NPASS drugs

Drug Information

Drug ID:	NPD5191
Drug Name:
Molecular Formula:	C22H28N2O5S2
Canonical SMILES:	Oc1sc2c(n1)c(O)ccc2CCNCCS(=O)(=O)CCCOCCc1ccccc1
Standard InCHI:	InChI=1S/C22H28N2O5S2/c25-19-8-7-18(21-20(19)24-22(26)30-21)9-11-23-12-16-31(27,28)15-4-13-29-14-10-17-5-2-1-3-6-17/h1-3,5-8,23,25H,4,9-16H2,(H,24,26)
Standard InCHIKey:	DBCKRBGYGMVSTI-UHFFFAOYSA-N
Max Developmental Stage:	Clinical (unspecified phase)
Max Developmental Stage Source:	TTD

Structural Similarity Between NPASS Natural Products and NPD5191

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	379
0.1-0.2	3156
0.2-0.3	9771
0.3-0.4	10996
0.4-0.5	4741
0.5-0.6	1659
0.6-0.7	186
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	0.755	NPC249662
Intermediate Similarity	0.7048	NPC188104
Remote Similarity	0.684	NPC238242
Remote Similarity	0.677	NPC251036
Remote Similarity	0.6681	NPC470889
Remote Similarity	0.6637	NPC14877
Remote Similarity	0.6637	NPC145178
Remote Similarity	0.6637	NPC475350
Remote Similarity	0.6581	NPC478141
Remote Similarity	0.658	NPC314552
Remote Similarity	0.6568	NPC153467
Remote Similarity	0.656	NPC99666
Remote Similarity	0.6558	NPC314573
Remote Similarity	0.6509	NPC42979
Remote Similarity	0.6493	NPC224764
Remote Similarity	0.649	NPC24990
Remote Similarity	0.646	NPC470500
Remote Similarity	0.6457	NPC18487
Remote Similarity	0.6438	NPC293151
Remote Similarity	0.6432	NPC477516
Remote Similarity	0.6429	NPC252590
Remote Similarity	0.6419	NPC209769
Remote Similarity	0.6414	NPC167908
Remote Similarity	0.6413	NPC192315
Remote Similarity	0.6409	NPC324149
Remote Similarity	0.6402	NPC478032
Remote Similarity	0.6402	NPC168486
Remote Similarity	0.6402	NPC222592
Remote Similarity	0.6384	NPC476167
Remote Similarity	0.6384	NPC128823
Remote Similarity	0.6381	NPC314940
Remote Similarity	0.6381	NPC473764
Remote Similarity	0.6364	NPC475196
Remote Similarity	0.6355	NPC72980
Remote Similarity	0.6342	NPC140284
Remote Similarity	0.6342	NPC75609
Remote Similarity	0.631	NPC316110
Remote Similarity	0.631	NPC313587
Remote Similarity	0.631	NPC315893
Remote Similarity	0.6308	NPC161242
Remote Similarity	0.6304	NPC477111
Remote Similarity	0.6301	NPC46580
Remote Similarity	0.63	NPC470678
Remote Similarity	0.6296	NPC474798
Remote Similarity	0.6292	NPC202503
Remote Similarity	0.6288	NPC477113
Remote Similarity	0.6287	NPC132642
Remote Similarity	0.6284	NPC49051
Remote Similarity	0.6284	NPC94943
Remote Similarity	0.6276	NPC51388
Remote Similarity	0.6272	NPC475774
Remote Similarity	0.6266	NPC473185
Remote Similarity	0.6261	NPC283117
Remote Similarity	0.6256	NPC44161
Remote Similarity	0.6255	NPC477110
Remote Similarity	0.6255	NPC74969
Remote Similarity	0.625	NPC229160
Remote Similarity	0.625	NPC199667
Remote Similarity	0.625	NPC5145
Remote Similarity	0.625	NPC263485
Remote Similarity	0.625	NPC25316
Remote Similarity	0.6245	NPC24802
Remote Similarity	0.6245	NPC473179
Remote Similarity	0.6244	NPC474409
Remote Similarity	0.624	NPC470504
Remote Similarity	0.6239	NPC266931
Remote Similarity	0.6239	NPC190007
Remote Similarity	0.6233	NPC475534
Remote Similarity	0.6233	NPC476080
Remote Similarity	0.6233	NPC96890
Remote Similarity	0.6226	NPC476103
Remote Similarity	0.6224	NPC24370
Remote Similarity	0.6224	NPC319232
Remote Similarity	0.6222	NPC77555
Remote Similarity	0.6222	NPC70956
Remote Similarity	0.6222	NPC153042
Remote Similarity	0.6222	NPC243834
Remote Similarity	0.621	NPC314002
Remote Similarity	0.6207	NPC473181
Remote Similarity	0.6204	NPC475330
Remote Similarity	0.6199	NPC128751
Remote Similarity	0.6199	NPC242928
Remote Similarity	0.6199	NPC246700
Remote Similarity	0.6193	NPC163055
Remote Similarity	0.6193	NPC212535
Remote Similarity	0.6193	NPC220765
Remote Similarity	0.6189	NPC474701
Remote Similarity	0.6186	NPC470799
Remote Similarity	0.6186	NPC8022
Remote Similarity	0.6184	NPC141353
