NPASS drugs

Drug Information

Drug ID:	NPD2306
Drug Name:
Molecular Formula:	C17H12ClNO2S
Canonical SMILES:	OC(=O)Cc1sc(nc1c1ccc(cc1)Cl)c1ccccc1
Standard InCHI:	InChI=1S/C17H12ClNO2S/c18-13-8-6-11(7-9-13)16-14(10-15(20)21)22-17(19-16)12-4-2-1-3-5-12/h1-9H,10H2,(H,20,21)
Standard InCHIKey:	JIEKMACRVQTPRC-UHFFFAOYSA-N
Max Developmental Stage:	Approved
Max Developmental Stage Source:	TTD

Structural Similarity Between NPASS Natural Products and NPD2306

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	255
0.1-0.2	2197
0.2-0.3	10442
0.3-0.4	13433
0.4-0.5	2635
0.5-0.6	1807
0.6-0.7	121
0.7-0.8	0
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
Remote Similarity	0.6959	NPC238242
Remote Similarity	0.6823	NPC249662
Remote Similarity	0.6758	NPC161108
Remote Similarity	0.6683	NPC272483
Remote Similarity	0.6667	NPC322644
Remote Similarity	0.6632	NPC111275
Remote Similarity	0.6599	NPC49051
Remote Similarity	0.6513	NPC213468
Remote Similarity	0.65	NPC188104
Remote Similarity	0.6497	NPC243058
Remote Similarity	0.6492	NPC78020
Remote Similarity	0.6491	NPC151779
Remote Similarity	0.6462	NPC219848
Remote Similarity	0.6443	NPC303225
Remote Similarity	0.6443	NPC469938
Remote Similarity	0.6433	NPC273714
Remote Similarity	0.6429	NPC55772
Remote Similarity	0.6429	NPC256268
Remote Similarity	0.641	NPC84347
Remote Similarity	0.64	NPC90415
Remote Similarity	0.6383	NPC477887
Remote Similarity	0.6382	NPC203635
Remote Similarity	0.6378	NPC217372
Remote Similarity	0.6378	NPC15573
Remote Similarity	0.6378	NPC183662
Remote Similarity	0.6359	NPC149155
Remote Similarity	0.6359	NPC203468
Remote Similarity	0.6359	NPC110500
Remote Similarity	0.6355	NPC204303
Remote Similarity	0.6345	NPC219336
Remote Similarity	0.6337	NPC321708
Remote Similarity	0.6329	NPC102008
Remote Similarity	0.6327	NPC267885
Remote Similarity	0.6318	NPC315555
Remote Similarity	0.6318	NPC160381
Remote Similarity	0.6318	NPC62749
Remote Similarity	0.6294	NPC293472
Remote Similarity	0.6287	NPC278434
Remote Similarity	0.6263	NPC126709
Remote Similarity	0.6263	NPC248041
Remote Similarity	0.6263	NPC283219
Remote Similarity	0.6262	NPC276517
Remote Similarity	0.625	NPC474916
Remote Similarity	0.6238	NPC194040
Remote Similarity	0.6225	NPC329858
Remote Similarity	0.6219	NPC472119
Remote Similarity	0.6212	NPC248454
Remote Similarity	0.6207	NPC472323
Remote Similarity	0.6202	NPC141454
Remote Similarity	0.62	NPC71037
Remote Similarity	0.6188	NPC282103
Remote Similarity	0.6184	NPC181502
Remote Similarity	0.6184	NPC85066
Remote Similarity	0.618	NPC322488
Remote Similarity	0.6175	NPC88121
Remote Similarity	0.6172	NPC131887
Remote Similarity	0.6172	NPC67288
Remote Similarity	0.6161	NPC471944
Remote Similarity	0.6158	NPC99428
Remote Similarity	0.6158	NPC235684
Remote Similarity	0.615	NPC15840
Remote Similarity	0.6149	NPC69277
Remote Similarity	0.6146	NPC314333
Remote Similarity	0.6146	NPC471593
Remote Similarity	0.6143	NPC241024
Remote Similarity	0.6141	NPC477890
Remote Similarity	0.6132	NPC476073
Remote Similarity	0.6124	NPC227582
Remote Similarity	0.6123	NPC472844
Remote Similarity	0.6119	NPC192270
Remote Similarity	0.6117	NPC148592
Remote Similarity	0.6114	NPC213308
Remote Similarity	0.6114	NPC476140
Remote Similarity	0.6105	NPC207726
Remote Similarity	0.6103	NPC41717
Remote Similarity	0.6098	NPC175474
Remote Similarity	0.6089	NPC163055
Remote Similarity	0.6087	NPC55493
Remote Similarity	0.6087	NPC165538
Remote Similarity	0.6087	NPC67551
Remote Similarity	0.6078	NPC478077
Remote Similarity	0.6073	NPC285469
Remote Similarity	0.607	NPC469896
Remote Similarity	0.607	NPC164228
Remote Similarity	0.6068	NPC83111
Remote Similarity	0.6068	NPC122427
Remote Similarity	0.6068	NPC154339
Remote Similarity	0.6056	NPC476874
Remote Similarity	0.6056	NPC57398
Remote Similarity	0.6053	NPC200743
