NPASS drugs

Drug Information

Drug ID:	NPD2758
Drug Name:	As-602868
Molecular Formula:	C18H14N4O3S
Canonical SMILES:	COc1cccc2c1c(=NN1C(=O)C=C(C1=O)C)nc([nH]2)c1cccs1
Standard InCHI:	InChI=1S/C18H14N4O3S/c1-10-9-14(23)22(18(10)24)21-17-15-11(5-3-6-12(15)25-2)19-16(20-17)13-7-4-8-26-13/h3-9H,1-2H3,(H,19,20,21)
Standard InCHIKey:	GZGLPBNOIFLLRE-UHFFFAOYSA-N
Max Developmental Stage:	Phase 1
Max Developmental Stage Source:	ChEMBL

Structural Similarity Between NPASS Natural Products and NPD2758

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	387
0.1-0.2	3726
0.2-0.3	9157
0.3-0.4	7899
0.4-0.5	8187
0.5-0.6	1445
0.6-0.7	89
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	0.6732	NPC70092
Remote Similarity	0.6667	NPC471762
Remote Similarity	0.6595	NPC66777
Remote Similarity	0.6571	NPC150308
Remote Similarity	0.6509	NPC153467
Remote Similarity	0.6505	NPC473432
Remote Similarity	0.6476	NPC84478
Remote Similarity	0.6459	NPC28368
Remote Similarity	0.6455	NPC295898
Remote Similarity	0.6435	NPC198401
Remote Similarity	0.641	NPC157931
Remote Similarity	0.6408	NPC73280
Remote Similarity	0.6372	NPC22476
Remote Similarity	0.6356	NPC174672
Remote Similarity	0.6347	NPC100863
Remote Similarity	0.6324	NPC299582
Remote Similarity	0.629	NPC121772
Remote Similarity	0.6277	NPC303658
Remote Similarity	0.6273	NPC72211
Remote Similarity	0.6271	NPC187145
Remote Similarity	0.6256	NPC168486
Remote Similarity	0.6256	NPC222592
Remote Similarity	0.625	NPC174629
Remote Similarity	0.6245	NPC315822
Remote Similarity	0.6227	NPC243834
Remote Similarity	0.6227	NPC70956
Remote Similarity	0.6223	NPC128115
Remote Similarity	0.6221	NPC475411
Remote Similarity	0.6211	NPC174758
Remote Similarity	0.621	NPC131017
Remote Similarity	0.6201	NPC310211
Remote Similarity	0.6201	NPC308137
Remote Similarity	0.6197	NPC176127
Remote Similarity	0.6195	NPC249583
Remote Similarity	0.6195	NPC4687
Remote Similarity	0.619	NPC148183
Remote Similarity	0.619	NPC152768
Remote Similarity	0.6182	NPC70259
Remote Similarity	0.6182	NPC194967
Remote Similarity	0.6179	NPC249662
Remote Similarity	0.6176	NPC194740
Remote Similarity	0.6175	NPC303374
Remote Similarity	0.6175	NPC473569
Remote Similarity	0.6169	NPC471132
Remote Similarity	0.6164	NPC305984
Remote Similarity	0.6164	NPC169402
Remote Similarity	0.6147	NPC116238
Remote Similarity	0.6136	NPC43787
Remote Similarity	0.6136	NPC205934
Remote Similarity	0.6136	NPC243626
Remote Similarity	0.6134	NPC257851
Remote Similarity	0.6133	NPC162484
Remote Similarity	0.6128	NPC198503
Remote Similarity	0.6109	NPC13880
Remote Similarity	0.6096	NPC250476
Remote Similarity	0.6089	NPC291535
Remote Similarity	0.6089	NPC475085
Remote Similarity	0.6089	NPC475112
Remote Similarity	0.6087	NPC87413
Remote Similarity	0.6085	NPC150239
Remote Similarity	0.6085	NPC9475
Remote Similarity	0.6079	NPC477161
Remote Similarity	0.6071	NPC329747
Remote Similarity	0.6068	NPC247803
Remote Similarity	0.6068	NPC46561
Remote Similarity	0.6063	NPC230313
Remote Similarity	0.6058	NPC471652
Remote Similarity	0.6052	NPC274982
Remote Similarity	0.605	NPC115588
Remote Similarity	0.6045	NPC204970
Remote Similarity	0.604	NPC219383
Remote Similarity	0.6036	NPC303214
Remote Similarity	0.6035	NPC14339
Remote Similarity	0.6035	NPC87714
Remote Similarity	0.6035	NPC285558
Remote Similarity	0.6035	NPC475147
Remote Similarity	0.6034	NPC220851
Remote Similarity	0.6027	NPC241263
Remote Similarity	0.6027	NPC474059
Remote Similarity	0.6017	NPC174760
Remote Similarity	0.601	NPC26872
Remote Similarity	0.6009	NPC238242
Remote Similarity	0.6009	NPC476106
Remote Similarity	0.6009	NPC472191
Remote Similarity	0.6	NPC92803
Remote Similarity	0.6	NPC28510
Remote Similarity	0.6	NPC203628
Remote Similarity	0.6	NPC26850
Remote Similarity	0.6	NPC1820
Remote Similarity	0.5983	NPC193777
Remote Similarity	0.5983	NPC16249
