NPASS drugs

Drug Information

Drug ID:	NPD2015
Drug Name:	E-2011
Molecular Formula:	C16H17N3O4S
Canonical SMILES:	COC[C@@H]1OC(=O)N(C1)c1ccc2c(c1)sc(n2)[C@H](CCC#N)O
Standard InCHI:	InChI=1S/C16H17N3O4S/c1-22-9-11-8-19(16(21)23-11)10-4-5-12-14(7-10)24-15(18-12)13(20)3-2-6-17/h4-5,7,11,13,20H,2-3,8-9H2,1H3/t11-,13+/m1/s1
Standard InCHIKey:	ZMMDIASCSLFNFE-YPMHNXCESA-N
Max Developmental Stage:	Discontinued
Max Developmental Stage Source:	TTD

Structural Similarity Between NPASS Natural Products and NPD2015

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	209
0.1-0.2	5321
0.2-0.3	18439
0.3-0.4	3496
0.4-0.5	2581
0.5-0.6	811
0.6-0.7	31
0.7-0.8	2
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	0.7066	NPC273714
Intermediate Similarity	0.7024	NPC151779
Remote Similarity	0.6816	NPC320863
Remote Similarity	0.6784	NPC188104
Remote Similarity	0.6744	NPC287895
Remote Similarity	0.6667	NPC69277
Remote Similarity	0.6584	NPC122427
Remote Similarity	0.6584	NPC329961
Remote Similarity	0.652	NPC165538
Remote Similarity	0.6497	NPC475534
Remote Similarity	0.6497	NPC161242
Remote Similarity	0.6497	NPC476080
Remote Similarity	0.6495	NPC476103
Remote Similarity	0.6468	NPC79386
Remote Similarity	0.6468	NPC49051
Remote Similarity	0.6382	NPC475330
Remote Similarity	0.6359	NPC24990
Remote Similarity	0.635	NPC174652
Remote Similarity	0.635	NPC25316
Remote Similarity	0.635	NPC229160
Remote Similarity	0.635	NPC263485
Remote Similarity	0.6349	NPC161108
Remote Similarity	0.6269	NPC249662
Remote Similarity	0.6225	NPC96016
Remote Similarity	0.6143	NPC106235
Remote Similarity	0.6143	NPC239660
Remote Similarity	0.6108	NPC164228
Remote Similarity	0.6073	NPC475350
Remote Similarity	0.6073	NPC145178
Remote Similarity	0.6073	NPC14877
Remote Similarity	0.6042	NPC14101
Remote Similarity	0.6019	NPC470003
Remote Similarity	0.601	NPC473886
Remote Similarity	0.5991	NPC138562
Remote Similarity	0.5991	NPC251036
Remote Similarity	0.5971	NPC161143
Remote Similarity	0.5963	NPC214827
Remote Similarity	0.5963	NPC314930
Remote Similarity	0.5945	NPC182507
Remote Similarity	0.5933	NPC238242
Remote Similarity	0.5924	NPC129909
Remote Similarity	0.5917	NPC143325
Remote Similarity	0.5915	NPC294693
Remote Similarity	0.5913	NPC62510
Remote Similarity	0.5882	NPC475024
Remote Similarity	0.5859	NPC149014
Remote Similarity	0.5826	NPC475506
Remote Similarity	0.5826	NPC253987
Remote Similarity	0.5825	NPC133261
Remote Similarity	0.5821	NPC475920
Remote Similarity	0.582	NPC478030
Remote Similarity	0.5817	NPC163055
Remote Similarity	0.5815	NPC173344
Remote Similarity	0.581	NPC311858
Remote Similarity	0.5806	NPC313421
Remote Similarity	0.5805	NPC315715
Remote Similarity	0.5799	NPC155143
Remote Similarity	0.5797	NPC91179
Remote Similarity	0.5785	NPC478158
Remote Similarity	0.5784	NPC314557
Remote Similarity	0.5783	NPC216221
Remote Similarity	0.5775	NPC243716
Remote Similarity	0.576	NPC473640
Remote Similarity	0.5756	NPC469938
Remote Similarity	0.5739	NPC77022
Remote Similarity	0.5736	NPC471458
Remote Similarity	0.5735	NPC470498
Remote Similarity	0.5734	NPC192674
Remote Similarity	0.5728	NPC24594
Remote Similarity	0.5728	NPC472122
Remote Similarity	0.5722	NPC321617
Remote Similarity	0.5721	NPC40779
Remote Similarity	0.5721	NPC311276
Remote Similarity	0.5714	NPC140284
Remote Similarity	0.5714	NPC75609
Remote Similarity	0.5714	NPC272483
Remote Similarity	0.5707	NPC88121
Remote Similarity	0.57	NPC28848
Remote Similarity	0.57	NPC14325
Remote Similarity	0.57	NPC248454
Remote Similarity	0.5688	NPC149708
Remote Similarity	0.5685	NPC200214
Remote Similarity	0.5684	NPC153467
Remote Similarity	0.5683	NPC54744
Remote Similarity	0.5681	NPC46413
Remote Similarity	0.5681	NPC61435
Remote Similarity	0.5681	NPC213629
Remote Similarity	0.5663	NPC148592
Remote Similarity	0.5662	NPC293917
Remote Similarity	0.5662	NPC100321
Remote Similarity	0.5659	NPC158129
Remote Similarity	0.5658	NPC478157
Remote Similarity	0.5657	NPC470507
Remote Similarity	0.5656	NPC193761
Remote Similarity	0.5654	NPC238499
Remote Similarity	0.5652	NPC134586
Remote Similarity	0.565	NPC277350
Remote Similarity	0.5648	NPC319751
Remote Similarity	0.5646	NPC187827
Remote Similarity	0.5646	NPC472105
Remote Similarity	0.5644	NPC107077
Remote Similarity	0.5644	NPC223791
Remote Similarity	0.5634	NPC472323
Remote Similarity	0.563	NPC475196
Remote Similarity	0.5625	NPC211997
Remote Similarity	0.5625	NPC326575
Remote Similarity	0.5625	NPC64436
Remote Similarity	0.5622	NPC473320
Remote Similarity	0.5622	NPC57994
Remote Similarity	0.5622	NPC289299
Remote Similarity	0.5608	NPC328029
Remote Similarity	0.5607	NPC63279
Remote Similarity	0.5604	NPC189812
Remote Similarity	0.5604	NPC329688
Remote Similarity	0.5602	NPC104483
Remote Similarity	0.56	NPC469762

