NPASS drugs

Drug Information

Drug ID:	NPD4586
Drug Name:	Rigosertib Sodium
Molecular Formula:	C21H25NO8S.Na
Canonical SMILES:	COc1cc(OC)cc(c1/C=C/S(=O)(=O)Cc1ccc(c(c1)NCC(=O)[O-])OC)OC.[Na+]
Standard InCHI:	InChI=1S/C21H25NO8S.Na/c1-27-15-10-19(29-3)16(20(11-15)30-4)7-8-31(25,26)13-14-5-6-18(28-2)17(9-14)22-12-21(23)24;/h5-11,22H,12-13H2,1-4H3,(H,23,24);/q;+1/p-1/b8-7+;
Standard InCHIKey:	VLQLUZFVFXYXQE-USRGLUTNSA-M
Max Developmental Stage:	Phase 3
Max Developmental Stage Source:	ChEMBL

Structural Similarity Between NPASS Natural Products and NPD4586

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	221
0.1-0.2	1807
0.2-0.3	9510
0.3-0.4	3093
0.4-0.5	9338
0.5-0.6	6709
0.6-0.7	210
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	0.7333	NPC314948
Intermediate Similarity	0.7245	NPC478049
Remote Similarity	0.6904	NPC475411
Remote Similarity	0.6882	NPC204179
Remote Similarity	0.6818	NPC476462
Remote Similarity	0.6789	NPC73280
Remote Similarity	0.6766	NPC108847
Remote Similarity	0.675	NPC471825
Remote Similarity	0.6742	NPC260601
Remote Similarity	0.672	NPC306366
Remote Similarity	0.6719	NPC473432
Remote Similarity	0.6667	NPC472163
Remote Similarity	0.6667	NPC314861
Remote Similarity	0.6648	NPC476475
Remote Similarity	0.66	NPC474059
Remote Similarity	0.6596	NPC7393
Remote Similarity	0.6573	NPC314113
Remote Similarity	0.6567	NPC1820
Remote Similarity	0.6489	NPC301163
Remote Similarity	0.648	NPC474815
Remote Similarity	0.6447	NPC70092
Remote Similarity	0.6442	NPC214368
Remote Similarity	0.6425	NPC241263
Remote Similarity	0.6425	NPC193853
Remote Similarity	0.6425	NPC56887
Remote Similarity	0.6425	NPC223077
Remote Similarity	0.6417	NPC206372
Remote Similarity	0.6417	NPC203424
Remote Similarity	0.6414	NPC190461
Remote Similarity	0.6393	NPC110337
Remote Similarity	0.6392	NPC204947
Remote Similarity	0.6373	NPC209377
Remote Similarity	0.6368	NPC231862
Remote Similarity	0.6368	NPC212123
Remote Similarity	0.6355	NPC474366
Remote Similarity	0.635	NPC469829
Remote Similarity	0.6343	NPC268223
Remote Similarity	0.6341	NPC78284
Remote Similarity	0.634	NPC471778
Remote Similarity	0.6335	NPC329640
Remote Similarity	0.6321	NPC261388
Remote Similarity	0.6313	NPC287152
Remote Similarity	0.6307	NPC313466
Remote Similarity	0.6301	NPC87560
Remote Similarity	0.6301	NPC195120
Remote Similarity	0.6298	NPC234933
Remote Similarity	0.6293	NPC114039
Remote Similarity	0.6293	NPC206109
Remote Similarity	0.6275	NPC312531
Remote Similarity	0.6274	NPC473422
Remote Similarity	0.6269	NPC32413
Remote Similarity	0.6269	NPC474506
Remote Similarity	0.6267	NPC30749
Remote Similarity	0.6264	NPC204546
Remote Similarity	0.6263	NPC220560
Remote Similarity	0.6263	NPC285941
Remote Similarity	0.6263	NPC123323
Remote Similarity	0.625	NPC262641
Remote Similarity	0.625	NPC23219
Remote Similarity	0.625	NPC113455
Remote Similarity	0.625	NPC57105
Remote Similarity	0.625	NPC199737
Remote Similarity	0.6243	NPC114124
Remote Similarity	0.6227	NPC134702
Remote Similarity	0.6222	NPC307682
Remote Similarity	0.6219	NPC314659
Remote Similarity	0.6219	NPC474507
Remote Similarity	0.6219	NPC470879
Remote Similarity	0.6219	NPC258695
Remote Similarity	0.6212	NPC290069
Remote Similarity	0.62	NPC112575
Remote Similarity	0.6198	NPC235628
Remote Similarity	0.6197	NPC470484
Remote Similarity	0.6197	NPC244606
Remote Similarity	0.6197	NPC156728
Remote Similarity	0.6184	NPC117717
Remote Similarity	0.6181	NPC315631
Remote Similarity	0.6181	NPC9475
Remote Similarity	0.6179	NPC288759
Remote Similarity	0.6178	NPC150670
Remote Similarity	0.6175	NPC218303
Remote Similarity	0.6173	NPC329717
Remote Similarity	0.6173	NPC195392
Remote Similarity	0.6171	NPC118154
Remote Similarity	0.6171	NPC157983
Remote Similarity	0.617	NPC120239
Remote Similarity	0.6169	NPC197335
Remote Similarity	0.6168	NPC246140
Remote Similarity	0.6168	NPC195787
