NPASS drugs

Drug Information

Drug ID:	NPD2474
Drug Name:	E-6080
Molecular Formula:	C17H19N3O3S2
Canonical SMILES:	Oc1c(C)c2sc(=NCc3ccc(cc3)S(=O)(=O)N)[nH]c2c(c1C)C
Standard InCHI:	InChI=1S/C17H19N3O3S2/c1-9-10(2)15(21)11(3)16-14(9)20-17(24-16)19-8-12-4-6-13(7-5-12)25(18,22)23/h4-7,21H,8H2,1-3H3,(H,19,20)(H2,18,22,23)
Standard InCHIKey:	IKIAJUVGDUYASS-UHFFFAOYSA-N
Max Developmental Stage:	Discontinued
Max Developmental Stage Source:	TTD

Structural Similarity Between NPASS Natural Products and NPD2474

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	355
0.1-0.2	2074
0.2-0.3	10366
0.3-0.4	7164
0.4-0.5	9589
0.5-0.6	1321
0.6-0.7	21
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	0.6791	NPC322283
Remote Similarity	0.6769	NPC288430
Remote Similarity	0.6553	NPC128751
Remote Similarity	0.6522	NPC106833
Remote Similarity	0.6522	NPC469497
Remote Similarity	0.6452	NPC470090
Remote Similarity	0.6394	NPC246700
Remote Similarity	0.6262	NPC153042
Remote Similarity	0.6175	NPC25897
Remote Similarity	0.617	NPC470889
Remote Similarity	0.6158	NPC85482
Remote Similarity	0.6132	NPC474904
Remote Similarity	0.6117	NPC477187
Remote Similarity	0.6111	NPC469428
Remote Similarity	0.6066	NPC33902
Remote Similarity	0.6066	NPC276674
Remote Similarity	0.601	NPC88363
Remote Similarity	0.6009	NPC193777
Remote Similarity	0.6	NPC469671
Remote Similarity	0.6	NPC126676
Remote Similarity	0.6	NPC79213
Remote Similarity	0.5971	NPC477185
Remote Similarity	0.5941	NPC315498
Remote Similarity	0.5941	NPC230942
Remote Similarity	0.5935	NPC320088
Remote Similarity	0.5928	NPC470824
Remote Similarity	0.5926	NPC39092
Remote Similarity	0.5926	NPC99666
Remote Similarity	0.5913	NPC314552
Remote Similarity	0.5909	NPC317727
Remote Similarity	0.5903	NPC9894
Remote Similarity	0.5902	NPC33507
Remote Similarity	0.5897	NPC146370
Remote Similarity	0.5896	NPC179704
Remote Similarity	0.5893	NPC261388
Remote Similarity	0.5885	NPC285941
Remote Similarity	0.5877	NPC48353
Remote Similarity	0.5869	NPC314002
Remote Similarity	0.5845	NPC162653
Remote Similarity	0.5845	NPC472193
Remote Similarity	0.5841	NPC171171
Remote Similarity	0.5837	NPC212163
Remote Similarity	0.5833	NPC139506
Remote Similarity	0.5833	NPC5630
Remote Similarity	0.5833	NPC292143
Remote Similarity	0.5829	NPC287588
Remote Similarity	0.5829	NPC249662
Remote Similarity	0.5826	NPC78284
Remote Similarity	0.5822	NPC190007
Remote Similarity	0.5822	NPC204717
Remote Similarity	0.5805	NPC70172
Remote Similarity	0.5794	NPC249405
Remote Similarity	0.5794	NPC94943
Remote Similarity	0.5792	NPC17677
Remote Similarity	0.5787	NPC222982
Remote Similarity	0.5785	NPC295676
Remote Similarity	0.5783	NPC478074
Remote Similarity	0.5782	NPC94174
Remote Similarity	0.5775	NPC220765
Remote Similarity	0.5775	NPC192939
Remote Similarity	0.5775	NPC311936
Remote Similarity	0.5775	NPC215747
Remote Similarity	0.5762	NPC225857
Remote Similarity	0.576	NPC474059
Remote Similarity	0.5755	NPC265383
Remote Similarity	0.5748	NPC119579
Remote Similarity	0.5748	NPC302235
Remote Similarity	0.5747	NPC77555
Remote Similarity	0.5747	NPC474188
Remote Similarity	0.5741	NPC254762
Remote Similarity	0.574	NPC249040
Remote Similarity	0.5728	NPC260118
Remote Similarity	0.5728	NPC190461
Remote Similarity	0.5722	NPC328590
Remote Similarity	0.5721	NPC476319
Remote Similarity	0.5721	NPC28425
Remote Similarity	0.5721	NPC471778
Remote Similarity	0.5714	NPC477186
Remote Similarity	0.5714	NPC471741
Remote Similarity	0.5708	NPC244606
Remote Similarity	0.5708	NPC156728
Remote Similarity	0.5701	NPC212535
Remote Similarity	0.5696	NPC208284
Remote Similarity	0.5691	NPC471321
Remote Similarity	0.5691	NPC471306
Remote Similarity	0.5688	NPC312531
Remote Similarity	0.5686	NPC29647
Remote Similarity	0.5684	NPC477609
Remote Similarity	0.5682	NPC302001
Remote Similarity	0.5673	NPC208280
Remote Similarity	0.5671	NPC294620
Remote Similarity	0.567	NPC219233
Remote Similarity	0.567	NPC170170
Remote Similarity	0.567	NPC211468
Remote Similarity	0.5668	NPC219170
Remote Similarity	0.5668	NPC180253
Remote Similarity	0.5667	NPC474409
Remote Similarity	0.5662	NPC470483
Remote Similarity	0.5662	NPC475411
Remote Similarity	0.5659	NPC79328
Remote Similarity	0.5656	NPC276517
Remote Similarity	0.5648	NPC276060
Remote Similarity	0.5646	NPC476573
Remote Similarity	0.5646	NPC81247
Remote Similarity	0.5646	NPC35627
Remote Similarity	0.5644	NPC471489
Remote Similarity	0.5642	NPC188104
Remote Similarity	0.5642	NPC22928
Remote Similarity	0.5641	NPC323123
Remote Similarity	0.5639	NPC475070
Remote Similarity	0.5638	NPC268763
Remote Similarity	0.5638	NPC66177
Remote Similarity	0.5638	NPC8305
Remote Similarity	0.5634	NPC72980
Remote Similarity	0.5633	NPC100573
Remote Similarity	0.5633	NPC207873
Remote Similarity	0.5625	NPC19555
Remote Similarity	0.5625	NPC470126
Remote Similarity	0.5619	NPC474814
Remote Similarity	0.5619	NPC112336
Remote Similarity	0.5616	NPC296742
Remote Similarity	0.5616	NPC112676
Remote Similarity	0.5616	NPC26601
Remote Similarity	0.5611	NPC470485
Remote Similarity	0.561	NPC291359
Remote Similarity	0.5609	NPC201697
Remote Similarity	0.5607	NPC70092
Remote Similarity	0.5605	NPC243834
Remote Similarity	0.5605	NPC156704
Remote Similarity	0.5605	NPC70956
Remote Similarity	0.5602	NPC252251
Remote Similarity	0.5602	NPC253580
Remote Similarity	0.5602	NPC149379

