NPASS drugs

Drug Information

Drug ID:	NPD1562
Drug Name:
Molecular Formula:	C15H13FN2O4
Canonical SMILES:	Fc1ccc(cc1)Oc1ccc(o1)C#CC(N(C(=N)O)O)C
Standard InCHI:	InChI=1S/C15H13FN2O4/c1-10(18(20)15(17)19)2-5-12-8-9-14(21-12)22-13-6-3-11(16)4-7-13/h3-4,6-10,20H,1H3,(H2,17,19)
Standard InCHIKey:	OLZHFFKRBCZHHT-UHFFFAOYSA-N
Max Developmental Stage:	Clinical (unspecified phase)
Max Developmental Stage Source:	TTD

Structural Similarity Between NPASS Natural Products and NPD1562

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	136
0.1-0.2	1827
0.2-0.3	7937
0.3-0.4	6133
0.4-0.5	8589
0.5-0.6	6197
0.6-0.7	71
0.7-0.8	0
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
Remote Similarity	0.6599	NPC291619
Remote Similarity	0.6599	NPC254958
Remote Similarity	0.6575	NPC476031
Remote Similarity	0.6575	NPC476014
Remote Similarity	0.6552	NPC292036
Remote Similarity	0.6507	NPC11821
Remote Similarity	0.6493	NPC233791
Remote Similarity	0.6463	NPC76844
Remote Similarity	0.6376	NPC187547
Remote Similarity	0.6376	NPC21831
Remote Similarity	0.6364	NPC17760
Remote Similarity	0.6351	NPC474987
Remote Similarity	0.6351	NPC470860
Remote Similarity	0.6331	NPC156768
Remote Similarity	0.6316	NPC272487
Remote Similarity	0.6296	NPC471653
Remote Similarity	0.6275	NPC311219
Remote Similarity	0.6266	NPC477645
Remote Similarity	0.6259	NPC307039
Remote Similarity	0.6258	NPC52035
Remote Similarity	0.6242	NPC328451
Remote Similarity	0.6224	NPC42471
Remote Similarity	0.6224	NPC298087
Remote Similarity	0.6218	NPC475236
Remote Similarity	0.6209	NPC270807
Remote Similarity	0.6209	NPC174915
Remote Similarity	0.62	NPC240664
Remote Similarity	0.6196	NPC235194
Remote Similarity	0.6184	NPC230951
Remote Similarity	0.6164	NPC229387
Remote Similarity	0.6159	NPC146316
Remote Similarity	0.6154	NPC88403
Remote Similarity	0.6125	NPC324488
Remote Similarity	0.6125	NPC470392
Remote Similarity	0.6118	NPC264976
Remote Similarity	0.6118	NPC67345
Remote Similarity	0.6118	NPC244862
Remote Similarity	0.6118	NPC244293
Remote Similarity	0.6111	NPC41594
Remote Similarity	0.6108	NPC242756
Remote Similarity	0.6101	NPC238309
Remote Similarity	0.6078	NPC246214
Remote Similarity	0.6077	NPC254053
Remote Similarity	0.6065	NPC69403
Remote Similarity	0.6065	NPC291189
Remote Similarity	0.6059	NPC308799
Remote Similarity	0.6053	NPC206007
Remote Similarity	0.6042	NPC17537
Remote Similarity	0.604	NPC311987
Remote Similarity	0.6037	NPC223616
Remote Similarity	0.6026	NPC473942
Remote Similarity	0.6025	NPC104854
Remote Similarity	0.6024	NPC325857
Remote Similarity	0.6023	NPC113428
Remote Similarity	0.6023	NPC61284
Remote Similarity	0.6023	NPC13879
Remote Similarity	0.6013	NPC474476
Remote Similarity	0.6013	NPC4898
Remote Similarity	0.6012	NPC196708
Remote Similarity	0.6	NPC328137
Remote Similarity	0.6	NPC318984
Remote Similarity	0.6	NPC195902
Remote Similarity	0.6	NPC259800
Remote Similarity	0.6	NPC170546
Remote Similarity	0.6	NPC66246
Remote Similarity	0.6	NPC282087
Remote Similarity	0.6	NPC477534
Remote Similarity	0.6	NPC473019
Remote Similarity	0.6	NPC241086
Remote Similarity	0.6	NPC318028
Remote Similarity	0.6	NPC317741
Remote Similarity	0.5988	NPC105541
Remote Similarity	0.5987	NPC45104
Remote Similarity	0.5987	NPC221798
Remote Similarity	0.5987	NPC89630
Remote Similarity	0.5987	NPC217180
Remote Similarity	0.5987	NPC312525
Remote Similarity	0.5986	NPC259554
Remote Similarity	0.5976	NPC313036
Remote Similarity	0.5974	NPC470092
Remote Similarity	0.5973	NPC1811
Remote Similarity	0.5973	NPC26157
Remote Similarity	0.5963	NPC282230
Remote Similarity	0.5963	NPC475092
Remote Similarity	0.5963	NPC183348
Remote Similarity	0.596	NPC205523
Remote Similarity	0.5959	NPC219969
Remote Similarity	0.5957	NPC313918
Remote Similarity	0.5951	NPC477536
Remote Similarity	0.5949	NPC4164
Remote Similarity	0.5948	NPC293424
