NPASS drugs

Drug Information

Drug ID:	NPD2893
Drug Name:	Vosaroxin
Molecular Formula:	C18H19N5O4S
Canonical SMILES:	CN[C@H]1CN(C[C@@H]1OC)c1ccc2c(n1)n(cc(c2=O)C(=O)O)c1nccs1
Standard InCHI:	InChI=1S/C18H19N5O4S/c1-19-12-8-22(9-13(12)27-2)14-4-3-10-15(24)11(17(25)26)7-23(16(10)21-14)18-20-5-6-28-18/h3-7,12-13,19H,8-9H2,1-2H3,(H,25,26)/t12-,13-/m0/s1
Standard InCHIKey:	XZAFZXJXZHRNAQ-STQMWFEESA-N
Max Developmental Stage:	Phase 3
Max Developmental Stage Source:	ChEMBL

Structural Similarity Between NPASS Natural Products and NPD2893

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	279
0.1-0.2	2778
0.2-0.3	12340
0.3-0.4	11406
0.4-0.5	1994
0.5-0.6	1786
0.6-0.7	304
0.7-0.8	3
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	0.7235	NPC285923
Intermediate Similarity	0.708	NPC477418
Intermediate Similarity	0.708	NPC477420
Remote Similarity	0.6947	NPC202812
Remote Similarity	0.6891	NPC147983
Remote Similarity	0.6891	NPC177996
Remote Similarity	0.6807	NPC54744
Remote Similarity	0.6798	NPC106235
Remote Similarity	0.6798	NPC239660
Remote Similarity	0.6781	NPC138562
Remote Similarity	0.6765	NPC6865
Remote Similarity	0.6765	NPC153980
Remote Similarity	0.675	NPC471192
Remote Similarity	0.6747	NPC63279
Remote Similarity	0.6723	NPC72956
Remote Similarity	0.672	NPC297642
Remote Similarity	0.6709	NPC143325
Remote Similarity	0.6707	NPC89987
Remote Similarity	0.6679	NPC74619
Remote Similarity	0.6625	NPC471193
Remote Similarity	0.6625	NPC471194
Remote Similarity	0.661	NPC473376
Remote Similarity	0.6593	NPC313966
Remote Similarity	0.6593	NPC314254
Remote Similarity	0.6574	NPC165743
Remote Similarity	0.6569	NPC478158
Remote Similarity	0.6559	NPC64216
Remote Similarity	0.6534	NPC475969
Remote Similarity	0.6534	NPC474877
Remote Similarity	0.6534	NPC475859
Remote Similarity	0.6494	NPC470730
Remote Similarity	0.6494	NPC477175
Remote Similarity	0.6494	NPC470729
Remote Similarity	0.6494	NPC477176
Remote Similarity	0.6493	NPC314056
Remote Similarity	0.6492	NPC229893
Remote Similarity	0.6492	NPC476817
Remote Similarity	0.6475	NPC478030
Remote Similarity	0.6468	NPC477177
Remote Similarity	0.6468	NPC103361
Remote Similarity	0.6466	NPC19170
Remote Similarity	0.6458	NPC116555
Remote Similarity	0.6449	NPC471197
Remote Similarity	0.6447	NPC478011
Remote Similarity	0.6447	NPC478012
Remote Similarity	0.6434	NPC171393
Remote Similarity	0.6434	NPC295452
Remote Similarity	0.6434	NPC478157
Remote Similarity	0.6432	NPC161143
Remote Similarity	0.6429	NPC150447
Remote Similarity	0.6423	NPC471198
Remote Similarity	0.6423	NPC314176
Remote Similarity	0.6421	NPC478013
Remote Similarity	0.6417	NPC471155
Remote Similarity	0.6414	NPC98864
Remote Similarity	0.6404	NPC46895
Remote Similarity	0.6398	NPC474767
Remote Similarity	0.639	NPC270241
Remote Similarity	0.6389	NPC297862
Remote Similarity	0.6387	NPC143977
Remote Similarity	0.6375	NPC225400
Remote Similarity	0.6371	NPC121327
Remote Similarity	0.6371	NPC39092
Remote Similarity	0.6368	NPC135950
Remote Similarity	0.6356	NPC248782
Remote Similarity	0.6349	NPC472538
Remote Similarity	0.6349	NPC470786
Remote Similarity	0.6343	NPC41982
Remote Similarity	0.634	NPC292361
Remote Similarity	0.634	NPC314882
Remote Similarity	0.6335	NPC315411
Remote Similarity	0.6333	NPC473239
Remote Similarity	0.6333	NPC469563
Remote Similarity	0.632	NPC253987
Remote Similarity	0.632	NPC478141
Remote Similarity	0.6318	NPC193761
Remote Similarity	0.6318	NPC478029
Remote Similarity	0.6316	NPC477416
Remote Similarity	0.6316	NPC238945
Remote Similarity	0.6316	NPC472285
Remote Similarity	0.6314	NPC475196
Remote Similarity	0.6311	NPC54981
Remote Similarity	0.6311	NPC320968
Remote Similarity	0.631	NPC263117
Remote Similarity	0.631	NPC125181
Remote Similarity	0.631	NPC242872
Remote Similarity	0.6293	NPC321708
Remote Similarity	0.629	NPC281049
Remote Similarity	0.629	NPC315061
