NPASS drugs

Drug Information

Drug ID:	NPD6514
Drug Name:
Molecular Formula:	C26H27ClN2O3S2
Canonical SMILES:	OC(=O)CCSC(c1cccc(c1)/C=C/c1ccc2c(n1)cc(cc2)Cl)SCCC(=O)N(C)C
Standard InCHI:	InChI=1S/C26H27ClN2O3S2/c1-29(2)24(30)12-14-33-26(34-15-13-25(31)32)20-5-3-4-18(16-20)6-10-22-11-8-19-7-9-21(27)17-23(19)28-22/h3-11,16-17,26H,12-15H2,1-2H3,(H,31,32)/b10-6+
Standard InCHIKey:	AXUZQJFHDNNPFG-UXBLZVDNSA-N
Max Developmental Stage:	Clinical (unspecified phase)
Max Developmental Stage Source:	TTD

Structural Similarity Between NPASS Natural Products and NPD6514

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	236
0.1-0.2	2760
0.2-0.3	12773
0.3-0.4	11006
0.4-0.5	1986
0.5-0.6	1685
0.6-0.7	438
0.7-0.8	6
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	0.7198	NPC116961
Intermediate Similarity	0.7175	NPC476464
Intermediate Similarity	0.7118	NPC315348
Intermediate Similarity	0.7118	NPC32002
Intermediate Similarity	0.7099	NPC122718
Intermediate Similarity	0.7011	NPC91895
Remote Similarity	0.6977	NPC238499
Remote Similarity	0.6937	NPC162689
Remote Similarity	0.6937	NPC54102
Remote Similarity	0.6914	NPC470440
Remote Similarity	0.6911	NPC470003
Remote Similarity	0.6901	NPC314102
Remote Similarity	0.6901	NPC251722
Remote Similarity	0.6875	NPC81561
Remote Similarity	0.6856	NPC255909
Remote Similarity	0.6852	NPC215519
Remote Similarity	0.6851	NPC477887
Remote Similarity	0.6825	NPC28848
Remote Similarity	0.6825	NPC14325
Remote Similarity	0.6813	NPC148140
Remote Similarity	0.6807	NPC476140
Remote Similarity	0.678	NPC478186
Remote Similarity	0.6768	NPC294693
Remote Similarity	0.6739	NPC194881
Remote Similarity	0.6724	NPC104483
Remote Similarity	0.6721	NPC477591
Remote Similarity	0.672	NPC469938
Remote Similarity	0.6703	NPC478182
Remote Similarity	0.6701	NPC129909
Remote Similarity	0.6686	NPC325599
Remote Similarity	0.6685	NPC281094
Remote Similarity	0.6667	NPC161861
Remote Similarity	0.6649	NPC248454
Remote Similarity	0.6648	NPC277157
Remote Similarity	0.663	NPC216713
Remote Similarity	0.6618	NPC182507
Remote Similarity	0.6615	NPC248462
Remote Similarity	0.6611	NPC187951
Remote Similarity	0.6609	NPC471312
Remote Similarity	0.6608	NPC475450
Remote Similarity	0.6593	NPC200214
Remote Similarity	0.6582	NPC311858
Remote Similarity	0.6571	NPC110602
Remote Similarity	0.6571	NPC75726
Remote Similarity	0.6571	NPC169433
Remote Similarity	0.6571	NPC31385
Remote Similarity	0.6557	NPC38736
Remote Similarity	0.6553	NPC214827
Remote Similarity	0.6553	NPC314930
Remote Similarity	0.6548	NPC472323
Remote Similarity	0.6541	NPC293487
Remote Similarity	0.6538	NPC470823
Remote Similarity	0.6536	NPC285731
Remote Similarity	0.6535	NPC272483
Remote Similarity	0.6535	NPC134657
Remote Similarity	0.6531	NPC133003
Remote Similarity	0.6528	NPC213468
Remote Similarity	0.6524	NPC21174
Remote Similarity	0.6524	NPC271797
Remote Similarity	0.6524	NPC271734
Remote Similarity	0.6519	NPC124005
Remote Similarity	0.6519	NPC37548
Remote Similarity	0.6517	NPC20144
Remote Similarity	0.6515	NPC61435
Remote Similarity	0.6515	NPC175474
Remote Similarity	0.6515	NPC103119
Remote Similarity	0.6513	NPC470205
Remote Similarity	0.6513	NPC163055
Remote Similarity	0.651	NPC288785
Remote Similarity	0.6503	NPC200743
Remote Similarity	0.6497	NPC59084
Remote Similarity	0.6497	NPC478077
Remote Similarity	0.6497	NPC94752
Remote Similarity	0.6497	NPC2949
Remote Similarity	0.6495	NPC91179
Remote Similarity	0.6495	NPC24864
Remote Similarity	0.6495	NPC15840
Remote Similarity	0.6494	NPC198988
Remote Similarity	0.6491	NPC473587
Remote Similarity	0.6486	NPC299594
Remote Similarity	0.6486	NPC129721
Remote Similarity	0.6484	NPC148592
Remote Similarity	0.6484	NPC33421
Remote Similarity	0.648	NPC242556
Remote Similarity	0.6477	NPC157583
Remote Similarity	0.6474	NPC313352
Remote Similarity	0.6474	NPC473930
Remote Similarity	0.6471	NPC192674
Remote Similarity	0.6464	NPC471957