Remote Similarity	0.605	NPC14113
Remote Similarity	0.605	NPC145885
Remote Similarity	0.605	NPC84827
Remote Similarity	0.605	NPC64436
Remote Similarity	0.6045	NPC287895
Remote Similarity	0.6042	NPC76982
Remote Similarity	0.604	NPC113626
Remote Similarity	0.6039	NPC138370
Remote Similarity	0.6038	NPC252338
Remote Similarity	0.6035	NPC192712
Remote Similarity	0.603	NPC139763
Remote Similarity	0.6029	NPC289299
Remote Similarity	0.6029	NPC57994
Remote Similarity	0.6028	NPC165599
Remote Similarity	0.6027	NPC251036
Remote Similarity	0.602	NPC248462
Remote Similarity	0.6019	NPC221873
Remote Similarity	0.6019	NPC50503
Remote Similarity	0.6019	NPC244741
Remote Similarity	0.6019	NPC306376
Remote Similarity	0.601	NPC67056
Remote Similarity	0.601	NPC143533
Remote Similarity	0.601	NPC159125
Remote Similarity	0.601	NPC474791
Remote Similarity	0.601	NPC126492
Remote Similarity	0.601	NPC6982
Remote Similarity	0.6009	NPC234999
Remote Similarity	0.6	NPC314648
Remote Similarity	0.6	NPC8104
Remote Similarity	0.6	NPC288785
Remote Similarity	0.6	NPC60553
Remote Similarity	0.5991	NPC39679
Remote Similarity	0.5991	NPC280714
Remote Similarity	0.5991	NPC79386
Remote Similarity	0.599	NPC154293
Remote Similarity	0.599	NPC222592
Remote Similarity	0.599	NPC271792
Remote Similarity	0.599	NPC144381
Remote Similarity	0.599	NPC141353
Remote Similarity	0.599	NPC168486
Remote Similarity	0.599	NPC329961
Remote Similarity	0.599	NPC63751
Remote Similarity	0.5989	NPC278451
Remote Similarity	0.5982	NPC82370
Remote Similarity	0.5981	NPC474116
Remote Similarity	0.5981	NPC230403
Remote Similarity	0.5981	NPC88315
Remote Similarity	0.5981	NPC267343
Remote Similarity	0.5981	NPC162730
Remote Similarity	0.598	NPC191310
Remote Similarity	0.598	NPC207851
Remote Similarity	0.598	NPC477976
Remote Similarity	0.5979	NPC288445
Remote Similarity	0.5974	NPC323198
Remote Similarity	0.5966	NPC104712
Remote Similarity	0.5962	NPC315491
Remote Similarity	0.5962	NPC313985
Remote Similarity	0.5962	NPC195461
Remote Similarity	0.5962	NPC81654
Remote Similarity	0.5962	NPC249150
Remote Similarity	0.5962	NPC214428
Remote Similarity	0.5962	NPC49196
Remote Similarity	0.5962	NPC45459
Remote Similarity	0.5962	NPC79129
Remote Similarity	0.596	NPC471943
Remote Similarity	0.5957	NPC315062
Remote Similarity	0.5957	NPC267853
Remote Similarity	0.5956	NPC471312
Remote Similarity	0.5955	NPC475778
Remote Similarity	0.5953	NPC476098
Remote Similarity	0.5952	NPC294693
Remote Similarity	0.595	NPC472586
Remote Similarity	0.5949	NPC16667
Remote Similarity	0.5945	NPC315545
Remote Similarity	0.5945	NPC243850
Remote Similarity	0.5945	NPC314297
Remote Similarity	0.5943	NPC149708
Remote Similarity	0.5943	NPC52557
Remote Similarity	0.5942	NPC183805
Remote Similarity	0.5942	NPC255909
Remote Similarity	0.5933	NPC472292
Remote Similarity	0.5932	NPC250361
Remote Similarity	0.5931	NPC244897
Remote Similarity	0.5931	NPC469358
Remote Similarity	0.593	NPC54102
Remote Similarity	0.593	NPC162689
Remote Similarity	0.5928	NPC230869
Remote Similarity	0.5924	NPC11445
Remote Similarity	0.5922	NPC94752
Remote Similarity	0.5918	NPC194640
Remote Similarity	0.5916	NPC216713
Remote Similarity	0.5913	NPC206967
Remote Similarity	0.5911	NPC91179
Remote Similarity	0.5909	NPC317430
Remote Similarity	0.5909	NPC87413
Remote Similarity	0.5905	NPC81802
Remote Similarity	0.5905	NPC247735
Remote Similarity	0.5905	NPC472295
Remote Similarity	0.5905	NPC269886
Remote Similarity	0.5905	NPC472210
Remote Similarity	0.59	NPC34508
Remote Similarity	0.59	NPC474409
Remote Similarity	0.5899	NPC315638
Remote Similarity	0.5899	NPC313796
Remote Similarity	0.5899	NPC313345
Remote Similarity	0.5899	NPC300156
Remote Similarity	0.5899	NPC314855
Remote Similarity	0.5897	NPC131718
Remote Similarity	0.5897	NPC279918
Remote Similarity	0.5896	NPC90229

