NPASS drugs

Drug Information

Drug ID:	NPD2718
Drug Name:
Molecular Formula:	C18H11F3N2O3S2
Canonical SMILES:	OC(=O)CC1Sc2cccc(c2N(C1=O)c1sc2c(n1)c(F)c(cc2F)F)C
Standard InCHI:	InChI=1S/C18H11F3N2O3S2/c1-7-3-2-4-10-15(7)23(17(26)11(27-10)6-12(24)25)18-22-14-13(21)8(19)5-9(20)16(14)28-18/h2-5,11H,6H2,1H3,(H,24,25)
Standard InCHIKey:	ZVSDXQXCVBUOHA-UHFFFAOYSA-N
Max Developmental Stage:	Clinical (unspecified phase)
Max Developmental Stage Source:	TTD

Structural Similarity Between NPASS Natural Products and NPD2718

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	299
0.1-0.2	4049
0.2-0.3	17555
0.3-0.4	5580
0.4-0.5	2548
0.5-0.6	842
0.6-0.7	17
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	0.6684	NPC161108
Remote Similarity	0.6347	NPC243850
Remote Similarity	0.6286	NPC188104
Remote Similarity	0.6278	NPC273714
Remote Similarity	0.6243	NPC151779
Remote Similarity	0.6143	NPC49051
Remote Similarity	0.6082	NPC478030
Remote Similarity	0.6066	NPC476140
Remote Similarity	0.6045	NPC469308
Remote Similarity	0.6042	NPC88121
Remote Similarity	0.6034	NPC253987
Remote Similarity	0.6029	NPC249662
Remote Similarity	0.6011	NPC69277
Remote Similarity	0.6009	NPC238242
Remote Similarity	0.6009	NPC272483
Remote Similarity	0.6	NPC477891
Remote Similarity	0.6	NPC91895
Remote Similarity	0.5991	NPC476341
Remote Similarity	0.5983	NPC19170
Remote Similarity	0.5943	NPC470003
Remote Similarity	0.5928	NPC320863
Remote Similarity	0.5919	NPC143325
Remote Similarity	0.5918	NPC478186
Remote Similarity	0.5914	NPC287895
Remote Similarity	0.5909	NPC148592
Remote Similarity	0.5907	NPC238499
Remote Similarity	0.5907	NPC297862
Remote Similarity	0.5888	NPC141612
Remote Similarity	0.5888	NPC135601
Remote Similarity	0.5888	NPC17273
Remote Similarity	0.588	NPC122427
Remote Similarity	0.588	NPC329961
Remote Similarity	0.5877	NPC164228
Remote Similarity	0.5876	NPC277157
Remote Similarity	0.5875	NPC63279
Remote Similarity	0.5865	NPC208060
Remote Similarity	0.5865	NPC314557
Remote Similarity	0.5862	NPC149014
Remote Similarity	0.5857	NPC14325
Remote Similarity	0.5857	NPC28848
Remote Similarity	0.5851	NPC297642
Remote Similarity	0.5845	NPC294693
Remote Similarity	0.5841	NPC96016
Remote Similarity	0.5837	NPC469938
Remote Similarity	0.5833	NPC61435
Remote Similarity	0.5833	NPC194881
Remote Similarity	0.5826	NPC165538
Remote Similarity	0.5819	NPC173344
Remote Similarity	0.5814	NPC478077
Remote Similarity	0.581	NPC315715
Remote Similarity	0.5797	NPC278874
Remote Similarity	0.5794	NPC21429
Remote Similarity	0.5787	NPC472323
Remote Similarity	0.5787	NPC470440
Remote Similarity	0.5787	NPC216221
Remote Similarity	0.578	NPC129909
Remote Similarity	0.5776	NPC470731
Remote Similarity	0.5776	NPC470732
Remote Similarity	0.5775	NPC144114
Remote Similarity	0.5766	NPC477420
Remote Similarity	0.5766	NPC477418
Remote Similarity	0.5756	NPC224632
Remote Similarity	0.5751	NPC79386
Remote Similarity	0.5748	NPC243058
Remote Similarity	0.5745	NPC77022
Remote Similarity	0.5742	NPC476686
Remote Similarity	0.5742	NPC105758
Remote Similarity	0.5742	NPC476688
Remote Similarity	0.5735	NPC474791
Remote Similarity	0.5728	NPC88110
Remote Similarity	0.5721	NPC472119
Remote Similarity	0.5721	NPC203635
Remote Similarity	0.5721	NPC285923
Remote Similarity	0.5714	NPC75726
Remote Similarity	0.5714	NPC110602
Remote Similarity	0.5714	NPC31385
Remote Similarity	0.5709	NPC39092
Remote Similarity	0.5708	NPC219848
Remote Similarity	0.5708	NPC248454
Remote Similarity	0.5708	NPC315822
Remote Similarity	0.5702	NPC165743
Remote Similarity	0.5696	NPC327095
Remote Similarity	0.5696	NPC312942
Remote Similarity	0.5693	NPC281094
Remote Similarity	0.5686	NPC477887
Remote Similarity	0.5681	NPC256268
Remote Similarity	0.5681	NPC248462
Remote Similarity	0.568	NPC478185
Remote Similarity	0.5674	NPC470205
Remote Similarity	0.5674	NPC161143
Remote Similarity	0.5673	NPC56233
Remote Similarity	0.5672	NPC40455
Remote Similarity	0.5668	NPC90415
Remote Similarity	0.5668	NPC311858
Remote Similarity	0.5664	NPC182507
Remote Similarity	0.5652	NPC478182
Remote Similarity	0.565	NPC114209
Remote Similarity	0.5644	NPC216713
Remote Similarity	0.5642	NPC41982
Remote Similarity	0.564	NPC161861
Remote Similarity	0.5628	NPC162689
Remote Similarity	0.5628	NPC54102
Remote Similarity	0.562	NPC470729
Remote Similarity	0.562	NPC477176
Remote Similarity	0.562	NPC477175
Remote Similarity	0.562	NPC116622
Remote Similarity	0.562	NPC470730
Remote Similarity	0.5619	NPC476103
Remote Similarity	0.5619	NPC471943
Remote Similarity	0.5616	NPC175474
Remote Similarity	0.5616	NPC255909
Remote Similarity	0.5615	NPC122718
Remote Similarity	0.5614	NPC473376
Remote Similarity	0.5614	NPC314930
Remote Similarity	0.5614	NPC214827
Remote Similarity	0.5612	NPC272174
Remote Similarity	0.561	NPC299594
Remote Similarity	0.561	NPC316910
Remote Similarity	0.5607	NPC219336
Remote Similarity	0.5607	NPC476817
Remote Similarity	0.5602	NPC163055
Remote Similarity	0.56	NPC192674
Remote Similarity	0.56	NPC293917

