NPASS drugs

Drug Information

Drug ID:	NPD3778
Drug Name:	Bisoxatin
Molecular Formula:	C20H15NO4
Canonical SMILES:	Oc1ccc(cc1)C1(Oc2ccccc2N=C1O)c1ccc(cc1)O
Standard InCHI:	InChI=1S/C20H15NO4/c22-15-9-5-13(6-10-15)20(14-7-11-16(23)12-8-14)19(24)21-17-3-1-2-4-18(17)25-20/h1-12,22-23H,(H,21,24)
Standard InCHIKey:	BPKUDUSVDVLOPY-UHFFFAOYSA-N
Max Developmental Stage:	Approved
Max Developmental Stage Source:	DrugBank

Structural Similarity Between NPASS Natural Products and NPD3778

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	272
0.1-0.2	1286
0.2-0.3	5149
0.3-0.4	7501
0.4-0.5	3667
0.5-0.6	10179
0.6-0.7	2776
0.7-0.8	56
0.8-0.85	4
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	0.8344	NPC10875
Intermediate Similarity	0.8344	NPC10730
Intermediate Similarity	0.8025	NPC57105
Intermediate Similarity	0.8012	NPC313886
Intermediate Similarity	0.7963	NPC306366
Intermediate Similarity	0.7917	NPC168153
Intermediate Similarity	0.7857	NPC314113
Intermediate Similarity	0.7853	NPC231862
Intermediate Similarity	0.7824	NPC316161
Intermediate Similarity	0.7818	NPC204179
Intermediate Similarity	0.7687	NPC315632
Intermediate Similarity	0.7636	NPC235628
Intermediate Similarity	0.7566	NPC313466
Intermediate Similarity	0.756	NPC314861
Intermediate Similarity	0.7485	NPC184161
Intermediate Similarity	0.7444	NPC294244
Intermediate Similarity	0.7401	NPC28425
Intermediate Similarity	0.7386	NPC473987
Intermediate Similarity	0.7386	NPC192939
Intermediate Similarity	0.7386	NPC215747
Intermediate Similarity	0.7356	NPC315631
Intermediate Similarity	0.7353	NPC19555
Intermediate Similarity	0.7345	NPC119579
Intermediate Similarity	0.733	NPC260118
Intermediate Similarity	0.7305	NPC70549
Intermediate Similarity	0.7288	NPC311936
Intermediate Similarity	0.7284	NPC473769
Intermediate Similarity	0.7273	NPC265383
Intermediate Similarity	0.7267	NPC257354
Intermediate Similarity	0.7262	NPC291359
Intermediate Similarity	0.7256	NPC471032
Intermediate Similarity	0.7256	NPC470935
Intermediate Similarity	0.7222	NPC180253
Intermediate Similarity	0.7222	NPC219170
Intermediate Similarity	0.7215	NPC126637
Intermediate Similarity	0.7195	NPC115144
Intermediate Similarity	0.7195	NPC277857
Intermediate Similarity	0.7182	NPC22928
Intermediate Similarity	0.7178	NPC313414
Intermediate Similarity	0.7151	NPC469829
Intermediate Similarity	0.7151	NPC127362
Intermediate Similarity	0.7143	NPC112676
Intermediate Similarity	0.7143	NPC112766
Intermediate Similarity	0.7134	NPC297584
Intermediate Similarity	0.7125	NPC299583
Intermediate Similarity	0.7111	NPC276060
Intermediate Similarity	0.7097	NPC478049
Intermediate Similarity	0.7073	NPC5462
Intermediate Similarity	0.7053	NPC159101
Intermediate Similarity	0.7049	NPC296742
Intermediate Similarity	0.7041	NPC56635
Intermediate Similarity	0.7037	NPC214368
Intermediate Similarity	0.7033	NPC69213
Intermediate Similarity	0.703	NPC245974
Intermediate Similarity	0.7024	NPC52475
Intermediate Similarity	0.702	NPC83279
Intermediate Similarity	0.7013	NPC29477
Intermediate Similarity	0.7012	NPC247298
Intermediate Similarity	0.7006	NPC114102
Intermediate Similarity	0.7005	NPC314948
Remote Similarity	0.6995	NPC224293
Remote Similarity	0.6994	NPC179250
Remote Similarity	0.6994	NPC50380
Remote Similarity	0.6993	NPC211218
Remote Similarity	0.6982	NPC275027
Remote Similarity	0.6982	NPC18614
Remote Similarity	0.6981	NPC92805
Remote Similarity	0.6971	NPC90984
Remote Similarity	0.6964	NPC219383
Remote Similarity	0.6962	NPC208022
Remote Similarity	0.6957	NPC312770
Remote Similarity	0.6957	NPC41473
Remote Similarity	0.6957	NPC14600
Remote Similarity	0.6957	NPC204848
Remote Similarity	0.6957	NPC160607
Remote Similarity	0.6951	NPC178466
Remote Similarity	0.6951	NPC63628
Remote Similarity	0.6948	NPC62101
Remote Similarity	0.6948	NPC95733
Remote Similarity	0.6928	NPC471314
Remote Similarity	0.6928	NPC471315
Remote Similarity	0.6927	NPC472331
Remote Similarity	0.6927	NPC126515
Remote Similarity	0.6927	NPC274002
Remote Similarity	0.6923	NPC259098
