NPASS drugs

Drug Information

Drug ID:	NPD3390
Drug Name:	Bindarit
Molecular Formula:	C19H20N2O3
Canonical SMILES:	OC(=O)C(OCc1nn(c2c1cccc2)Cc1ccccc1)(C)C
Standard InCHI:	InChI=1S/C19H20N2O3/c1-19(2,18(22)23)24-13-16-15-10-6-7-11-17(15)21(20-16)12-14-8-4-3-5-9-14/h3-11H,12-13H2,1-2H3,(H,22,23)
Standard InCHIKey:	MTHORRSSURHQPZ-UHFFFAOYSA-N
Max Developmental Stage:	Phase 2
Max Developmental Stage Source:	ChEMBL

Structural Similarity Between NPASS Natural Products and NPD3390

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	178
0.1-0.2	1127
0.2-0.3	6640
0.3-0.4	9797
0.4-0.5	9682
0.5-0.6	2597
0.6-0.7	856
0.7-0.8	13
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	0.7326	NPC211997
Intermediate Similarity	0.7273	NPC134586
Intermediate Similarity	0.7268	NPC129909
Intermediate Similarity	0.7208	NPC472193
Intermediate Similarity	0.7186	NPC192674
Intermediate Similarity	0.7151	NPC477888
Intermediate Similarity	0.715	NPC316181
Intermediate Similarity	0.715	NPC311858
Intermediate Similarity	0.715	NPC151781
Intermediate Similarity	0.715	NPC74562
Intermediate Similarity	0.7083	NPC469358
Intermediate Similarity	0.7077	NPC61435
Intermediate Similarity	0.7047	NPC470003
Remote Similarity	0.6948	NPC128115
Remote Similarity	0.6931	NPC32200
Remote Similarity	0.6931	NPC158129
Remote Similarity	0.69	NPC289299
Remote Similarity	0.69	NPC57994
Remote Similarity	0.6881	NPC168911
Remote Similarity	0.6881	NPC239954
Remote Similarity	0.6866	NPC194967
Remote Similarity	0.6859	NPC469938
Remote Similarity	0.6848	NPC477889
Remote Similarity	0.6837	NPC62510
Remote Similarity	0.6823	NPC84347
Remote Similarity	0.6821	NPC472444
Remote Similarity	0.6808	NPC312645
Remote Similarity	0.6798	NPC102008
Remote Similarity	0.6798	NPC212213
Remote Similarity	0.6788	NPC14325
Remote Similarity	0.6788	NPC28848
Remote Similarity	0.6784	NPC471593
Remote Similarity	0.6753	NPC472443
Remote Similarity	0.6753	NPC270009
Remote Similarity	0.6751	NPC282103
Remote Similarity	0.6748	NPC193761
Remote Similarity	0.6736	NPC56618
Remote Similarity	0.6734	NPC46413
Remote Similarity	0.6732	NPC214428
Remote Similarity	0.6717	NPC315555
Remote Similarity	0.6716	NPC149708
Remote Similarity	0.6703	NPC471458
Remote Similarity	0.6701	NPC284559
Remote Similarity	0.6701	NPC284678
Remote Similarity	0.6684	NPC71037
Remote Similarity	0.6683	NPC198673
Remote Similarity	0.6683	NPC241024
Remote Similarity	0.6667	NPC89508
Remote Similarity	0.6667	NPC317752
Remote Similarity	0.6667	NPC8104
Remote Similarity	0.6667	NPC476874
Remote Similarity	0.6667	NPC311276
Remote Similarity	0.6667	NPC477890
Remote Similarity	0.6667	NPC123019
Remote Similarity	0.6667	NPC141353
Remote Similarity	0.6652	NPC263937
Remote Similarity	0.6652	NPC94428
Remote Similarity	0.6636	NPC477979
Remote Similarity	0.6635	NPC475774
Remote Similarity	0.6634	NPC55493
Remote Similarity	0.6633	NPC194040
Remote Similarity	0.6632	NPC34508
Remote Similarity	0.662	NPC318299
Remote Similarity	0.6616	NPC320394
Remote Similarity	0.6614	NPC476231
Remote Similarity	0.6607	NPC180504
Remote Similarity	0.6607	NPC323752
Remote Similarity	0.6604	NPC123839
Remote Similarity	0.6601	NPC79293
Remote Similarity	0.6601	NPC473178
Remote Similarity	0.6601	NPC279401
Remote Similarity	0.6599	NPC314394
Remote Similarity	0.6598	NPC472586
Remote Similarity	0.6584	NPC138370
Remote Similarity	0.6583	NPC280290
Remote Similarity	0.6582	NPC133261
Remote Similarity	0.658	NPC470498
Remote Similarity	0.6579	NPC40779
Remote Similarity	0.6579	NPC102423
Remote Similarity	0.6571	NPC472287
Remote Similarity	0.6571	NPC317373
Remote Similarity	0.6571	NPC472286
Remote Similarity	0.6571	NPC277350
Remote Similarity	0.6567	NPC34271
Remote Similarity	0.6564	NPC203754
Remote Similarity	0.6564	NPC150048
Remote Similarity	0.6561	NPC322644
Remote Similarity	0.6561	NPC473320
Remote Similarity	0.6561	NPC131718
