NPASS drugs

Drug Information

Drug ID:	NPD2586
Drug Name:
Molecular Formula:	C17H22N2O6S2
Canonical SMILES:	OCC#CCOc1ccc(cc1)S(=O)(=O)N1CCSC([C@@H]1C(=NO)O)(C)C
Standard InCHI:	InChI=1S/C17H22N2O6S2/c1-17(2)15(16(21)18-22)19(9-12-26-17)27(23,24)14-7-5-13(6-8-14)25-11-4-3-10-20/h5-8,15,20,22H,9-12H2,1-2H3,(H,18,21)/t15-/m0/s1
Standard InCHIKey:	MAVDNGWEBZTACC-HNNXBMFYSA-N
Max Developmental Stage:	Clinical (unspecified phase)
Max Developmental Stage Source:	TTD

Structural Similarity Between NPASS Natural Products and NPD2586

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	123
0.1-0.2	1978
0.2-0.3	9912
0.3-0.4	4951
0.4-0.5	11242
0.5-0.6	2615
0.6-0.7	69
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	0.6923	NPC321285
Remote Similarity	0.6818	NPC307123
Remote Similarity	0.6818	NPC274732
Remote Similarity	0.6818	NPC97870
Remote Similarity	0.6818	NPC247018
Remote Similarity	0.6809	NPC95977
Remote Similarity	0.6747	NPC206372
Remote Similarity	0.6747	NPC203424
Remote Similarity	0.6625	NPC83289
Remote Similarity	0.6625	NPC212850
Remote Similarity	0.6625	NPC189724
Remote Similarity	0.6603	NPC471953
Remote Similarity	0.6524	NPC189908
Remote Similarity	0.6496	NPC313918
Remote Similarity	0.6485	NPC245974
Remote Similarity	0.6463	NPC247298
Remote Similarity	0.6438	NPC307682
Remote Similarity	0.6429	NPC136112
Remote Similarity	0.6429	NPC141739
Remote Similarity	0.6429	NPC320242
Remote Similarity	0.64	NPC256369
Remote Similarity	0.6358	NPC263835
Remote Similarity	0.6316	NPC86966
Remote Similarity	0.6289	NPC470392
Remote Similarity	0.6257	NPC477526
Remote Similarity	0.625	NPC112823
Remote Similarity	0.6196	NPC231163
Remote Similarity	0.6196	NPC318591
Remote Similarity	0.6193	NPC313375
Remote Similarity	0.6193	NPC314725
Remote Similarity	0.619	NPC166837
Remote Similarity	0.6176	NPC258222
Remote Similarity	0.6159	NPC323948
Remote Similarity	0.6154	NPC95733
Remote Similarity	0.6154	NPC62101
Remote Similarity	0.6144	NPC41801
Remote Similarity	0.6133	NPC303370
Remote Similarity	0.6124	NPC208280
Remote Similarity	0.6115	NPC29477
Remote Similarity	0.6111	NPC470393
Remote Similarity	0.6104	NPC324702
Remote Similarity	0.6096	NPC309982
Remote Similarity	0.6093	NPC258992
Remote Similarity	0.6084	NPC192596
Remote Similarity	0.6084	NPC123761
Remote Similarity	0.6078	NPC43275
Remote Similarity	0.6062	NPC477527
Remote Similarity	0.6049	NPC184465
Remote Similarity	0.6047	NPC47672
Remote Similarity	0.6042	NPC38079
Remote Similarity	0.6042	NPC108875
Remote Similarity	0.6039	NPC17388
Remote Similarity	0.6039	NPC471308
Remote Similarity	0.6039	NPC160120
Remote Similarity	0.6039	NPC53596
Remote Similarity	0.6039	NPC289330
Remote Similarity	0.6034	NPC315257
Remote Similarity	0.6034	NPC233926
Remote Similarity	0.6034	NPC156311
Remote Similarity	0.6026	NPC471315
Remote Similarity	0.6026	NPC471314
Remote Similarity	0.6024	NPC477837
Remote Similarity	0.6024	NPC477838
Remote Similarity	0.6014	NPC51633
Remote Similarity	0.6011	NPC254700
Remote Similarity	0.6011	NPC4910
Remote Similarity	0.6	NPC83279
Remote Similarity	0.6	NPC319320
Remote Similarity	0.6	NPC287757
Remote Similarity	0.5988	NPC195814
Remote Similarity	0.5988	NPC109968
Remote Similarity	0.5987	NPC255253
Remote Similarity	0.5987	NPC211218
Remote Similarity	0.5986	NPC146530
Remote Similarity	0.5976	NPC128237
Remote Similarity	0.5976	NPC83790
Remote Similarity	0.5965	NPC324081
Remote Similarity	0.5964	NPC36434
Remote Similarity	0.5959	NPC41594
Remote Similarity	0.5942	NPC318429
Remote Similarity	0.5938	NPC186898
Remote Similarity	0.5935	NPC321133
Remote Similarity	0.5928	NPC298821
Remote Similarity	0.5926	NPC329731
Remote Similarity	0.5909	NPC5932
Remote Similarity	0.5909	NPC150670
Remote Similarity	0.5907	NPC59827
Remote Similarity	0.5907	NPC184933
Remote Similarity	0.5906	NPC132771
Remote Similarity	0.5906	NPC46844