Remote Similarity	0.6183	NPC125597
Remote Similarity	0.6182	NPC171171
Remote Similarity	0.618	NPC11464
Remote Similarity	0.6179	NPC475635
Remote Similarity	0.6175	NPC174652
Remote Similarity	0.6174	NPC470930
Remote Similarity	0.6171	NPC106833
Remote Similarity	0.6171	NPC3715
Remote Similarity	0.6171	NPC469497
Remote Similarity	0.6169	NPC470394
Remote Similarity	0.6169	NPC470403
Remote Similarity	0.6169	NPC470404
Remote Similarity	0.6165	NPC161108
Remote Similarity	0.6164	NPC204717
Remote Similarity	0.6161	NPC475190
Remote Similarity	0.6157	NPC184964
Remote Similarity	0.6157	NPC248454
Remote Similarity	0.6154	NPC294375
Remote Similarity	0.614	NPC249040
Remote Similarity	0.6136	NPC42591
Remote Similarity	0.6132	NPC124920
Remote Similarity	0.6132	NPC34580
Remote Similarity	0.6132	NPC304307
Remote Similarity	0.6132	NPC118559
Remote Similarity	0.613	NPC223427
Remote Similarity	0.6129	NPC88363
Remote Similarity	0.6128	NPC94157
Remote Similarity	0.6125	NPC473317
Remote Similarity	0.6125	NPC216221
Remote Similarity	0.6121	NPC193777
Remote Similarity	0.6118	NPC288349
Remote Similarity	0.6109	NPC255110
Remote Similarity	0.6108	NPC470395
Remote Similarity	0.6107	NPC100547
Remote Similarity	0.6103	NPC197881
Remote Similarity	0.6102	NPC471080
Remote Similarity	0.6102	NPC469592
Remote Similarity	0.6099	NPC329961
Remote Similarity	0.6099	NPC122427
Remote Similarity	0.6096	NPC39092
Remote Similarity	0.6094	NPC18348
Remote Similarity	0.6093	NPC259545
Remote Similarity	0.6087	NPC66815
Remote Similarity	0.6087	NPC475085
Remote Similarity	0.6087	NPC291535
Remote Similarity	0.6087	NPC475112
Remote Similarity	0.6083	NPC77022
Remote Similarity	0.6082	NPC223409
Remote Similarity	0.6082	NPC95240
Remote Similarity	0.6082	NPC322135
Remote Similarity	0.6079	NPC156704
Remote Similarity	0.6076	NPC118228
Remote Similarity	0.6073	NPC473182
Remote Similarity	0.6073	NPC323752
Remote Similarity	0.6067	NPC469594
Remote Similarity	0.6066	NPC261251
Remote Similarity	0.6064	NPC473183
Remote Similarity	0.6063	NPC241025
Remote Similarity	0.6061	NPC75498
Remote Similarity	0.6059	NPC26679
Remote Similarity	0.6059	NPC473180
Remote Similarity	0.6057	NPC14288
Remote Similarity	0.6055	NPC232340
Remote Similarity	0.6054	NPC110741
Remote Similarity	0.6053	NPC472284
Remote Similarity	0.6053	NPC306376
Remote Similarity	0.6049	NPC179287
Remote Similarity	0.6048	NPC473184
Remote Similarity	0.6041	NPC274640
Remote Similarity	0.604	NPC60553
Remote Similarity	0.6039	NPC153769
Remote Similarity	0.6038	NPC118511
Remote Similarity	0.6033	NPC470501
Remote Similarity	0.6032	NPC321592
Remote Similarity	0.6032	NPC54803
Remote Similarity	0.6026	NPC475910
Remote Similarity	0.6025	NPC79386
Remote Similarity	0.6025	NPC214142
Remote Similarity	0.6019	NPC471294
Remote Similarity	0.6019	NPC34508
Remote Similarity	0.6019	NPC322976
Remote Similarity	0.6019	NPC63338
Remote Similarity	0.6019	NPC313791
Remote Similarity	0.6019	NPC324203
Remote Similarity	0.6018	NPC84478
Remote Similarity	0.6018	NPC307963
Remote Similarity	0.6018	NPC320394
Remote Similarity	0.6017	NPC225279
Remote Similarity	0.6009	NPC74153
Remote Similarity	0.6009	NPC283152
Remote Similarity	0.6009	NPC476106
Remote Similarity	0.6009	NPC78767
Remote Similarity	0.6009	NPC473814
Remote Similarity	0.6008	NPC284888
Remote Similarity	0.6008	NPC323198
Remote Similarity	0.6	NPC19872
Remote Similarity	0.6	NPC149014
Remote Similarity	0.6	NPC126481
Remote Similarity	0.5992	NPC48353
Remote Similarity	0.5992	NPC294620
Remote Similarity	0.5992	NPC470502
Remote Similarity	0.5991	NPC276517
Remote Similarity	0.5991	NPC79911
Remote Similarity	0.5991	NPC476138
Remote Similarity	0.5991	NPC476098
Remote Similarity	0.5991	NPC326634
Remote Similarity	0.5991	NPC245816
Remote Similarity	0.5986	NPC470900
Remote Similarity	0.5984	NPC245055
Remote Similarity	0.5984	NPC33064