Remote Similarity	0.6923	NPC127402
Remote Similarity	0.6923	NPC197680
Remote Similarity	0.6919	NPC206736
Remote Similarity	0.6919	NPC195766
Remote Similarity	0.6918	NPC131128
Remote Similarity	0.6918	NPC474134
Remote Similarity	0.6911	NPC311357
Remote Similarity	0.691	NPC8467
Remote Similarity	0.691	NPC231371
Remote Similarity	0.6906	NPC469831
Remote Similarity	0.6901	NPC107602
Remote Similarity	0.6901	NPC87363
Remote Similarity	0.689	NPC222039
Remote Similarity	0.689	NPC100478
Remote Similarity	0.6887	NPC43275
Remote Similarity	0.6882	NPC318805
Remote Similarity	0.6882	NPC41122
Remote Similarity	0.6875	NPC218530
Remote Similarity	0.6871	NPC189724
Remote Similarity	0.6871	NPC83289
Remote Similarity	0.6871	NPC212850
Remote Similarity	0.6867	NPC311737
Remote Similarity	0.6867	NPC38458
Remote Similarity	0.6863	NPC97432
Remote Similarity	0.6863	NPC190454
Remote Similarity	0.6862	NPC108847
Remote Similarity	0.6859	NPC17837
Remote Similarity	0.6859	NPC156854
Remote Similarity	0.6859	NPC134431
Remote Similarity	0.6859	NPC304630
Remote Similarity	0.6855	NPC130595
Remote Similarity	0.6855	NPC214869
Remote Similarity	0.6855	NPC471953
Remote Similarity	0.6855	NPC93882
Remote Similarity	0.6852	NPC18189
Remote Similarity	0.6852	NPC262585
Remote Similarity	0.6852	NPC20829
Remote Similarity	0.6845	NPC78284
Remote Similarity	0.6842	NPC263835
Remote Similarity	0.6842	NPC41801
Remote Similarity	0.6835	NPC195749
Remote Similarity	0.6835	NPC35961
Remote Similarity	0.6835	NPC52029
Remote Similarity	0.6832	NPC256307
Remote Similarity	0.6832	NPC66840
Remote Similarity	0.6818	NPC470936
Remote Similarity	0.6815	NPC251571
Remote Similarity	0.6813	NPC313737
Remote Similarity	0.6813	NPC6854
Remote Similarity	0.6813	NPC285078
Remote Similarity	0.6811	NPC320088
Remote Similarity	0.681	NPC296898
Remote Similarity	0.6809	NPC29472
Remote Similarity	0.6809	NPC85381
Remote Similarity	0.6807	NPC473874
Remote Similarity	0.6805	NPC182119
Remote Similarity	0.68	NPC82963
Remote Similarity	0.68	NPC258992
Remote Similarity	0.6798	NPC225381
Remote Similarity	0.6788	NPC469440
Remote Similarity	0.6782	NPC329837
Remote Similarity	0.678	NPC68328
Remote Similarity	0.678	NPC477888
Remote Similarity	0.6778	NPC474051
Remote Similarity	0.6772	NPC222572
Remote Similarity	0.6772	NPC155838
Remote Similarity	0.6772	NPC87224
Remote Similarity	0.6768	NPC55947
Remote Similarity	0.6758	NPC314025
Remote Similarity	0.6757	NPC469830
Remote Similarity	0.6753	NPC473422
Remote Similarity	0.675	NPC68205
Remote Similarity	0.675	NPC162801
Remote Similarity	0.675	NPC164804
Remote Similarity	0.675	NPC293203
Remote Similarity	0.675	NPC118683
Remote Similarity	0.675	NPC244888
Remote Similarity	0.675	NPC211413
Remote Similarity	0.6748	NPC193528
Remote Similarity	0.6748	NPC77861
Remote Similarity	0.6748	NPC254610
Remote Similarity	0.6744	NPC51543
Remote Similarity	0.6738	NPC475411
Remote Similarity	0.6737	NPC234318
Remote Similarity	0.673	NPC134360
Remote Similarity	0.673	NPC210655
Remote Similarity	0.6728	NPC124085
Remote Similarity	0.6728	NPC184269
Remote Similarity	0.6728	NPC117048
Remote Similarity	0.6727	NPC55793
Remote Similarity	0.6709	NPC470699
Remote Similarity	0.6709	NPC46978
Remote Similarity	0.6708	NPC73656
Remote Similarity	0.6708	NPC469611
Remote Similarity	0.6707	NPC48956
Remote Similarity	0.6707	NPC474390
Remote Similarity	0.6706	NPC139699
Remote Similarity	0.6706	NPC114659
Remote Similarity	0.6705	NPC60186
Remote Similarity	0.6703	NPC276674
Remote Similarity	0.6703	NPC61350
Remote Similarity	0.6703	NPC33902
Remote Similarity	0.6688	NPC167571
Remote Similarity	0.6688	NPC278552
Remote Similarity	0.6688	NPC194519
Remote Similarity	0.6688	NPC207179
Remote Similarity	0.6688	NPC133407
Remote Similarity	0.6688	NPC28476
Remote Similarity	0.6687	NPC255550
Remote Similarity	0.6687	NPC308885
Remote Similarity	0.6687	NPC470372
Remote Similarity	0.6687	NPC178054
Remote Similarity	0.6687	NPC91291
Remote Similarity	0.6687	NPC100482
Remote Similarity	0.6687	NPC93783

