NPASS drugs

Drug Information

Drug ID:	NPD1926
Drug Name:	Amlexanox
Molecular Formula:	C16H14N2O4
Canonical SMILES:	CC(c1ccc2c(c1)c(=O)c1c(o2)nc(c(c1)C(=O)O)N)C
Standard InCHI:	InChI=1S/C16H14N2O4/c1-7(2)8-3-4-12-9(5-8)13(19)10-6-11(16(20)21)14(17)18-15(10)22-12/h3-7H,1-2H3,(H2,17,18)(H,20,21)
Standard InCHIKey:	SGRYPYWGNKJSDL-UHFFFAOYSA-N
Max Developmental Stage:	Approved
Max Developmental Stage Source:	ChEMBL; IUPHAR/BPS

Structural Similarity Between NPASS Natural Products and NPD1926

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	306
0.1-0.2	1651
0.2-0.3	5497
0.3-0.4	6879
0.4-0.5	6433
0.5-0.6	9270
0.6-0.7	838
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	0.7477	NPC469439
Intermediate Similarity	0.7352	NPC220337
Intermediate Similarity	0.7244	NPC174760
Intermediate Similarity	0.7225	NPC44354
Intermediate Similarity	0.7204	NPC56170
Intermediate Similarity	0.7189	NPC317572
Intermediate Similarity	0.7185	NPC107123
Intermediate Similarity	0.7167	NPC208898
Intermediate Similarity	0.7111	NPC169402
Intermediate Similarity	0.7064	NPC288759
Intermediate Similarity	0.7059	NPC191310
Intermediate Similarity	0.704	NPC87413
Intermediate Similarity	0.7022	NPC116238
Intermediate Similarity	0.7018	NPC150239
Intermediate Similarity	0.7004	NPC247803
Intermediate Similarity	0.7	NPC94842
Remote Similarity	0.6991	NPC3207
Remote Similarity	0.6987	NPC198503
Remote Similarity	0.6983	NPC9729
Remote Similarity	0.6971	NPC475533
Remote Similarity	0.6964	NPC218303
Remote Similarity	0.6955	NPC51854
Remote Similarity	0.6942	NPC475315
Remote Similarity	0.6942	NPC324619
Remote Similarity	0.6929	NPC148896
Remote Similarity	0.6929	NPC180668
Remote Similarity	0.6929	NPC471013
Remote Similarity	0.6923	NPC313112
Remote Similarity	0.6923	NPC164340
Remote Similarity	0.6923	NPC301292
Remote Similarity	0.692	NPC473187
Remote Similarity	0.6909	NPC15987
Remote Similarity	0.69	NPC48317
Remote Similarity	0.6898	NPC146724
Remote Similarity	0.6897	NPC97746
Remote Similarity	0.6891	NPC6786
Remote Similarity	0.6872	NPC176113
Remote Similarity	0.687	NPC471015
Remote Similarity	0.6867	NPC473833
Remote Similarity	0.6864	NPC155792
Remote Similarity	0.6861	NPC4687
Remote Similarity	0.6861	NPC198160
Remote Similarity	0.6858	NPC310211
Remote Similarity	0.6858	NPC308137
Remote Similarity	0.6849	NPC280714
Remote Similarity	0.6849	NPC241263
Remote Similarity	0.6844	NPC474366
Remote Similarity	0.6842	NPC326930
Remote Similarity	0.6842	NPC53255
Remote Similarity	0.6842	NPC85879
Remote Similarity	0.6842	NPC478045
Remote Similarity	0.6842	NPC475301
Remote Similarity	0.6835	NPC473105
Remote Similarity	0.683	NPC39679
Remote Similarity	0.6816	NPC10904
Remote Similarity	0.6815	NPC13603
Remote Similarity	0.6813	NPC328928
Remote Similarity	0.6792	NPC285923
Remote Similarity	0.6789	NPC67401
Remote Similarity	0.6786	NPC193238
Remote Similarity	0.6784	NPC116178
Remote Similarity	0.6784	NPC305542
Remote Similarity	0.6781	NPC314633
Remote Similarity	0.6771	NPC289086
Remote Similarity	0.6767	NPC280799
Remote Similarity	0.6754	NPC217903
Remote Similarity	0.6754	NPC232225
Remote Similarity	0.6754	NPC321166
Remote Similarity	0.6754	NPC30749
Remote Similarity	0.6753	NPC298436
Remote Similarity	0.6752	NPC21638
Remote Similarity	0.6752	NPC473449
Remote Similarity	0.6748	NPC165964
Remote Similarity	0.6737	NPC471762
Remote Similarity	0.6734	NPC244543
Remote Similarity	0.6729	NPC194040
Remote Similarity	0.6728	NPC114039
Remote Similarity	0.6728	NPC206109
Remote Similarity	0.6727	NPC234933
Remote Similarity	0.6712	NPC473053
Remote Similarity	0.6711	NPC212123
Remote Similarity	0.6711	NPC243850
Remote Similarity	0.6711	NPC314297
Remote Similarity	0.6711	NPC315545
Remote Similarity	0.671	NPC46561
Remote Similarity	0.6706	NPC215837
Remote Similarity	0.6698	NPC206186
Remote Similarity	0.6696	NPC477909
Remote Similarity	0.6696	NPC314834