Remote Similarity	0.6464	NPC21605
Remote Similarity	0.6461	NPC63157
Remote Similarity	0.6461	NPC473868
Remote Similarity	0.6459	NPC475024
Remote Similarity	0.6458	NPC329688
Remote Similarity	0.6458	NPC189812
Remote Similarity	0.6455	NPC56233
Remote Similarity	0.6455	NPC478183
Remote Similarity	0.6453	NPC475428
Remote Similarity	0.6452	NPC6436
Remote Similarity	0.6452	NPC474791
Remote Similarity	0.6444	NPC314372
Remote Similarity	0.6443	NPC219336
Remote Similarity	0.6443	NPC11126
Remote Similarity	0.6441	NPC88097
Remote Similarity	0.644	NPC6982
Remote Similarity	0.6436	NPC478184
Remote Similarity	0.6436	NPC8104
Remote Similarity	0.6433	NPC473762
Remote Similarity	0.6429	NPC243058
Remote Similarity	0.6429	NPC46358
Remote Similarity	0.6429	NPC143533
Remote Similarity	0.6416	NPC179365
Remote Similarity	0.6414	NPC141612
Remote Similarity	0.6414	NPC135601
Remote Similarity	0.6414	NPC17273
Remote Similarity	0.6413	NPC161108
Remote Similarity	0.6411	NPC323927
Remote Similarity	0.6409	NPC129042
Remote Similarity	0.64	NPC329858
Remote Similarity	0.6396	NPC228835
Remote Similarity	0.6396	NPC472119
Remote Similarity	0.6393	NPC40070
Remote Similarity	0.6392	NPC293472
Remote Similarity	0.6392	NPC15573
Remote Similarity	0.6392	NPC217372
Remote Similarity	0.6392	NPC64436
Remote Similarity	0.6392	NPC183662
Remote Similarity	0.6387	NPC32534
Remote Similarity	0.6387	NPC65080
Remote Similarity	0.6387	NPC194411
Remote Similarity	0.6383	NPC16667
Remote Similarity	0.6383	NPC478185
Remote Similarity	0.6381	NPC66699
Remote Similarity	0.6378	NPC192270
Remote Similarity	0.6378	NPC207726
Remote Similarity	0.6378	NPC470507
Remote Similarity	0.6378	NPC113626
Remote Similarity	0.6376	NPC253987
Remote Similarity	0.6376	NPC478141
Remote Similarity	0.6374	NPC470111
Remote Similarity	0.6374	NPC477974
Remote Similarity	0.6369	NPC88121
Remote Similarity	0.6368	NPC117244
Remote Similarity	0.6368	NPC473763
Remote Similarity	0.6368	NPC204303
Remote Similarity	0.6364	NPC325252
Remote Similarity	0.6359	NPC49196
Remote Similarity	0.6359	NPC81654
Remote Similarity	0.6359	NPC195461
Remote Similarity	0.6359	NPC79129
Remote Similarity	0.6359	NPC313985
Remote Similarity	0.6359	NPC249150
Remote Similarity	0.6355	NPC57994
Remote Similarity	0.6355	NPC289299
Remote Similarity	0.6354	NPC126492
Remote Similarity	0.6345	NPC472104
Remote Similarity	0.6344	NPC184476
Remote Similarity	0.6344	NPC285469
Remote Similarity	0.6344	NPC51054
Remote Similarity	0.6341	NPC50503
Remote Similarity	0.634	NPC84347
Remote Similarity	0.634	NPC24594
Remote Similarity	0.634	NPC472122
Remote Similarity	0.6338	NPC193370
Remote Similarity	0.6335	NPC63751
Remote Similarity	0.6335	NPC317430
Remote Similarity	0.6333	NPC477890
Remote Similarity	0.6333	NPC190296
Remote Similarity	0.6332	NPC90415
Remote Similarity	0.633	NPC322644
Remote Similarity	0.633	NPC81229
Remote Similarity	0.633	NPC255229
Remote Similarity	0.633	NPC473320
Remote Similarity	0.6328	NPC150259
Remote Similarity	0.6327	NPC314919
Remote Similarity	0.6324	NPC259644
Remote Similarity	0.6324	NPC469786
Remote Similarity	0.6324	NPC469763
Remote Similarity	0.6324	NPC469760
Remote Similarity	0.6324	NPC469765
Remote Similarity	0.6324	NPC73952
Remote Similarity	0.6324	NPC25008
Remote Similarity	0.6322	NPC256893
Remote Similarity	0.6321	NPC472123
Remote Similarity	0.6321	NPC477976
Remote Similarity	0.6318	NPC314333
Remote Similarity	0.6318	NPC324091
Remote Similarity	0.6318	NPC19170
Remote Similarity	0.6316	NPC250361
Remote Similarity	0.6313	NPC203635
Remote Similarity	0.6313	NPC21429
Remote Similarity	0.6313	NPC165495
Remote Similarity	0.6311	NPC313421
Remote Similarity	0.6308	NPC68354
Remote Similarity	0.6308	NPC326575
Remote Similarity	0.6304	NPC105818
Remote Similarity	0.6304	NPC24678
Remote Similarity	0.6291	NPC124636
Remote Similarity	0.629	NPC471458
Remote Similarity	0.629	NPC70922

