NPASS drugs

Drug Information

Drug ID:	NPD5461
Drug Name:	ME-1036
Molecular Formula:	C23H21N5O6S
Canonical SMILES:	OC(=N)C[n+]1cccc(c1)C(=O)c1ncn2c1sc(c2)C1=C(C(=O)[O-])N2[C@H]([C@H]1C)[C@H](C2=O)[C@H](O)C
Standard InCHI:	InChI=1S/C23H21N5O6S/c1-10-15(19(23(33)34)28-18(10)16(11(2)29)21(28)32)13-7-27-9-25-17(22(27)35-13)20(31)12-4-3-5-26(6-12)8-14(24)30/h3-7,9-11,16,18,29H,8H2,1-2H3,(H2-,24,30,33,34)/t10-,11+,16+,18+/m0/s1
Standard InCHIKey:	LZKPUSJSJVEXAW-WDXSGGTDSA-N
Max Developmental Stage:	Discontinued
Max Developmental Stage Source:	TTD

Structural Similarity Between NPASS Natural Products and NPD5461

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	333
0.1-0.2	2991
0.2-0.3	13349
0.3-0.4	10309
0.4-0.5	2051
0.5-0.6	1610
0.6-0.7	245
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	0.7181	NPC477420
Intermediate Similarity	0.7181	NPC477418
Remote Similarity	0.6901	NPC143325
Remote Similarity	0.6877	NPC476817
Remote Similarity	0.686	NPC63279
Remote Similarity	0.6852	NPC74619
Remote Similarity	0.6842	NPC478030
Remote Similarity	0.6834	NPC297642
Remote Similarity	0.6827	NPC41982
Remote Similarity	0.6789	NPC116555
Remote Similarity	0.6773	NPC238945
Remote Similarity	0.6744	NPC69843
Remote Similarity	0.6719	NPC19170
Remote Similarity	0.6694	NPC138562
Remote Similarity	0.6654	NPC475969
Remote Similarity	0.6654	NPC475859
Remote Similarity	0.6654	NPC474877
Remote Similarity	0.6653	NPC54744
Remote Similarity	0.6643	NPC314254
Remote Similarity	0.6643	NPC313966
Remote Similarity	0.6641	NPC253987
Remote Similarity	0.6641	NPC297862
Remote Similarity	0.6639	NPC106235
Remote Similarity	0.6639	NPC239660
Remote Similarity	0.662	NPC315411
Remote Similarity	0.6615	NPC477176
Remote Similarity	0.6615	NPC477175
Remote Similarity	0.6615	NPC470729
Remote Similarity	0.6615	NPC470730
Remote Similarity	0.6601	NPC147983
Remote Similarity	0.6601	NPC177996
Remote Similarity	0.6599	NPC473376
Remote Similarity	0.659	NPC477177
Remote Similarity	0.6587	NPC282247
Remote Similarity	0.6575	NPC267811
Remote Similarity	0.6574	NPC315061
Remote Similarity	0.6565	NPC165743
Remote Similarity	0.6559	NPC317701
Remote Similarity	0.655	NPC229893
Remote Similarity	0.6535	NPC470731
Remote Similarity	0.6535	NPC470732
Remote Similarity	0.6512	NPC312942
Remote Similarity	0.6512	NPC327095
Remote Similarity	0.6508	NPC54981
Remote Similarity	0.6493	NPC39092
Remote Similarity	0.6493	NPC295452
Remote Similarity	0.6493	NPC171393
Remote Similarity	0.649	NPC474916
Remote Similarity	0.6486	NPC64216
Remote Similarity	0.6486	NPC40455
Remote Similarity	0.6478	NPC54537
Remote Similarity	0.6454	NPC476524
Remote Similarity	0.6452	NPC57398
Remote Similarity	0.6449	NPC63109
Remote Similarity	0.6439	NPC89987
Remote Similarity	0.6439	NPC328924
Remote Similarity	0.6429	NPC161143
Remote Similarity	0.6421	NPC477634
Remote Similarity	0.642	NPC165538
Remote Similarity	0.6415	NPC220852
Remote Similarity	0.6414	NPC477633
Remote Similarity	0.6412	NPC323244
Remote Similarity	0.6406	NPC471192
Remote Similarity	0.6405	NPC122427
Remote Similarity	0.6402	NPC285923
Remote Similarity	0.6389	NPC71238
Remote Similarity	0.6389	NPC476525
Remote Similarity	0.6378	NPC320968
Remote Similarity	0.6367	NPC477979
Remote Similarity	0.6364	NPC162860
Remote Similarity	0.6364	NPC478158
Remote Similarity	0.6353	NPC471194
Remote Similarity	0.6353	NPC471193
Remote Similarity	0.6353	NPC153980
Remote Similarity	0.6353	NPC6865
Remote Similarity	0.635	NPC476491
Remote Similarity	0.6345	NPC475506
Remote Similarity	0.6343	NPC28945
Remote Similarity	0.6343	NPC285343
Remote Similarity	0.6339	NPC123839
Remote Similarity	0.6337	NPC329961
Remote Similarity	0.6335	NPC472259
Remote Similarity	0.6333	NPC46895
Remote Similarity	0.6324	NPC266249
Remote Similarity	0.632	NPC143977
Remote Similarity	0.632	NPC155143
Remote Similarity	0.6318	NPC472285
Remote Similarity	0.6316	NPC475196