Remote Similarity	0.5983	NPC170114
Remote Similarity	0.5982	NPC18890
Remote Similarity	0.5981	NPC287152
Remote Similarity	0.5973	NPC476044
Remote Similarity	0.5973	NPC232600
Remote Similarity	0.5972	NPC85482
Remote Similarity	0.5971	NPC301163
Remote Similarity	0.5969	NPC231382
Remote Similarity	0.5957	NPC475910
Remote Similarity	0.5957	NPC476465
Remote Similarity	0.5957	NPC82548
Remote Similarity	0.5957	NPC126556
Remote Similarity	0.5953	NPC283810
Remote Similarity	0.5947	NPC52801
Remote Similarity	0.5942	NPC93653
Remote Similarity	0.594	NPC470549
Remote Similarity	0.5939	NPC45190
Remote Similarity	0.5939	NPC300156
Remote Similarity	0.5936	NPC473815
Remote Similarity	0.5933	NPC471130
Remote Similarity	0.5932	NPC473041
Remote Similarity	0.5931	NPC475133
Remote Similarity	0.5931	NPC201697
Remote Similarity	0.5924	NPC477888
Remote Similarity	0.5923	NPC264176
Remote Similarity	0.5918	NPC472789
Remote Similarity	0.5917	NPC473007
Remote Similarity	0.5917	NPC21638
Remote Similarity	0.5913	NPC88970
Remote Similarity	0.5907	NPC72980
Remote Similarity	0.5907	NPC208084
Remote Similarity	0.5903	NPC232727
Remote Similarity	0.5903	NPC267423
Remote Similarity	0.5897	NPC478074
Remote Similarity	0.5895	NPC257511
Remote Similarity	0.5895	NPC470930
Remote Similarity	0.5893	NPC242209
Remote Similarity	0.5887	NPC287208
Remote Similarity	0.5887	NPC39679
Remote Similarity	0.5885	NPC292143
Remote Similarity	0.5885	NPC139506
Remote Similarity	0.588	NPC146418
Remote Similarity	0.5879	NPC308197
Remote Similarity	0.5877	NPC199277
Remote Similarity	0.5877	NPC288759
Remote Similarity	0.5877	NPC135887
Remote Similarity	0.5874	NPC471825
Remote Similarity	0.5872	NPC62069
Remote Similarity	0.5869	NPC474409
Remote Similarity	0.5859	NPC127178
Remote Similarity	0.5858	NPC280799
Remote Similarity	0.5858	NPC477532
Remote Similarity	0.5855	NPC119722
Remote Similarity	0.5855	NPC48353
Remote Similarity	0.5852	NPC41216
Remote Similarity	0.5851	NPC471615
Remote Similarity	0.5847	NPC3207
Remote Similarity	0.5845	NPC469428
Remote Similarity	0.5844	NPC321428
Remote Similarity	0.5841	NPC475594
Remote Similarity	0.584	NPC298436
Remote Similarity	0.584	NPC473179
Remote Similarity	0.5837	NPC177404
Remote Similarity	0.5837	NPC269367
Remote Similarity	0.5837	NPC471304
Remote Similarity	0.583	NPC471080
Remote Similarity	0.583	NPC469592
Remote Similarity	0.583	NPC473004
Remote Similarity	0.583	NPC473187
Remote Similarity	0.5826	NPC314659
Remote Similarity	0.5823	NPC471197
Remote Similarity	0.5816	NPC477533
Remote Similarity	0.5816	NPC472099
Remote Similarity	0.5814	NPC475607
Remote Similarity	0.5811	NPC473008
Remote Similarity	0.5809	NPC122436
Remote Similarity	0.5806	NPC39822
Remote Similarity	0.5806	NPC5167
Remote Similarity	0.5806	NPC6786
Remote Similarity	0.5804	NPC67401
Remote Similarity	0.5798	NPC77777
Remote Similarity	0.5798	NPC471198
Remote Similarity	0.5794	NPC78609
Remote Similarity	0.5792	NPC310118
Remote Similarity	0.5789	NPC315957
Remote Similarity	0.5789	NPC67904
Remote Similarity	0.5789	NPC329793
Remote Similarity	0.5787	NPC283152
Remote Similarity	0.5787	NPC474081
Remote Similarity	0.5785	NPC179287
Remote Similarity	0.5783	NPC151171
Remote Similarity	0.5783	NPC200836
Remote Similarity	0.5783	NPC473460
Remote Similarity	0.578	NPC197335
Remote Similarity	0.5777	NPC295021
Remote Similarity	0.5776	NPC243850
Remote Similarity	0.5776	NPC471155
Remote Similarity	0.5773	NPC94943
Remote Similarity	0.5771	NPC306376
Remote Similarity	0.5771	NPC234933
Remote Similarity	0.5769	NPC167860
Remote Similarity	0.5769	NPC123976
Remote Similarity	0.5769	NPC11464
Remote Similarity	0.5766	NPC242928
Remote Similarity	0.5766	NPC296527
Remote Similarity	0.5763	NPC39500
Remote Similarity	0.576	NPC181905
Remote Similarity	0.576	NPC475761
Remote Similarity	0.5759	NPC206109