Remote Similarity	0.6696	NPC152768
Remote Similarity	0.6696	NPC42678
Remote Similarity	0.6696	NPC477907
Remote Similarity	0.6696	NPC148183
Remote Similarity	0.6695	NPC124029
Remote Similarity	0.6695	NPC253314
Remote Similarity	0.6695	NPC211920
Remote Similarity	0.6682	NPC469390
Remote Similarity	0.6681	NPC216428
Remote Similarity	0.6681	NPC477906
Remote Similarity	0.6681	NPC477902
Remote Similarity	0.668	NPC471978
Remote Similarity	0.6667	NPC119134
Remote Similarity	0.6667	NPC49672
Remote Similarity	0.6667	NPC313796
Remote Similarity	0.6667	NPC23294
Remote Similarity	0.6667	NPC206343
Remote Similarity	0.6667	NPC315638
Remote Similarity	0.6667	NPC66777
Remote Similarity	0.6667	NPC477908
Remote Similarity	0.6667	NPC314855
Remote Similarity	0.6667	NPC300156
Remote Similarity	0.6667	NPC313345
Remote Similarity	0.6653	NPC469748
Remote Similarity	0.6653	NPC475720
Remote Similarity	0.6653	NPC474192
Remote Similarity	0.6653	NPC302807
Remote Similarity	0.6652	NPC477901
Remote Similarity	0.6652	NPC304179
Remote Similarity	0.6652	NPC48042
Remote Similarity	0.6652	NPC472550
Remote Similarity	0.6652	NPC472099
Remote Similarity	0.6652	NPC264674
Remote Similarity	0.6651	NPC61350
Remote Similarity	0.6638	NPC62367
Remote Similarity	0.6638	NPC473041
Remote Similarity	0.6638	NPC184408
Remote Similarity	0.6637	NPC249583
Remote Similarity	0.6635	NPC9475
Remote Similarity	0.6625	NPC329631
Remote Similarity	0.6624	NPC74575
Remote Similarity	0.6624	NPC477912
Remote Similarity	0.6624	NPC475601
Remote Similarity	0.6624	NPC478078
Remote Similarity	0.6623	NPC269367
Remote Similarity	0.6623	NPC303951
Remote Similarity	0.6623	NPC470020
Remote Similarity	0.6622	NPC314648
Remote Similarity	0.662	NPC327005
Remote Similarity	0.6614	NPC472589
Remote Similarity	0.6613	NPC134637
Remote Similarity	0.6612	NPC188400
Remote Similarity	0.6611	NPC150698
Remote Similarity	0.6611	NPC96801
Remote Similarity	0.661	NPC26881
Remote Similarity	0.661	NPC471615
Remote Similarity	0.6609	NPC84815
Remote Similarity	0.6609	NPC301368
Remote Similarity	0.6609	NPC472555
Remote Similarity	0.6608	NPC210828
Remote Similarity	0.6608	NPC63041
Remote Similarity	0.6608	NPC86834
Remote Similarity	0.6604	NPC67659
Remote Similarity	0.6602	NPC471979
Remote Similarity	0.66	NPC472588
Remote Similarity	0.6598	NPC475426
Remote Similarity	0.6598	NPC475844
Remote Similarity	0.6598	NPC210296
Remote Similarity	0.6597	NPC246381
Remote Similarity	0.6597	NPC274640
Remote Similarity	0.6596	NPC477911
Remote Similarity	0.6596	NPC235364
Remote Similarity	0.6595	NPC471016
Remote Similarity	0.6588	NPC84347
Remote Similarity	0.6586	NPC473188
Remote Similarity	0.6585	NPC208522
Remote Similarity	0.6584	NPC166722
Remote Similarity	0.6583	NPC471004
Remote Similarity	0.6582	NPC148860
Remote Similarity	0.658	NPC228331
Remote Similarity	0.6578	NPC469440
Remote Similarity	0.6569	NPC24019
Remote Similarity	0.6568	NPC205372
Remote Similarity	0.6565	NPC264176
Remote Similarity	0.6565	NPC472553
Remote Similarity	0.6565	NPC292517
Remote Similarity	0.6564	NPC321428
Remote Similarity	0.656	NPC469437
Remote Similarity	0.6557	NPC475816
Remote Similarity	0.6555	NPC157931
Remote Similarity	0.6555	NPC285411
Remote Similarity	0.6555	NPC14116
Remote Similarity	0.6553	NPC329830
Remote Similarity	0.6553	NPC477903
Remote Similarity	0.6552	NPC30570
Remote Similarity	0.6552	NPC477910
Remote Similarity	0.6552	NPC470306
Remote Similarity	0.655	NPC309845
Remote Similarity	0.6545	NPC45850
Remote Similarity	0.6545	NPC291609
Remote Similarity	0.6545	NPC15406
Remote Similarity	0.6542	NPC474701
Remote Similarity	0.6542	NPC316065
Remote Similarity	0.6542	NPC289905
Remote Similarity	0.6542	NPC474688
Remote Similarity	0.654	NPC477899
Remote Similarity	0.654	NPC328154
Remote Similarity	0.654	NPC477900
Remote Similarity	0.6538	NPC288987
Remote Similarity	0.6538	NPC74360
Remote Similarity	0.6537	NPC236668