Remote Similarity	0.5944	NPC217226
Remote Similarity	0.5939	NPC294470
Remote Similarity	0.5939	NPC215109
Remote Similarity	0.5939	NPC64157
Remote Similarity	0.5939	NPC278832
Remote Similarity	0.5939	NPC170604
Remote Similarity	0.5931	NPC128730
Remote Similarity	0.5928	NPC112757
Remote Similarity	0.5926	NPC196979
Remote Similarity	0.5926	NPC15083
Remote Similarity	0.5926	NPC470977
Remote Similarity	0.5926	NPC470976
Remote Similarity	0.5924	NPC93730
Remote Similarity	0.5921	NPC316062
Remote Similarity	0.5921	NPC33717
Remote Similarity	0.5918	NPC471521
Remote Similarity	0.5918	NPC473356
Remote Similarity	0.5915	NPC265793
Remote Similarity	0.5915	NPC132725
Remote Similarity	0.5915	NPC159786
Remote Similarity	0.5915	NPC45404
Remote Similarity	0.5912	NPC233559
Remote Similarity	0.5909	NPC137710
Remote Similarity	0.5909	NPC61779
Remote Similarity	0.5906	NPC291153
Remote Similarity	0.5906	NPC208584
Remote Similarity	0.5904	NPC326860
Remote Similarity	0.5904	NPC197239
Remote Similarity	0.5904	NPC130976
Remote Similarity	0.5894	NPC252004
Remote Similarity	0.5894	NPC81808
Remote Similarity	0.5893	NPC477537
Remote Similarity	0.589	NPC132308
Remote Similarity	0.589	NPC176971
Remote Similarity	0.5889	NPC35345
Remote Similarity	0.5886	NPC145134
Remote Similarity	0.5886	NPC107846
Remote Similarity	0.5882	NPC307346
Remote Similarity	0.5882	NPC218712
Remote Similarity	0.5882	NPC267004
Remote Similarity	0.5882	NPC131801
Remote Similarity	0.5882	NPC471028
Remote Similarity	0.5882	NPC217423
Remote Similarity	0.5882	NPC469978
Remote Similarity	0.5882	NPC261733
Remote Similarity	0.5879	NPC204592
Remote Similarity	0.5878	NPC209111
Remote Similarity	0.5876	NPC473193
Remote Similarity	0.5875	NPC280736
Remote Similarity	0.5875	NPC161322
Remote Similarity	0.5875	NPC71525
Remote Similarity	0.5875	NPC286683
Remote Similarity	0.5874	NPC107101
Remote Similarity	0.5872	NPC214239
Remote Similarity	0.5871	NPC31314
Remote Similarity	0.5871	NPC474874
Remote Similarity	0.5871	NPC193193
Remote Similarity	0.5864	NPC136340
Remote Similarity	0.5862	NPC474852
Remote Similarity	0.5862	NPC2518
Remote Similarity	0.5862	NPC283546
Remote Similarity	0.5862	NPC88445
Remote Similarity	0.5858	NPC31081
Remote Similarity	0.5858	NPC65833
Remote Similarity	0.5858	NPC245219
Remote Similarity	0.5855	NPC188907
Remote Similarity	0.5855	NPC220540
Remote Similarity	0.5855	NPC51345
Remote Similarity	0.5854	NPC287533
Remote Similarity	0.5854	NPC284855
Remote Similarity	0.5854	NPC288209
Remote Similarity	0.5854	NPC282477
Remote Similarity	0.5852	NPC41326
Remote Similarity	0.585	NPC157473
Remote Similarity	0.585	NPC151530
Remote Similarity	0.5848	NPC247221
Remote Similarity	0.5844	NPC124916
Remote Similarity	0.5844	NPC32298
Remote Similarity	0.5843	NPC163029
Remote Similarity	0.5843	NPC261484
Remote Similarity	0.5843	NPC471316
Remote Similarity	0.5839	NPC2596
Remote Similarity	0.5839	NPC198487
Remote Similarity	0.5839	NPC183648
Remote Similarity	0.5839	NPC2401
Remote Similarity	0.5838	NPC469539
Remote Similarity	0.5838	NPC469540
Remote Similarity	0.5838	NPC304443
Remote Similarity	0.5838	NPC74539
Remote Similarity	0.5833	NPC307425
Remote Similarity	0.5833	NPC1848
Remote Similarity	0.5833	NPC474136
Remote Similarity	0.5829	NPC320751
Remote Similarity	0.5829	NPC191104
Remote Similarity	0.5828	NPC141549
Remote Similarity	0.5824	NPC254010
Remote Similarity	0.5823	NPC188377
Remote Similarity	0.5823	NPC118853
Remote Similarity	0.5823	NPC141252
Remote Similarity	0.5823	NPC11799
Remote Similarity	0.5823	NPC65735
Remote Similarity	0.5822	NPC227255
Remote Similarity	0.5822	NPC288760
Remote Similarity	0.5822	NPC139891
Remote Similarity	0.5819	NPC473194
Remote Similarity	0.5818	NPC211164
Remote Similarity	0.5818	NPC14650
Remote Similarity	0.5815	NPC320789
Remote Similarity	0.5814	NPC98926