Remote Similarity	0.6557	NPC469589
Remote Similarity	0.6553	NPC470499
Remote Similarity	0.655	NPC90415
Remote Similarity	0.655	NPC235684
Remote Similarity	0.655	NPC160381
Remote Similarity	0.6548	NPC475685
Remote Similarity	0.6546	NPC313791
Remote Similarity	0.6543	NPC26850
Remote Similarity	0.6542	NPC118940
Remote Similarity	0.6542	NPC207020
Remote Similarity	0.6542	NPC472098
Remote Similarity	0.654	NPC474905
Remote Similarity	0.6533	NPC323198
Remote Similarity	0.6533	NPC472119
Remote Similarity	0.6533	NPC203635
Remote Similarity	0.6531	NPC293472
Remote Similarity	0.6531	NPC283152
Remote Similarity	0.6528	NPC62995
Remote Similarity	0.6528	NPC36405
Remote Similarity	0.6524	NPC327592
Remote Similarity	0.652	NPC230403
Remote Similarity	0.6517	NPC472323
Remote Similarity	0.6513	NPC312872
Remote Similarity	0.6512	NPC266931
Remote Similarity	0.6509	NPC266249
Remote Similarity	0.6505	NPC267928
Remote Similarity	0.65	NPC473189
Remote Similarity	0.65	NPC188387
Remote Similarity	0.65	NPC163421
Remote Similarity	0.6497	NPC213468
Remote Similarity	0.6493	NPC475841
Remote Similarity	0.6493	NPC474145
Remote Similarity	0.6493	NPC472111
Remote Similarity	0.6492	NPC476118
Remote Similarity	0.6482	NPC48938
Remote Similarity	0.6482	NPC243058
Remote Similarity	0.6482	NPC143533
Remote Similarity	0.6482	NPC472104
Remote Similarity	0.648	NPC24594
Remote Similarity	0.648	NPC472122
Remote Similarity	0.6473	NPC474916
Remote Similarity	0.6473	NPC67288
Remote Similarity	0.6471	NPC26872
Remote Similarity	0.6468	NPC314270
Remote Similarity	0.6468	NPC204385
Remote Similarity	0.6465	NPC15840
Remote Similarity	0.6465	NPC235900
Remote Similarity	0.6465	NPC244856
Remote Similarity	0.6462	NPC88008
Remote Similarity	0.6456	NPC245916
Remote Similarity	0.6456	NPC109922
Remote Similarity	0.6455	NPC469762
Remote Similarity	0.6455	NPC2395
Remote Similarity	0.6452	NPC74969
Remote Similarity	0.6452	NPC288349
Remote Similarity	0.6441	NPC125597
Remote Similarity	0.6441	NPC184437
Remote Similarity	0.6441	NPC235885
Remote Similarity	0.644	NPC177404
Remote Similarity	0.6439	NPC475190
Remote Similarity	0.6439	NPC307963
Remote Similarity	0.6436	NPC473177
Remote Similarity	0.6436	NPC470507
Remote Similarity	0.6435	NPC236424
Remote Similarity	0.6435	NPC306644
Remote Similarity	0.6432	NPC206201
Remote Similarity	0.6432	NPC470280
Remote Similarity	0.6432	NPC192270
Remote Similarity	0.6429	NPC57398
Remote Similarity	0.6425	NPC156704
Remote Similarity	0.6415	NPC313345
Remote Similarity	0.6415	NPC314855
Remote Similarity	0.6415	NPC313796
Remote Similarity	0.6415	NPC315638
Remote Similarity	0.6411	NPC470497
Remote Similarity	0.641	NPC126492
Remote Similarity	0.6409	NPC132642
Remote Similarity	0.6408	NPC276517
Remote Similarity	0.6406	NPC471284
Remote Similarity	0.6406	NPC478157
Remote Similarity	0.6406	NPC118511
Remote Similarity	0.6406	NPC274842
Remote Similarity	0.6404	NPC102338
Remote Similarity	0.6404	NPC175474
Remote Similarity	0.6404	NPC111602
Remote Similarity	0.6404	NPC321708
Remote Similarity	0.6404	NPC63199
Remote Similarity	0.6404	NPC272549
Remote Similarity	0.6404	NPC196251
Remote Similarity	0.6402	NPC469785
Remote Similarity	0.6402	NPC285469
Remote Similarity	0.6402	NPC477548
Remote Similarity	0.6402	NPC478158
Remote Similarity	0.6398	NPC37548
Remote Similarity	0.6398	NPC476115
Remote Similarity	0.6396	NPC267885
Remote Similarity	0.6392	NPC63751
Remote Similarity	0.6392	NPC44161
Remote Similarity	0.6392	NPC317430
Remote Similarity	0.639	NPC99666
Remote Similarity	0.6389	NPC475778
Remote Similarity	0.6387	NPC81229
Remote Similarity	0.6387	NPC255229
Remote Similarity	0.6385	NPC244741
Remote Similarity	0.6385	NPC53344
Remote Similarity	0.6385	NPC314297
Remote Similarity	0.6385	NPC315545
Remote Similarity	0.6383	NPC73952
Remote Similarity	0.6383	NPC469763
Remote Similarity	0.6383	NPC469760
Remote Similarity	0.6383	NPC259644