Remote Similarity	0.6314	NPC72956
Remote Similarity	0.6312	NPC314056
Remote Similarity	0.6306	NPC478028
Remote Similarity	0.6305	NPC121327
Remote Similarity	0.6302	NPC116622
Remote Similarity	0.6299	NPC223791
Remote Similarity	0.6299	NPC107077
Remote Similarity	0.6295	NPC75498
Remote Similarity	0.6293	NPC281049
Remote Similarity	0.6285	NPC54420
Remote Similarity	0.6281	NPC476527
Remote Similarity	0.6275	NPC102592
Remote Similarity	0.6275	NPC79356
Remote Similarity	0.6272	NPC478011
Remote Similarity	0.6272	NPC478012
Remote Similarity	0.6269	NPC313804
Remote Similarity	0.6269	NPC315804
Remote Similarity	0.6266	NPC207851
Remote Similarity	0.6265	NPC81535
Remote Similarity	0.6264	NPC156003
Remote Similarity	0.6259	NPC478029
Remote Similarity	0.6255	NPC267078
Remote Similarity	0.6255	NPC935
Remote Similarity	0.625	NPC314176
Remote Similarity	0.625	NPC150447
Remote Similarity	0.6246	NPC478013
Remote Similarity	0.6245	NPC272174
Remote Similarity	0.6245	NPC473763
Remote Similarity	0.6245	NPC117244
Remote Similarity	0.624	NPC478157
Remote Similarity	0.624	NPC49051
Remote Similarity	0.6231	NPC474357
Remote Similarity	0.6226	NPC75634
Remote Similarity	0.6225	NPC473640
Remote Similarity	0.6221	NPC474896
Remote Similarity	0.6217	NPC470323
Remote Similarity	0.6209	NPC14812
Remote Similarity	0.6208	NPC61011
Remote Similarity	0.6208	NPC314281
Remote Similarity	0.6208	NPC40530
Remote Similarity	0.6206	NPC469563
Remote Similarity	0.62	NPC474767
Remote Similarity	0.62	NPC293917
Remote Similarity	0.6198	NPC478141
Remote Similarity	0.6198	NPC31097
Remote Similarity	0.6197	NPC125181
Remote Similarity	0.6197	NPC242872
Remote Similarity	0.6197	NPC263117
Remote Similarity	0.6194	NPC326422
Remote Similarity	0.6192	NPC477416
Remote Similarity	0.6179	NPC210123
Remote Similarity	0.6176	NPC469938
Remote Similarity	0.6176	NPC469529
Remote Similarity	0.6172	NPC14877
Remote Similarity	0.6172	NPC475350
Remote Similarity	0.6172	NPC145178
Remote Similarity	0.6169	NPC294693
Remote Similarity	0.6169	NPC202812
Remote Similarity	0.6166	NPC165599
Remote Similarity	0.6165	NPC314882
Remote Similarity	0.6163	NPC118940
Remote Similarity	0.6163	NPC251036
Remote Similarity	0.616	NPC171317
Remote Similarity	0.6159	NPC321939
Remote Similarity	0.6159	NPC77101
Remote Similarity	0.6157	NPC243850
Remote Similarity	0.6157	NPC472260
Remote Similarity	0.6157	NPC270834
Remote Similarity	0.6151	NPC471944
Remote Similarity	0.6151	NPC300183
Remote Similarity	0.6141	NPC24864
Remote Similarity	0.614	NPC178664
Remote Similarity	0.6135	NPC123395
Remote Similarity	0.6133	NPC469578
Remote Similarity	0.613	NPC79386
Remote Similarity	0.6126	NPC182507
Remote Similarity	0.6125	NPC83774
Remote Similarity	0.6124	NPC82370
Remote Similarity	0.6124	NPC242923
Remote Similarity	0.612	NPC472542
Remote Similarity	0.612	NPC472541
Remote Similarity	0.6119	NPC315467
Remote Similarity	0.6116	NPC191415
Remote Similarity	0.6115	NPC477630
Remote Similarity	0.6115	NPC477635
Remote Similarity	0.6113	NPC476460
Remote Similarity	0.6107	NPC469717
Remote Similarity	0.6107	NPC476341
Remote Similarity	0.6105	NPC186351
Remote Similarity	0.6102	NPC41717
Remote Similarity	0.6098	NPC209917
Remote Similarity	0.6098	NPC213629
Remote Similarity	0.6094	NPC244741
Remote Similarity	0.6085	NPC220594
Remote Similarity	0.6085	NPC469562
Remote Similarity	0.6082	NPC94752
Remote Similarity	0.608	NPC292361
Remote Similarity	0.608	NPC472116
Remote Similarity	0.608	NPC472540
Remote Similarity	0.608	NPC470787
Remote Similarity	0.608	NPC472539
Remote Similarity	0.6078	NPC179896
Remote Similarity	0.6078	NPC478006
Remote Similarity	0.6078	NPC257511
Remote Similarity	0.6074	NPC73994
Remote Similarity	0.6073	NPC324091
Remote Similarity	0.607	NPC75609
Remote Similarity	0.607	NPC140284
Remote Similarity	0.6069	NPC312645
Remote Similarity	0.6069	NPC27041
Remote Similarity	0.6069	NPC471197
Remote Similarity	0.6067	NPC319232