Drug Structure

NPD1562 OpenBabel08211701082D 25 26 0 0 1 0 0 0 0 0999 V2000 -3.1929 -3.0531 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.7916 -2.0350 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.7026 -0.5055 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.5686 0.9945 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.3849 -1.1215 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.8366 -0.0055 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.7026 1.4945 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.4781 0.6581 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.8090 1.4013 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.1984 -2.9485 0.0000 C 0 0 3 0 0 0 0 0 0 0 0 0 3.5686 -0.0055 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 1.8366 0.9945 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.1045 0.9945 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.0173 -4.6711 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.4347 -0.5055 0.0000 F 0 0 0 0 0 0 0 0 0 0 0 0 -3.0118 -4.7756 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -1.6106 -3.7576 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -1.4295 -5.4801 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -0.6161 -3.6530 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 0.9706 1.4945 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -3.4186 -5.6892 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -1.8363 -6.3937 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -0.0283 -4.4621 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 10 1 0 0 0 0 2 5 3 0 0 0 0 2 10 1 0 0 0 0 3 6 1 0 0 0 0 3 11 2 0 0 0 0 4 7 2 0 0 0 0 4 11 1 0 0 0 0 5 12 1 0 0 0 0 6 13 2 0 0 0 0 7 13 1 0 0 0 0 8 9 1 0 0 0 0 8 12 2 0 0 0 0 9 14 2 0 0 0 0 10 18 1 0 0 0 0 11 16 1 0 0 0 0 12 21 1 0 0 0 0 13 22 1 0 0 0 0 14 21 1 0 0 0 0 14 22 1 0 0 0 0 15 17 2 0 0 0 0 15 18 1 0 0 0 0 15 19 1 0 0 0 0 17 23 1 0 0 0 0 18 20 1 0 0 0 0 19 24 1 0 0 0 0 20 25 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DNC011874; DNC000126
DrugBank
ChEMBL
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID	71460
ChEBI
CAS Number

Drug Properties

Molecular Weight	304.09
ALogP	0.228
MLogP	2.34
XLogP	3.553
HDA	2
HBD	3
Rotatable Bonds	8
TPSA	89.92
RO5 Violation	0