NPASS drugs

Drug Information

Drug ID:	NPD1576
Drug Name:
Molecular Formula:	C15H13NO3S2
Canonical SMILES:	C/C(=Cc1ccccc1)/C=C/1SC(=S)N(C1=O)CC(=O)O
Standard InCHI:	InChI=1S/C15H13NO3S2/c1-10(7-11-5-3-2-4-6-11)8-12-14(19)16(9-13(17)18)15(20)21-12/h2-8H,9H2,1H3,(H,17,18)/b10-7+,12-8-
Standard InCHIKey:	CHNUOJQWGUIOLD-NFZZJPOKSA-N
Max Developmental Stage:	Approved
Max Developmental Stage Source:	TTD

Structural Similarity Between NPASS Natural Products and NPD1576

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	54
0.1-0.2	1527
0.2-0.3	7089
0.3-0.4	15921
0.4-0.5	5307
0.5-0.6	911
0.6-0.7	70
0.7-0.8	11
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	0.7524	NPC474974
Intermediate Similarity	0.7451	NPC53492
Intermediate Similarity	0.7429	NPC473661
Intermediate Similarity	0.7391	NPC475013
Intermediate Similarity	0.7265	NPC476048
Intermediate Similarity	0.7168	NPC143516
Intermediate Similarity	0.7115	NPC17497
Intermediate Similarity	0.7115	NPC305602
Intermediate Similarity	0.7105	NPC130898
Intermediate Similarity	0.7105	NPC474973
Intermediate Similarity	0.7105	NPC474804
Remote Similarity	0.6983	NPC473676
Remote Similarity	0.6931	NPC475289
Remote Similarity	0.6931	NPC475573
Remote Similarity	0.6893	NPC474088
Remote Similarity	0.6818	NPC256452
Remote Similarity	0.681	NPC471447
Remote Similarity	0.6727	NPC71140
Remote Similarity	0.672	NPC302169
Remote Similarity	0.6667	NPC239357
Remote Similarity	0.6642	NPC468984
Remote Similarity	0.6609	NPC329375
Remote Similarity	0.66	NPC32203
Remote Similarity	0.66	NPC206800
Remote Similarity	0.6574	NPC325441
Remote Similarity	0.6569	NPC50192
Remote Similarity	0.6491	NPC322598
Remote Similarity	0.6471	NPC55529
Remote Similarity	0.6455	NPC258627
Remote Similarity	0.6404	NPC472258
Remote Similarity	0.6391	NPC300315
Remote Similarity	0.6311	NPC3672
Remote Similarity	0.6311	NPC287790
Remote Similarity	0.6303	NPC67043
Remote Similarity	0.6303	NPC476198
Remote Similarity	0.63	NPC155429
Remote Similarity	0.6288	NPC322433
Remote Similarity	0.627	NPC285926
Remote Similarity	0.627	NPC14672
Remote Similarity	0.627	NPC315276
Remote Similarity	0.626	NPC181390
Remote Similarity	0.626	NPC22746
Remote Similarity	0.625	NPC13470
Remote Similarity	0.6207	NPC120203
Remote Similarity	0.6202	NPC476990
Remote Similarity	0.6202	NPC200964
Remote Similarity	0.6197	NPC322878
Remote Similarity	0.6197	NPC471680
Remote Similarity	0.619	NPC167577
Remote Similarity	0.619	NPC78517
Remote Similarity	0.6187	NPC89489
Remote Similarity	0.6174	NPC3371
Remote Similarity	0.6167	NPC473418
Remote Similarity	0.6162	NPC311343
Remote Similarity	0.6154	NPC12730
Remote Similarity	0.6154	NPC202521
Remote Similarity	0.6129	NPC269340
Remote Similarity	0.6116	NPC45033
Remote Similarity	0.6107	NPC252878
Remote Similarity	0.6102	NPC11466
Remote Similarity	0.61	NPC98880
Remote Similarity	0.6095	NPC176228
Remote Similarity	0.609	NPC171372
Remote Similarity	0.6077	NPC27833
Remote Similarity	0.6075	NPC303245
Remote Similarity	0.6075	NPC89950
Remote Similarity	0.6075	NPC231986
Remote Similarity	0.6074	NPC213969
Remote Similarity	0.6074	NPC165726
Remote Similarity	0.6061	NPC6975
Remote Similarity	0.6061	NPC46427
Remote Similarity	0.6055	NPC44546
Remote Similarity	0.605	NPC318154
Remote Similarity	0.604	NPC95289
Remote Similarity	0.6032	NPC35850
Remote Similarity	0.6032	NPC276949
Remote Similarity	0.6018	NPC185501
Remote Similarity	0.6016	NPC470544
Remote Similarity	0.6	NPC3210
Remote Similarity	0.6	NPC83790
Remote Similarity	0.6	NPC128237
Remote Similarity	0.5984	NPC33742
Remote Similarity	0.5984	NPC246904
Remote Similarity	0.5983	NPC122493
Remote Similarity	0.5983	NPC324569
Remote Similarity	0.5983	NPC293628
Remote Similarity	0.5983	NPC10781
Remote Similarity	0.598	NPC326200
Remote Similarity	0.5969	NPC470545
Remote Similarity	0.5962	NPC98976