Drug Structure

NPD5461 OpenBabel08211708292D 38 42 0 0 1 0 0 0 0 0999 V2000 -1.2457 2.1484 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.3455 4.6576 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 1.7321 1.0000 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 0.8660 -0.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.7190 1.0104 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.8660 -0.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.2113 -0.8269 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.4070 2.6930 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 -1.4795 5.1576 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 1.7321 0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.7854 1.3687 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 0.5266 2.3347 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.6135 4.6576 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 0.6484 -1.2457 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.3546 3.6917 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 1.1559 3.1118 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.5981 -0.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.3525 4.9164 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.7007 -0.2471 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.1545 3.0595 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.7321 -2.0000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 1.5820 -1.6041 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 0.0000 0.0000 0.0000 N 0 3 0 0 0 0 0 0 0 0 0 0 1.6667 0.0117 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 0.6113 3.9505 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -1.4795 6.1576 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 0.0000 -2.0000 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 0.8525 5.7824 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 2.6992 3.8981 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 2.6085 2.1685 0.0000 O 0 5 0 0 0 0 0 0 0 0 0 0 0.1561 0.5916 0.0000 S 0 0 0 0 0 0 0 0 0 0 0 0 -2.5981 -1.5000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -0.6135 6.6576 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 0.0000 -3.0000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 3 4 2 0 0 0 0 3 5 1 0 0 0 0 4 12 1 0 0 0 0 5 26 2 0 0 0 0 6 12 2 0 0 0 0 6 26 1 0 0 0 0 7 13 2 0 0 0 0 7 27 1 0 0 0 0 8 14 1 0 0 0 0 8 26 1 0 0 0 0 9 25 2 0 0 0 0 9 27 1 0 0 0 0 10 1 1 6 0 0 0 10 15 1 0 0 0 0 10 18 1 0 0 0 0 11 2 1 1 0 0 0 11 29 1 0 0 0 0 12 20 1 0 0 0 0 13 15 1 0 0 0 0 13 35 1 0 0 0 0 14 24 2 0 0 0 0 14 30 1 0 0 0 0 15 19 2 0 0 0 0 16 11 1 1 0 0 0 16 18 1 0 0 0 0 16 21 1 0 0 0 0 17 20 1 0 0 0 0 17 22 2 0 0 0 0 17 25 1 0 0 0 0 18 28 1 6 0 0 0 19 23 1 0 0 0 0 19 28 1 0 0 0 0 20 31 2 0 0 0 0 21 28 1 0 0 0 0 21 32 2 0 0 0 0 22 27 1 0 0 0 0 22 35 1 0 0 0 0 23 33 2 0 0 0 0 23 34 1 0 0 0 0 24 36 1 0 0 0 0 29 37 1 0 0 0 0 30 38 1 0 0 0 0 M CHG 2 26 1 34 -1 M END $$$$

External Identifiers

TTD	DIB003670
DrugBank
ChEMBL
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID
ChEBI
CAS Number

Drug Properties

Molecular Weight	495.12
ALogP	-3.6354
MLogP	2.67
XLogP	-0.072
HDA	10
HBD	3
Rotatable Bonds	12
TPSA	191.24
RO5 Violation	0