Drug Structure

NPD2758 OpenBabel08211702552D 27 30 0 0 0 0 0 0 0 0999 V2000 -1.4894 2.1160 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.7321 -3.0000 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 3.0981 4.0388 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 3.4641 -2.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.4071 3.0878 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.0981 4.0388 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.5827 0.3364 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.0827 1.2024 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.4641 0.0000 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 2.5981 2.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.9135 -0.4067 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 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 -0.1045 0.9945 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.4641 1.0000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 1.7321 1.0000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 0.8660 -0.5000 0.0000 N 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 -1.1215 -1.3849 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 0.6386 1.6637 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 1.7321 -2.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 1.7891 3.0878 0.0000 S 0 0 0 0 0 0 0 0 0 0 0 0 4.3301 1.5000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 10 1 0 0 0 0 2 25 1 0 0 0 0 3 5 2 0 0 0 0 3 6 1 0 0 0 0 4 7 1 0 0 0 0 4 8 2 0 0 0 0 5 11 1 0 0 0 0 6 12 2 0 0 0 0 7 13 2 0 0 0 0 8 26 1 0 0 0 0 9 10 2 0 0 0 0 9 14 1 0 0 0 0 10 18 1 0 0 0 0 11 15 2 0 0 0 0 11 19 1 0 0 0 0 12 15 1 0 0 0 0 12 25 1 0 0 0 0 13 16 1 0 0 0 0 13 26 1 0 0 0 0 14 22 1 0 0 0 0 14 23 2 0 0 0 0 15 17 1 0 0 0 0 16 19 1 0 0 0 0 16 20 2 0 0 0 0 17 20 1 0 0 0 0 17 21 2 3 0 0 0 18 22 1 0 0 0 0 18 24 2 0 0 0 0 19 27 1 0 0 0 0 21 22 1 0 0 0 0 M END $$$$

External Identifiers

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

Drug Properties

Molecular Weight	366.08
ALogP	-0.5001
MLogP	2.56
XLogP	2.826
HDA	6
HBD	1
Rotatable Bonds	5
TPSA	111.6
RO5 Violation	0