Remote Similarity	0.5957	NPC98424
Remote Similarity	0.5957	NPC476133
Remote Similarity	0.5957	NPC92784
Remote Similarity	0.5957	NPC178662
Remote Similarity	0.5957	NPC470884
Remote Similarity	0.5956	NPC473322
Remote Similarity	0.5944	NPC470301
Remote Similarity	0.5941	NPC235059
Remote Similarity	0.5941	NPC16190
Remote Similarity	0.5941	NPC169222
Remote Similarity	0.594	NPC175726
Remote Similarity	0.594	NPC474082
Remote Similarity	0.5926	NPC71795
Remote Similarity	0.5923	NPC470546
Remote Similarity	0.5923	NPC220698
Remote Similarity	0.5922	NPC244738
Remote Similarity	0.5909	NPC71684
Remote Similarity	0.5905	NPC175393
Remote Similarity	0.5905	NPC271642
Remote Similarity	0.5887	NPC471264
Remote Similarity	0.5887	NPC471265
Remote Similarity	0.5877	NPC26224
Remote Similarity	0.5874	NPC269398
Remote Similarity	0.5874	NPC263493
Remote Similarity	0.5872	NPC99240
Remote Similarity	0.5872	NPC14326
Remote Similarity	0.587	NPC130309
Remote Similarity	0.5868	NPC164859
Remote Similarity	0.5868	NPC202613
Remote Similarity	0.5865	NPC299134
Remote Similarity	0.5854	NPC327481
Remote Similarity	0.5833	NPC127343
Remote Similarity	0.5833	NPC161069
Remote Similarity	0.5827	NPC32858
Remote Similarity	0.5827	NPC194857
Remote Similarity	0.582	NPC469974
Remote Similarity	0.5818	NPC127491
Remote Similarity	0.5818	NPC324835
Remote Similarity	0.5818	NPC208183
Remote Similarity	0.5818	NPC308619
Remote Similarity	0.5818	NPC243289
Remote Similarity	0.5809	NPC136453
Remote Similarity	0.5804	NPC238412
Remote Similarity	0.5797	NPC200589
Remote Similarity	0.5793	NPC52748
Remote Similarity	0.5793	NPC314388
Remote Similarity	0.5793	NPC315283
Remote Similarity	0.5778	NPC222466
Remote Similarity	0.5775	NPC43755
Remote Similarity	0.5772	NPC167336
Remote Similarity	0.5766	NPC89923
Remote Similarity	0.5766	NPC71933
Remote Similarity	0.5766	NPC239990
Remote Similarity	0.5766	NPC105114
Remote Similarity	0.5766	NPC152850
Remote Similarity	0.5766	NPC267704
Remote Similarity	0.5755	NPC255447
Remote Similarity	0.5753	NPC477217
Remote Similarity	0.5753	NPC316008
Remote Similarity	0.5753	NPC313867
Remote Similarity	0.5753	NPC201244
Remote Similarity	0.5753	NPC315266
Remote Similarity	0.5753	NPC5620
Remote Similarity	0.5753	NPC209509
Remote Similarity	0.5752	NPC473031
Remote Similarity	0.5746	NPC26285
Remote Similarity	0.5743	NPC105717
Remote Similarity	0.5743	NPC52330
Remote Similarity	0.5741	NPC300205
Remote Similarity	0.5741	NPC170484
Remote Similarity	0.5735	NPC101719
Remote Similarity	0.5735	NPC474847
Remote Similarity	0.5734	NPC122553
Remote Similarity	0.5734	NPC77992
Remote Similarity	0.5726	NPC246757
Remote Similarity	0.5726	NPC291070
Remote Similarity	0.5724	NPC469903
Remote Similarity	0.5714	NPC133135
Remote Similarity	0.5714	NPC246079
Remote Similarity	0.5714	NPC53299
Remote Similarity	0.5714	NPC251579
Remote Similarity	0.5714	NPC314358
Remote Similarity	0.5714	NPC262077
Remote Similarity	0.5705	NPC283783
Remote Similarity	0.5701	NPC179726
Remote Similarity	0.5701	NPC329318
Remote Similarity	0.5692	NPC235421
Remote Similarity	0.569	NPC245259
Remote Similarity	0.569	NPC475023
Remote Similarity	0.569	NPC472319
Remote Similarity	0.569	NPC475059
Remote Similarity	0.5688	NPC121800
Remote Similarity	0.5688	NPC164086
Remote Similarity	0.5685	NPC476978
Remote Similarity	0.5683	NPC187231
Remote Similarity	0.5683	NPC179224
Remote Similarity	0.5676	NPC138775
Remote Similarity	0.5676	NPC44830
Remote Similarity	0.5676	NPC135121
Remote Similarity	0.5676	NPC225648
Remote Similarity	0.5676	NPC329761
Remote Similarity	0.5676	NPC285773
Remote Similarity	0.5676	NPC311658
Remote Similarity	0.5676	NPC145113
Remote Similarity	0.5676	NPC104070
Remote Similarity	0.5674	NPC287401
Remote Similarity	0.5664	NPC109580
Remote Similarity	0.5664	NPC127741
Remote Similarity	0.5664	NPC68865
Remote Similarity	0.566	NPC315388