Drug Structure

NPD6514 OpenBabel08211710072D 35 37 0 0 1 0 0 0 0 0999 V2000 6.0622 3.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.3301 3.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.4641 -3.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.5981 -2.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.3301 -2.5000 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 -2.5981 0.5000 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 -2.5981 1.5000 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 -0.8660 -1.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.3301 1.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.9282 -3.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.3301 0.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.0622 -2.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.4641 -1.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.8660 1.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.5981 -1.5000 0.0000 C 0 0 0 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 4.3301 -1.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.7321 2.0000 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 5.1962 2.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.9282 -4.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.1962 -1.0000 0.0000 C 0 0 3 0 0 0 0 0 0 0 0 0 -1.7321 3.0000 0.0000 Cl 0 0 0 0 0 0 0 0 0 0 0 0 0.0000 -0.0000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 5.1962 3.0000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 6.0622 1.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 6.0622 -4.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 7.7942 -4.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 5.1962 0.0000 0.0000 S 0 0 0 0 0 0 0 0 0 0 0 0 6.0622 -1.5000 0.0000 S 0 0 0 0 0 0 0 0 0 0 0 0 7.7942 -5.5000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 29 1 0 0 0 0 2 29 1 0 0 0 0 3 4 2 0 0 0 0 3 5 1 0 0 0 0 4 18 1 0 0 0 0 5 20 2 0 0 0 0 6 10 2 0 0 0 0 6 18 1 0 0 0 0 7 9 2 0 0 0 0 7 19 1 0 0 0 0 8 11 2 0 0 0 0 8 19 1 0 0 0 0 9 21 1 0 0 0 0 10 22 1 0 0 0 0 11 22 1 0 0 0 0 12 14 1 0 0 0 0 12 24 1 0 0 0 0 13 15 1 0 0 0 0 13 25 1 0 0 0 0 14 33 1 0 0 0 0 15 34 1 0 0 0 0 16 18 2 0 0 0 0 16 20 1 0 0 0 0 17 21 2 0 0 0 0 17 23 1 0 0 0 0 19 23 2 0 0 0 0 20 26 1 0 0 0 0 21 27 1 0 0 0 0 22 28 2 0 0 0 0 23 28 1 0 0 0 0 24 29 1 0 0 0 0 24 30 2 0 0 0 0 25 31 2 0 0 0 0 25 32 1 0 0 0 0 26 33 1 0 0 0 0 26 34 1 0 0 0 0 32 35 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DNC008918
DrugBank
ChEMBL
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID	5281888
ChEBI
CAS Number

Drug Properties

Molecular Weight	514.12
ALogP	1.9483
MLogP	3.44
XLogP	6.989
HDA	5
HBD	1
Rotatable Bonds	16
TPSA	121.1
RO5 Violation	2