Remote Similarity	0.5894	NPC26524
Remote Similarity	0.5893	NPC204546
Remote Similarity	0.5893	NPC474128
Remote Similarity	0.589	NPC166624
Remote Similarity	0.5889	NPC473502
Remote Similarity	0.5886	NPC307020
Remote Similarity	0.5882	NPC136951
Remote Similarity	0.5882	NPC97004
Remote Similarity	0.5882	NPC161155
Remote Similarity	0.5873	NPC149571
Remote Similarity	0.5872	NPC115144
Remote Similarity	0.5872	NPC277857
Remote Similarity	0.5867	NPC266932
Remote Similarity	0.5854	NPC163810
Remote Similarity	0.5852	NPC56635
Remote Similarity	0.5849	NPC470008
Remote Similarity	0.5848	NPC97282
Remote Similarity	0.5847	NPC130921
Remote Similarity	0.5839	NPC474272
Remote Similarity	0.5839	NPC251571
Remote Similarity	0.5833	NPC94292
Remote Similarity	0.5828	NPC114102
Remote Similarity	0.5824	NPC178466
Remote Similarity	0.5824	NPC63628
Remote Similarity	0.5817	NPC317254
Remote Similarity	0.5814	NPC474649
Remote Similarity	0.5814	NPC474652
Remote Similarity	0.5811	NPC194034
Remote Similarity	0.5808	NPC312770
Remote Similarity	0.5808	NPC41473
Remote Similarity	0.5808	NPC160607
Remote Similarity	0.5808	NPC14600
Remote Similarity	0.5808	NPC204848
Remote Similarity	0.5786	NPC328267
Remote Similarity	0.5782	NPC8302
Remote Similarity	0.5778	NPC472923
Remote Similarity	0.5776	NPC218323
Remote Similarity	0.5767	NPC52029
Remote Similarity	0.5767	NPC195749
Remote Similarity	0.5767	NPC35961
Remote Similarity	0.5764	NPC471576
Remote Similarity	0.5764	NPC100870
Remote Similarity	0.5758	NPC105541
Remote Similarity	0.5756	NPC313414
Remote Similarity	0.5756	NPC9373
Remote Similarity	0.5752	NPC118202
Remote Similarity	0.5749	NPC475132
Remote Similarity	0.5749	NPC474587
Remote Similarity	0.5747	NPC470935
Remote Similarity	0.5747	NPC471032
Remote Similarity	0.5743	NPC473653
Remote Similarity	0.5742	NPC311737
Remote Similarity	0.5742	NPC38458
Remote Similarity	0.5741	NPC198798
Remote Similarity	0.5741	NPC191302
Remote Similarity	0.5739	NPC256689
Remote Similarity	0.5739	NPC123011
Remote Similarity	0.5738	NPC196091
Remote Similarity	0.5732	NPC193193
Remote Similarity	0.5731	NPC135349
Remote Similarity	0.573	NPC164608
Remote Similarity	0.5724	NPC115379
Remote Similarity	0.5724	NPC165646
Remote Similarity	0.5723	NPC71888
Remote Similarity	0.5723	NPC120114
Remote Similarity	0.5714	NPC277758
Remote Similarity	0.5714	NPC114659
Remote Similarity	0.5714	NPC475293
Remote Similarity	0.5714	NPC139699
Remote Similarity	0.5706	NPC155838
Remote Similarity	0.5705	NPC283616
Remote Similarity	0.5699	NPC177023
Remote Similarity	0.5697	NPC214869
Remote Similarity	0.5696	NPC469412
Remote Similarity	0.5696	NPC198734
Remote Similarity	0.5691	NPC222592
Remote Similarity	0.5691	NPC46067
Remote Similarity	0.5691	NPC168486
Remote Similarity	0.5689	NPC138365
Remote Similarity	0.5686	NPC301735
Remote Similarity	0.5683	NPC186617
Remote Similarity	0.568	NPC299583
Remote Similarity	0.5679	NPC301713
Remote Similarity	0.5677	NPC82963
Remote Similarity	0.5676	NPC474881
Remote Similarity	0.5674	NPC212699
Remote Similarity	0.5674	NPC207675
Remote Similarity	0.5673	NPC266741
Remote Similarity	0.5671	NPC470706
Remote Similarity	0.5671	NPC195902
Remote Similarity	0.567	NPC473407
Remote Similarity	0.567	NPC473378
Remote Similarity	0.5669	NPC283760
Remote Similarity	0.5669	NPC163036
Remote Similarity	0.5669	NPC32152
Remote Similarity	0.5665	NPC110337
Remote Similarity	0.5663	NPC169766
Remote Similarity	0.5663	NPC132308
Remote Similarity	0.566	NPC474862
Remote Similarity	0.5658	NPC55300
Remote Similarity	0.5655	NPC314803
Remote Similarity	0.5655	NPC309667
Remote Similarity	0.5654	NPC315542
Remote Similarity	0.5652	NPC74478
Remote Similarity	0.5652	NPC471568
Remote Similarity	0.5652	NPC473693
Remote Similarity	0.5649	NPC161696
Remote Similarity	0.5649	NPC142319
Remote Similarity	0.5646	NPC305205
Remote Similarity	0.5644	NPC153990