Remote Similarity	0.6165	NPC22476
Remote Similarity	0.6164	NPC176113
Remote Similarity	0.6164	NPC148391
Remote Similarity	0.6158	NPC313886
Remote Similarity	0.6154	NPC182853
Remote Similarity	0.6147	NPC305542
Remote Similarity	0.6146	NPC320088
Remote Similarity	0.6143	NPC118189
Remote Similarity	0.614	NPC257266
Remote Similarity	0.6139	NPC475479
Remote Similarity	0.6139	NPC469831
Remote Similarity	0.6139	NPC243454
Remote Similarity	0.6139	NPC220961
Remote Similarity	0.6139	NPC267408
Remote Similarity	0.6134	NPC205255
Remote Similarity	0.6134	NPC139506
Remote Similarity	0.6134	NPC235143
Remote Similarity	0.6134	NPC230956
Remote Similarity	0.6134	NPC292143
Remote Similarity	0.6134	NPC119649
Remote Similarity	0.6134	NPC271388
Remote Similarity	0.6129	NPC189908
Remote Similarity	0.6121	NPC87714
Remote Similarity	0.6121	NPC313112
Remote Similarity	0.6121	NPC301292
Remote Similarity	0.6119	NPC476577
Remote Similarity	0.6119	NPC148709
Remote Similarity	0.6119	NPC173416
Remote Similarity	0.6119	NPC283810
Remote Similarity	0.6116	NPC251071
Remote Similarity	0.6114	NPC212163
Remote Similarity	0.6114	NPC79328
Remote Similarity	0.6114	NPC93653
Remote Similarity	0.6111	NPC257728
Remote Similarity	0.6108	NPC239584
Remote Similarity	0.6108	NPC179704
Remote Similarity	0.6108	NPC257269
Remote Similarity	0.6103	NPC80759
Remote Similarity	0.6103	NPC15987
Remote Similarity	0.6103	NPC299582
Remote Similarity	0.6103	NPC24954
Remote Similarity	0.6103	NPC79402
Remote Similarity	0.6102	NPC474623
Remote Similarity	0.6102	NPC474651
Remote Similarity	0.61	NPC474902
Remote Similarity	0.6092	NPC315807
Remote Similarity	0.6092	NPC217277
Remote Similarity	0.6091	NPC474858
Remote Similarity	0.6087	NPC477526
Remote Similarity	0.6083	NPC153365
Remote Similarity	0.6082	NPC221864
Remote Similarity	0.6082	NPC257763
Remote Similarity	0.6078	NPC249405
Remote Similarity	0.6078	NPC235194
Remote Similarity	0.6078	NPC314702
Remote Similarity	0.6071	NPC76478
Remote Similarity	0.6068	NPC57036
Remote Similarity	0.6066	NPC477527
Remote Similarity	0.6065	NPC198160
Remote Similarity	0.6063	NPC234772
Remote Similarity	0.6062	NPC190931
Remote Similarity	0.6062	NPC231924
Remote Similarity	0.6061	NPC112336
Remote Similarity	0.6061	NPC471604
Remote Similarity	0.6061	NPC474814
Remote Similarity	0.6059	NPC40496
Remote Similarity	0.6059	NPC119068
Remote Similarity	0.6057	NPC105513
Remote Similarity	0.6056	NPC295676
Remote Similarity	0.6056	NPC470586
Remote Similarity	0.605	NPC472894
Remote Similarity	0.6049	NPC276674
Remote Similarity	0.6049	NPC33902
Remote Similarity	0.6049	NPC87391
Remote Similarity	0.6045	NPC291847
Remote Similarity	0.6045	NPC114468
Remote Similarity	0.6041	NPC315388
Remote Similarity	0.604	NPC287588
Remote Similarity	0.604	NPC85613
Remote Similarity	0.6039	NPC186546
Remote Similarity	0.6039	NPC476576
Remote Similarity	0.6035	NPC285254
Remote Similarity	0.6034	NPC154922
Remote Similarity	0.603	NPC225381
Remote Similarity	0.6029	NPC302001
Remote Similarity	0.6029	NPC230276
Remote Similarity	0.6027	NPC54066
Remote Similarity	0.6026	NPC304837
Remote Similarity	0.6026	NPC476258
Remote Similarity	0.6023	NPC124776
Remote Similarity	0.6023	NPC250476
Remote Similarity	0.6022	NPC173295
Remote Similarity	0.6022	NPC470441
Remote Similarity	0.602	NPC314725
Remote Similarity	0.602	NPC228040
Remote Similarity	0.602	NPC70172
Remote Similarity	0.602	NPC329992
Remote Similarity	0.602	NPC313375
Remote Similarity	0.6019	NPC469830
Remote Similarity	0.6019	NPC472191
Remote Similarity	0.6018	NPC2905
Remote Similarity	0.6012	NPC163200
Remote Similarity	0.6012	NPC235190
Remote Similarity	0.6012	NPC180006
Remote Similarity	0.6011	NPC473934
Remote Similarity	0.601	NPC264850
Remote Similarity	0.601	NPC288305
Remote Similarity	0.601	NPC281581
Remote Similarity	0.601	NPC116096
Remote Similarity	0.601	NPC13916
Remote Similarity	0.6009	NPC77777