Drug Structure

NPD2015 OpenBabel08211701392D 25 27 0 0 1 0 0 0 0 0999 V2000 1.3080 2.7976 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -8.2196 -0.4704 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -7.2196 -0.4704 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.4487 -1.8364 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.3147 -2.3364 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -8.7196 -1.3364 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.3147 -0.3364 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 -0.0933 1.7796 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.4487 -0.8364 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.5000 0.8660 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 -4.1808 -1.8364 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -6.7196 -1.3364 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 -4.1808 -0.8364 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -5.7196 -1.3364 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 -9.2196 -2.2024 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -5.1318 -2.1454 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -1.5827 -0.3364 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -7.2196 -2.2024 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -0.4612 -1.7213 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 0.9013 1.8841 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 -5.1318 -0.5274 0.0000 S 0 0 0 0 0 0 0 0 0 0 0 0 -8.2196 -2.2024 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 22 1 0 0 0 0 2 3 1 0 0 0 0 2 6 1 0 0 0 0 4 5 2 0 0 0 0 4 10 1 0 0 0 0 5 12 1 0 0 0 0 6 17 3 0 0 0 0 7 10 2 0 0 0 0 7 14 1 0 0 0 0 8 11 1 0 0 0 0 8 19 1 0 0 0 0 9 22 1 0 0 0 0 10 19 1 0 0 0 0 11 9 1 6 0 0 0 11 23 1 0 0 0 0 12 14 2 0 0 0 0 12 18 1 0 0 0 0 13 3 1 1 0 0 0 13 15 1 0 0 0 0 13 20 1 0 0 0 0 14 24 1 0 0 0 0 15 18 2 0 0 0 0 15 24 1 0 0 0 0 16 19 1 0 0 0 0 16 21 2 0 0 0 0 16 23 1 0 0 0 0 20 25 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DIB005449
DrugBank
ChEMBL
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID
ChEBI
CAS Number

Drug Properties

Molecular Weight	347.09
ALogP	-0.3016
MLogP	2.34
XLogP	0.747
HDA	7
HBD	1
Rotatable Bonds	8
TPSA	123.92
RO5 Violation	0