Drug Structure

NPD2586 OpenBabel08211702172D 30 31 0 0 1 0 0 0 0 0999 V2000 1.1248 3.4659 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.6594 1.8912 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -6.5000 0.8660 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -5.5000 0.8660 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.5000 0.8660 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.5000 -0.8660 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.5000 0.8660 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.5000 -0.8660 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 -7.5000 0.8660 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.5000 0.8660 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 -3.0000 -0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.0000 -0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.8660 1.5000 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 1.7321 1.0000 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 1.7321 0.0000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -0.0000 1.0000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -8.0000 1.7321 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 2.5981 1.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 2.5981 -0.5000 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 -4.0000 -0.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -0.0000 3.0000 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 -9.0000 1.7321 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 3.4641 1.0000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 3.4641 0.0000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 17 1 0 0 0 0 2 17 1 0 0 0 0 3 4 3 0 0 0 0 3 10 1 0 0 0 0 4 11 1 0 0 0 0 5 7 1 0 0 0 0 5 13 2 0 0 0 0 6 8 2 0 0 0 0 6 13 1 0 0 0 0 7 14 2 0 0 0 0 8 14 1 0 0 0 0 9 12 1 0 0 0 0 9 19 1 0 0 0 0 10 20 1 0 0 0 0 11 25 1 0 0 0 0 12 26 1 0 0 0 0 13 25 1 0 0 0 0 14 27 1 0 0 0 0 15 16 1 6 0 0 0 15 17 1 0 0 0 0 15 19 1 0 0 0 0 16 18 2 3 0 0 0 16 21 1 0 0 0 0 17 26 1 0 0 0 0 18 22 1 0 0 0 0 19 27 1 0 0 0 0 20 28 1 0 0 0 0 21 29 1 0 0 0 0 22 30 1 0 0 0 0 23 27 2 0 0 0 0 24 27 2 0 0 0 0 M END $$$$

External Identifiers

TTD	DIB000974
DrugBank
ChEMBL
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID	11452716
ChEBI
CAS Number

Drug Properties

Molecular Weight	414.09
ALogP	-0.0844
MLogP	2.23
XLogP	1.865
HDA	5
HBD	3
Rotatable Bonds	10
TPSA	153.34
RO5 Violation	0