Drug Structure

NPD5191 OpenBabel08211706322D 34 36 0 0 0 0 0 0 0 0999 V2000 6.9282 0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.9282 1.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.0622 -0.5000 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 6.0622 1.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.1962 0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.5000 4.3301 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.0000 5.1962 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.5000 2.5981 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 -3.0000 1.7321 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 1.7321 1.0000 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 -0.0000 1.0000 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 5.1962 1.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.0000 3.4641 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.0000 5.1962 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.5000 4.3301 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.0000 3.4641 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -5.5827 3.1277 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.5000 0.8660 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -5.4781 4.1222 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -4.5000 6.0622 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -6.4487 2.6277 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 -0.0000 -1.0000 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 -4.6691 2.7210 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 -3.0000 -0.0000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -5.5000 6.0622 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -7.3147 3.1277 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 2 2 0 0 0 0 1 3 1 0 0 0 0 2 5 1 0 0 0 0 3 6 2 0 0 0 0 4 13 1 0 0 0 0 4 15 1 0 0 0 0 5 17 2 0 0 0 0 6 17 1 0 0 0 0 7 8 2 0 0 0 0 7 18 1 0 0 0 0 8 19 1 0 0 0 0 9 11 1 0 0 0 0 9 18 1 0 0 0 0 10 14 1 0 0 0 0 10 17 1 0 0 0 0 11 23 1 0 0 0 0 12 16 1 0 0 0 0 12 23 1 0 0 0 0 13 29 1 0 0 0 0 14 29 1 0 0 0 0 15 31 1 0 0 0 0 16 31 1 0 0 0 0 18 21 2 0 0 0 0 19 20 2 0 0 0 0 19 25 1 0 0 0 0 20 21 1 0 0 0 0 20 24 1 0 0 0 0 21 30 1 0 0 0 0 22 24 2 0 0 0 0 22 26 1 0 0 0 0 22 30 1 0 0 0 0 23 32 1 0 0 0 0 25 33 1 0 0 0 0 26 34 1 0 0 0 0 27 31 2 0 0 0 0 28 31 2 0 0 0 0 M END $$$$

External Identifiers

TTD	DNC000253; DNC001497
DrugBank
ChEMBL
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID	183811
ChEBI
CAS Number

Drug Properties

Molecular Weight	464.14
ALogP	-1.0369
MLogP	2.89
XLogP	3.981
HDA	5
HBD	3
Rotatable Bonds	15
TPSA	145.37
RO5 Violation	1