Drug Structure

NPD3778 OpenBabel08211704332D 28 31 0 0 0 0 0 0 0 0999 V2000 -2.9062 -0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.4219 0.8390 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.4219 -0.8390 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.4531 0.8390 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.0013 -1.3233 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.1623 -2.7765 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.3233 0.6142 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.1623 -0.8390 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.8402 -1.8077 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.0013 -3.2608 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.1623 1.0985 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.0013 -0.3546 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.1623 -1.8077 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.3233 -0.3546 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.8402 -2.7765 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.0013 0.6142 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.4531 -0.8390 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.9687 -0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.0000 -1.6779 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.4844 -0.8390 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.9687 -1.6779 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 4.6792 -3.2608 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 3.8402 1.0985 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 0.4844 -2.5169 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 4.6792 -4.2296 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 4.6792 0.6142 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 0.0000 -3.3558 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 2 2 0 0 0 0 1 3 1 0 0 0 0 2 4 1 0 0 0 0 3 17 2 0 0 0 0 4 18 2 0 0 0 0 5 9 1 0 0 0 0 5 13 2 0 0 0 0 6 10 2 0 0 0 0 6 13 1 0 0 0 0 7 11 1 0 0 0 0 7 14 2 0 0 0 0 8 12 2 0 0 0 0 8 14 1 0 0 0 0 9 15 2 0 0 0 0 10 15 1 0 0 0 0 11 16 2 0 0 0 0 12 16 1 0 0 0 0 13 20 1 0 0 0 0 14 20 1 0 0 0 0 15 22 1 0 0 0 0 16 23 1 0 0 0 0 17 18 1 0 0 0 0 17 21 1 0 0 0 0 18 25 1 0 0 0 0 19 20 1 0 0 0 0 19 21 2 0 0 0 0 19 24 1 0 0 0 0 20 25 1 0 0 0 0 22 26 1 0 0 0 0 23 27 1 0 0 0 0 24 28 1 0 0 0 0 M END $$$$

External Identifiers

TTD
DrugBank	DB09219
ChEMBL
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID
ChEBI	135955
CAS Number	17692-24-9

Drug Properties

Molecular Weight	333.10
ALogP	-1.4412
MLogP	3.11
XLogP	4.061
HDA	2
HBD	3
Rotatable Bonds	5
TPSA	82.28
RO5 Violation	0