Remote Similarity	0.6281	NPC469577
Remote Similarity	0.6281	NPC475410
Remote Similarity	0.6281	NPC243850
Remote Similarity	0.6276	NPC475506
Remote Similarity	0.6275	NPC470731
Remote Similarity	0.6275	NPC470732
Remote Similarity	0.6272	NPC61011
Remote Similarity	0.6272	NPC317010
Remote Similarity	0.6269	NPC63109
Remote Similarity	0.6268	NPC321939
Remote Similarity	0.6261	NPC207851
Remote Similarity	0.626	NPC282247
Remote Similarity	0.6256	NPC213914
Remote Similarity	0.6255	NPC285192
Remote Similarity	0.6255	NPC312942
Remote Similarity	0.6255	NPC327095
Remote Similarity	0.6255	NPC469578
Remote Similarity	0.625	NPC267811
Remote Similarity	0.625	NPC476874
Remote Similarity	0.625	NPC155143
Remote Similarity	0.625	NPC17059
Remote Similarity	0.6245	NPC272483
Remote Similarity	0.6241	NPC471536
Remote Similarity	0.624	NPC478028
Remote Similarity	0.624	NPC471191
Remote Similarity	0.6239	NPC209362
Remote Similarity	0.6235	NPC69843
Remote Similarity	0.623	NPC472070
Remote Similarity	0.623	NPC40455
Remote Similarity	0.623	NPC162860
Remote Similarity	0.6229	NPC294693
Remote Similarity	0.6224	NPC75498
Remote Similarity	0.622	NPC476491
Remote Similarity	0.6218	NPC474916
Remote Similarity	0.6213	NPC165538
Remote Similarity	0.6211	NPC476419
Remote Similarity	0.6207	NPC235684
Remote Similarity	0.6204	NPC123839
Remote Similarity	0.6204	NPC469562
Remote Similarity	0.6204	NPC220594
Remote Similarity	0.6203	NPC472116
Remote Similarity	0.6197	NPC122427
Remote Similarity	0.6194	NPC229348
Remote Similarity	0.6192	NPC293917
Remote Similarity	0.6189	NPC266249
Remote Similarity	0.6189	NPC71238
Remote Similarity	0.6189	NPC476525
Remote Similarity	0.6189	NPC143075
Remote Similarity	0.6189	NPC476524
Remote Similarity	0.6187	NPC328924
Remote Similarity	0.6186	NPC267343
Remote Similarity	0.6185	NPC478006
Remote Similarity	0.6185	NPC15384
Remote Similarity	0.6185	NPC244425
Remote Similarity	0.6184	NPC83774
Remote Similarity	0.6183	NPC57398
Remote Similarity	0.6179	NPC82370
Remote Similarity	0.6178	NPC477549
Remote Similarity	0.6168	NPC315467
Remote Similarity	0.6164	NPC263455
Remote Similarity	0.6163	NPC472752
Remote Similarity	0.6163	NPC107077
Remote Similarity	0.6163	NPC223791
Remote Similarity	0.616	NPC248601
Remote Similarity	0.616	NPC220151
Remote Similarity	0.616	NPC19692
Remote Similarity	0.6157	NPC244536
Remote Similarity	0.6157	NPC323244
Remote Similarity	0.6154	NPC118940
Remote Similarity	0.6154	NPC111732
Remote Similarity	0.6154	NPC209917
Remote Similarity	0.6154	NPC75634
Remote Similarity	0.6151	NPC473640
Remote Similarity	0.6148	NPC54420
Remote Similarity	0.6145	NPC478009
Remote Similarity	0.6145	NPC478010
Remote Similarity	0.6145	NPC36405
Remote Similarity	0.6141	NPC54537
Remote Similarity	0.6134	NPC472539
Remote Similarity	0.6134	NPC470787
Remote Similarity	0.6134	NPC472293
Remote Similarity	0.6134	NPC109922
Remote Similarity	0.6134	NPC472540
Remote Similarity	0.6132	NPC88115
Remote Similarity	0.613	NPC73994
Remote Similarity	0.6129	NPC234078
Remote Similarity	0.6129	NPC317752
Remote Similarity	0.6129	NPC221100
Remote Similarity	0.6128	NPC154339
Remote Similarity	0.6128	NPC469489
Remote Similarity	0.6128	NPC329961
Remote Similarity	0.6127	NPC477633
Remote Similarity	0.6125	NPC472296
Remote Similarity	0.6125	NPC123395
Remote Similarity	0.6125	NPC106118
Remote Similarity	0.6125	NPC472297
Remote Similarity	0.6118	NPC319232
Remote Similarity	0.6118	NPC24370
Remote Similarity	0.6111	NPC278434
Remote Similarity	0.6109	NPC116622
Remote Similarity	0.6109	NPC472542
Remote Similarity	0.6109	NPC472541
Remote Similarity	0.6109	NPC227582
Remote Similarity	0.6104	NPC477979
Remote Similarity	0.6104	NPC474412
Remote Similarity	0.6102	NPC473763
Remote Similarity	0.6102	NPC117244
Remote Similarity	0.61	NPC214428
Remote Similarity	0.6096	NPC469938
Remote Similarity	0.6096	NPC469529
Remote Similarity	0.6091	NPC98715