Drug Structure

NPD4586 OpenBabel08211705262D 33 33 0 0 0 0 0 0 0 0999 V2000 10.8301 -6.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.5000 -4.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.3301 -3.9019 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.3301 -7.3660 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.0981 -5.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.2321 -5.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.3301 -5.6340 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.8301 -6.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.9641 -4.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 8.8301 -4.7679 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 8.8301 -6.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.9641 -2.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.8301 -5.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.9641 -5.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 9.3301 -5.6340 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 7.3301 -5.6340 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.0981 -3.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.2321 -4.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 7.8301 -4.7679 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 7.8301 -6.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.9641 -1.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.0981 -2.5000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 4.8301 -0.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 3.0981 -0.5000 0.0000 O 0 5 0 0 0 0 0 0 0 0 0 0 3.8301 -6.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 4.8301 -7.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 10.3301 -5.6340 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 1.3660 -3.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 7.3301 -3.9019 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 7.3301 -7.3660 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 4.8301 -6.5000 0.0000 S 0 0 0 0 0 0 0 0 0 0 0 0 -1.7399 -5.5021 0.0000 Na 0 3 0 0 0 15 0 0 0 0 0 0 2.2321 -2.0000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 27 1 0 0 0 0 2 28 1 0 0 0 0 3 29 1 0 0 0 0 4 30 1 0 0 0 0 5 6 2 0 0 0 0 5 14 1 0 0 0 0 6 18 1 0 0 0 0 7 8 2 0 0 0 0 7 16 1 0 0 0 0 8 31 1 0 0 0 0 9 14 2 0 0 0 0 9 17 1 0 0 0 0 10 15 2 0 0 0 0 10 19 1 0 0 0 0 11 15 1 0 0 0 0 11 20 2 0 0 0 0 12 21 1 0 0 0 0 12 22 1 0 0 0 0 13 14 1 0 0 0 0 13 31 1 0 0 0 0 15 27 1 0 0 0 0 16 19 2 0 0 0 0 16 20 1 0 0 0 0 17 18 2 0 0 0 0 17 22 1 0 0 0 0 18 28 1 0 0 0 0 19 29 1 0 0 0 0 20 30 1 0 0 0 0 21 23 2 0 0 0 0 21 24 1 0 0 0 0 22 33 1 0 0 0 0 25 31 2 0 0 0 0 26 31 2 0 0 0 0 M CHG 2 24 -1 32 1 M END $$$$

External Identifiers

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

Drug Properties

Molecular Weight	450.12
ALogP	-2.2138
MLogP	2.67
XLogP	1.569
HDA	5
HBD	1
Rotatable Bonds	16
TPSA	131.6
RO5 Violation	1