Drug Structure

NPD1576 OpenBabel08211701082D 22 23 0 0 0 0 0 0 0 0999 V2000 2.7026 -1.4945 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.4347 1.5055 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.4347 0.5055 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.5686 2.0055 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.5686 0.0055 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.7026 1.5055 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.8366 0.0055 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 -2.4727 -0.7626 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 2.7026 0.5055 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 -3.0605 0.0464 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.8090 -1.4013 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 -1.4781 -0.6581 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -2.6537 0.9599 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -4.0550 -0.0582 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -1.0169 -2.3794 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -1.3849 1.1215 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 -4.6428 0.7509 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 10 1 0 0 0 0 2 3 2 0 0 0 0 2 4 1 0 0 0 0 3 5 1 0 0 0 0 4 6 2 0 0 0 0 5 11 2 0 0 0 0 6 11 1 0 0 0 0 7 10 2 0 0 0 0 7 11 1 0 0 0 0 8 10 1 0 0 0 0 8 12 2 0 0 0 0 9 13 1 0 0 0 0 9 16 1 0 0 0 0 12 14 1 0 0 0 0 12 21 1 0 0 0 0 13 17 2 0 0 0 0 13 18 1 0 0 0 0 14 16 1 0 0 0 0 14 19 2 0 0 0 0 15 16 1 0 0 0 0 15 20 2 0 0 0 0 15 21 1 0 0 0 0 18 22 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DAP001376
DrugBank
ChEMBL
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID	1549120
ChEBI
CAS Number

Drug Properties

Molecular Weight	319.03
ALogP	1.7434
MLogP	2.45
XLogP	4.116
HDA	4
HBD	1
Rotatable Bonds	6
TPSA	115
RO5 Violation	0