Drug Structure

NPD2893 OpenBabel08211702562D 30 33 0 0 1 0 0 0 0 0999 V2000 -7.4381 -0.5469 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -6.7571 0.6327 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.5411 -3.5878 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.4071 -3.0878 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.3090 0.9511 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.3090 0.9511 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.0570 -2.0878 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -5.1867 -1.9945 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.3776 -0.5933 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.6750 -3.0878 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.0570 -3.0878 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -5.8558 -1.2514 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 -5.3558 -0.3854 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 -3.4071 -2.0878 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.8090 -3.5878 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.6750 -2.0878 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.9230 -3.5878 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.8090 -0.5878 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -6.8503 -1.3559 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -1.6180 -0.0000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -2.5411 -1.5878 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -4.2731 -1.5878 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -0.8090 -1.5878 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -0.8090 -4.5878 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 0.9230 -4.5878 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 1.7891 -3.0878 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -5.7625 0.5282 0.0000 O 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 -7.2571 -2.2695 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 2.6551 -3.5878 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 19 1 0 0 0 0 2 27 1 0 0 0 0 3 4 2 0 0 0 0 3 10 1 0 0 0 0 4 14 1 0 0 0 0 5 6 2 0 0 0 0 5 20 1 0 0 0 0 6 28 1 0 0 0 0 7 11 2 0 0 0 0 7 23 1 0 0 0 0 8 12 1 0 0 0 0 8 22 1 0 0 0 0 9 13 1 0 0 0 0 9 22 1 0 0 0 0 10 15 1 0 0 0 0 10 16 2 0 0 0 0 11 15 1 0 0 0 0 11 17 1 0 0 0 0 12 13 1 0 0 0 0 12 19 1 6 0 0 0 13 27 1 1 0 0 0 14 21 2 0 0 0 0 14 22 1 0 0 0 0 15 24 2 0 0 0 0 16 21 1 0 0 0 0 16 23 1 0 0 0 0 17 25 2 0 0 0 0 17 26 1 0 0 0 0 18 20 2 0 0 0 0 18 23 1 0 0 0 0 18 28 1 0 0 0 0 19 29 1 0 0 0 0 26 30 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DCL000995
DrugBank
ChEMBL
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID	9952884
ChEBI
CAS Number

Drug Properties

Molecular Weight	401.12
ALogP	-0.5829
MLogP	2.34
XLogP	1.733
HDA	9
HBD	2
Rotatable Bonds	8
TPSA	136.13
RO5 Violation	0