0 0 15 21 2 0 0 0 0 15 22 1 0 0 0 0 16 17 2 0 0 0 0 18 23 1 0 0 0 0 20 24 1 0 0 0 0 22 25 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DIB006444
DrugBank
ChEMBL
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID
ChEBI
CAS Number

Drug Properties

Molecular Weight	300.07
ALogP	-0.9051
MLogP	2.34
XLogP	4.164
HDA	6
HBD	3
Rotatable Bonds	8
TPSA	119.55
RO5 Violation	0