Drug Structure

NPD1926 OpenBabel08211701392D 25 27 0 0 0 0 0 0 0 0999 V2000 4.3301 1.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.4641 3.0000 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 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 -1.7321 2.0000 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 2.5981 1.5000 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 -0.8660 1.5000 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 -0.0000 2.0000 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 -0.8660 0.5000 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 -3.4641 -0.0000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -1.7321 -0.0000 0.0000 N 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 -3.4641 3.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -4.3301 1.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -0.0000 -0.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -4.3301 0.5000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -3.4641 -1.0000 0.0000 H 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 1 7 1 0 0 0 0 2 7 1 0 0 0 0 3 4 2 0 0 0 0 3 8 1 0 0 0 0 4 12 1 0 0 0 0 5 8 2 0 0 0 0 5 9 1 0 0 0 0 6 10 2 0 0 0 0 6 11 1 0 0 0 0 7 8 1 0 0 0 0 9 12 2 0 0 0 0 9 13 1 0 0 0 0 10 13 1 0 0 0 0 10 15 1 0 0 0 0 11 14 2 0 0 0 0 11 16 1 0 0 0 0 12 22 1 0 0 0 0 13 19 2 0 0 0 0 14 17 1 0 0 0 0 14 18 1 0 0 0 0 15 18 2 0 0 0 0 15 22 1 0 0 0 0 16 20 2 0 0 0 0 16 21 1 0 0 0 0 17 23 1 0 0 0 0 17 24 1 0 0 0 0 21 25 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DAP000321
DrugBank	DB01025
ChEMBL	CHEMBL1096
IUPHAR/BPS	7113
PharmaGKB	PA164745310
KEGG Drug	D01828
PubChem CID	2161
ChEBI	31205
CAS Number	68302-57-8

Drug Properties

Molecular Weight	298.10
ALogP	-0.8347
MLogP	2.56
XLogP	3.354
HDA	5
HBD	2
Rotatable Bonds	6
TPSA	102.51
RO5 Violation	0