Drug Structure

NPD2306 OpenBabel08211702172D 23 25 0 0 0 0 0 0 0 0999 V2000 2.7026 2.4945 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.7026 1.4945 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.8366 2.9945 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.8366 0.9945 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.9706 2.4945 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.0605 -0.0464 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.8794 1.6762 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.0550 0.0582 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.8739 1.7807 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.3849 -1.1215 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.4727 0.7626 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.9706 1.4945 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.4617 0.9717 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.9781 -0.2079 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.7971 -1.9305 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.4781 0.6581 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.1045 0.9945 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -5.4562 1.0762 0.0000 Cl 0 0 0 0 0 0 0 0 0 0 0 0 -0.8090 1.4013 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -1.2038 -2.8440 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 0.1974 -1.8259 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 0.7852 -2.6350 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 4 1 0 0 0 0 3 5 2 0 0 0 0 4 12 2 0 0 0 0 5 12 1 0 0 0 0 6 8 1 0 0 0 0 6 11 2 0 0 0 0 7 9 2 0 0 0 0 7 11 1 0 0 0 0 8 13 2 0 0 0 0 9 13 1 0 0 0 0 10 14 1 0 0 0 0 10 15 1 0 0 0 0 11 16 1 0 0 0 0 12 17 1 0 0 0 0 13 18 1 0 0 0 0 14 16 2 0 0 0 0 14 22 1 0 0 0 0 15 20 2 0 0 0 0 15 21 1 0 0 0 0 16 19 1 0 0 0 0 17 19 2 0 0 0 0 17 22 1 0 0 0 0 21 23 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DIB004258
DrugBank
ChEMBL
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID
ChEBI
CAS Number

Drug Properties

Molecular Weight	329.03
ALogP	1.1299
MLogP	2.78
XLogP	5.379
HDA	3
HBD	1
Rotatable Bonds	6
TPSA	78.43
RO5 Violation	1