Drug Structure

NPD3390 OpenBabel08211703112D 25 27 0 0 0 0 0 0 0 0999 V2000 3.3816 -3.5554 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.1736 -2.5772 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.9052 3.0611 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.9271 2.8532 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.5743 2.3179 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.4752 1.6691 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.6092 2.1691 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.6180 1.9021 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.2653 1.3669 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.4752 0.6691 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.7431 1.6691 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.9781 0.2079 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.0704 -1.5522 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.2872 1.1590 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.6092 0.1691 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.4013 -0.8090 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.7431 0.6691 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.1215 -4.1974 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.4305 -3.2464 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.4067 -0.9135 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 1.1433 -4.4053 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 2.7906 -4.9406 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 1.7614 -2.5032 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 2.4816 -5.8916 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 19 1 0 0 0 0 2 19 1 0 0 0 0 3 4 2 0 0 0 0 3 5 1 0 0 0 0 4 8 1 0 0 0 0 5 9 2 0 0 0 0 6 7 2 0 0 0 0 6 10 1 0 0 0 0 7 11 1 0 0 0 0 8 14 2 0 0 0 0 9 14 1 0 0 0 0 10 15 2 0 0 0 0 11 17 2 0 0 0 0 12 14 1 0 0 0 0 12 21 1 0 0 0 0 13 16 1 0 0 0 0 13 24 1 0 0 0 0 15 16 1 0 0 0 0 15 17 1 0 0 0 0 16 20 2 0 0 0 0 17 21 1 0 0 0 0 18 19 1 0 0 0 0 18 22 2 0 0 0 0 18 23 1 0 0 0 0 19 24 1 0 0 0 0 20 21 1 0 0 0 0 23 25 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DIB010823
DrugBank
ChEMBL
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID
ChEBI
CAS Number

Drug Properties

Molecular Weight	324.15
ALogP	0.2366
MLogP	3
XLogP	4.635
HDA	5
HBD	1
Rotatable Bonds	9
TPSA	64.35
RO5 Violation	0