Drug Structure

NPD2474 OpenBabel08211702172D 29 31 0 0 0 0 0 0 0 0999 V2000 4.8147 4.5296 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.8147 2.7976 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.8147 1.0655 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.8660 2.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.8660 2.5000 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 -0.0000 4.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.3147 3.6636 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.8147 2.7976 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.3147 1.9315 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.0000 3.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.0000 1.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.3147 3.6636 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.3147 1.9315 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.8147 2.7976 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.7321 4.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.0000 -0.0000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 0.8660 4.5000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 2.6456 4.4067 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 4.8147 1.0655 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -0.0000 -1.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 1.0000 0.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 1.8366 3.0055 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 -1.5000 0.8660 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -1.5000 -0.8660 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 2.8535 5.3849 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 4.3147 0.1995 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 9 1 0 0 0 0 2 10 1 0 0 0 0 3 11 1 0 0 0 0 4 6 1 0 0 0 0 4 12 2 0 0 0 0 5 7 2 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 12 1 0 0 0 0 8 19 1 0 0 0 0 9 10 2 0 0 0 0 9 14 1 0 0 0 0 10 15 1 0 0 0 0 11 15 2 0 0 0 0 11 16 1 0 0 0 0 13 25 1 0 0 0 0 14 16 2 0 0 0 0 14 20 1 0 0 0 0 15 21 1 0 0 0 0 16 24 1 0 0 0 0 17 19 2 3 0 0 0 17 20 1 0 0 0 0 17 24 1 0 0 0 0 18 25 1 0 0 0 0 18 26 1 0 0 0 0 18 27 1 0 0 0 0 20 28 1 0 0 0 0 21 29 1 0 0 0 0 22 25 2 0 0 0 0 23 25 2 0 0 0 0 M END $$$$

External Identifiers

TTD	DIB005674
DrugBank
ChEMBL
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID
ChEBI
CAS Number

Drug Properties

Molecular Weight	377.09
ALogP	0.949
MLogP	2.45
XLogP	1.816
HDA	5
HBD	3
Rotatable Bonds	8
TPSA	138.46
RO5 Violation	0