Drug Structure

NPD2718 OpenBabel08211702552D 29 32 0 0 1 0 0 0 0 0999 V2000 1.7796 -1.9067 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.3776 -1.4067 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.5116 -1.9067 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.3776 -0.4067 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.1691 -1.6092 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.6456 2.5933 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.6456 -1.4067 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.6691 -2.4752 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.6691 -0.7431 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.5116 0.0933 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.6456 1.5933 0.0000 C 0 0 3 0 0 0 0 0 0 0 0 0 3.5116 3.0933 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.6691 -2.4752 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.1691 -1.6092 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.6456 -0.4067 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.6691 -0.7431 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.7796 1.0933 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.9135 -0.4067 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.1691 -3.3412 0.0000 F 0 0 0 0 0 0 0 0 0 0 0 0 -2.1691 0.1229 0.0000 F 0 0 0 0 0 0 0 0 0 0 0 0 -0.1691 -3.3412 0.0000 F 0 0 0 0 0 0 0 0 0 0 0 0 0.8090 -1.4013 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 1.7796 0.0933 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 4.3776 2.5933 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 3.5116 4.0933 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 0.9135 1.5933 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 3.5116 1.0933 0.0000 S 0 0 0 0 0 0 0 0 0 0 0 0 0.0000 0.0000 0.0000 S 0 0 0 0 0 0 0 0 0 0 0 0 4.3776 4.5933 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 7 1 0 0 0 0 2 3 2 0 0 0 0 2 4 1 0 0 0 0 3 7 1 0 0 0 0 4 10 2 0 0 0 0 5 8 2 0 0 0 0 5 9 1 0 0 0 0 6 11 1 0 0 0 0 6 12 1 0 0 0 0 7 15 2 0 0 0 0 8 13 1 0 0 0 0 8 19 1 0 0 0 0 9 16 2 0 0 0 0 9 20 1 0 0 0 0 10 15 1 0 0 0 0 10 27 1 0 0 0 0 11 17 1 0 0 0 0 11 27 1 0 0 0 0 12 24 2 0 0 0 0 12 25 1 0 0 0 0 13 14 2 0 0 0 0 13 21 1 0 0 0 0 14 16 1 0 0 0 0 14 22 1 0 0 0 0 15 23 1 0 0 0 0 16 28 1 0 0 0 0 17 23 1 0 0 0 0 17 26 2 0 0 0 0 18 22 2 0 0 0 0 18 23 1 0 0 0 0 18 28 1 0 0 0 0 25 29 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DNC001363
DrugBank
ChEMBL
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID	132542
ChEBI
CAS Number

Drug Properties

Molecular Weight	424.02
ALogP	2.2654
MLogP	2.34
XLogP	3.323
HDA	5
HBD	1
Rotatable Bonds	8
TPSA	124.04
RO5 Violation	0