NPASS drugs

Drug Information

Drug ID:	NPD1287
Drug Name:	Etamicastat
Molecular Formula:	C14H15F2N3OS
Canonical SMILES:	NCCc1cnc(n1[C@H]1COc2c(C1)cc(cc2F)F)S
Standard InCHI:	InChI=1S/C14H15F2N3OS/c15-9-3-8-4-11(7-20-13(8)12(16)5-9)19-10(1-2-17)6-18-14(19)21/h3,5-6,11H,1-2,4,7,17H2,(H,18,21)/t11-/m1/s1
Standard InCHIKey:	CWWWTTYMUOYSQA-LLVKDONJSA-N
Max Developmental Stage:	Phase 2
Max Developmental Stage Source:	TTD

Structural Similarity Between NPASS Natural Products and NPD1287

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	489
0.1-0.2	6141
0.2-0.3	6901
0.3-0.4	11230
0.4-0.5	4626
0.5-0.6	1363
0.6-0.7	133
0.7-0.8	7
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	0.723	NPC113369
Intermediate Similarity	0.7196	NPC242923
Intermediate Similarity	0.7188	NPC160666
Intermediate Similarity	0.7174	NPC477805
Intermediate Similarity	0.7174	NPC477796
Intermediate Similarity	0.7174	NPC477795
Intermediate Similarity	0.7174	NPC477806
Remote Similarity	0.6968	NPC308906
Remote Similarity	0.6906	NPC17305
Remote Similarity	0.689	NPC280638
Remote Similarity	0.6887	NPC121772
Remote Similarity	0.6887	NPC19872
Remote Similarity	0.6878	NPC12100
Remote Similarity	0.6853	NPC30540
Remote Similarity	0.6842	NPC115595
Remote Similarity	0.6824	NPC471614
Remote Similarity	0.6754	NPC282531
Remote Similarity	0.6745	NPC267928
Remote Similarity	0.6697	NPC471603
Remote Similarity	0.6667	NPC316756
Remote Similarity	0.6651	NPC176538
Remote Similarity	0.6636	NPC476138
Remote Similarity	0.6636	NPC245816
Remote Similarity	0.6609	NPC323244
Remote Similarity	0.6609	NPC187145
Remote Similarity	0.6591	NPC287208
Remote Similarity	0.6571	NPC472289
Remote Similarity	0.6555	NPC39092
Remote Similarity	0.6544	NPC232727
Remote Similarity	0.6526	NPC84853
Remote Similarity	0.652	NPC250178
Remote Similarity	0.6518	NPC476287
Remote Similarity	0.6509	NPC92111
Remote Similarity	0.6498	NPC315957
Remote Similarity	0.6496	NPC328924
Remote Similarity	0.6493	NPC296527
Remote Similarity	0.6486	NPC174672
Remote Similarity	0.6478	NPC150447
Remote Similarity	0.6468	NPC54537
Remote Similarity	0.6465	NPC13880
Remote Similarity	0.6462	NPC76748
Remote Similarity	0.6459	NPC284678
Remote Similarity	0.6442	NPC161887
Remote Similarity	0.6441	NPC476465
Remote Similarity	0.6438	NPC314954
Remote Similarity	0.6413	NPC185782
Remote Similarity	0.6404	NPC467439
Remote Similarity	0.64	NPC26679
Remote Similarity	0.6373	NPC476518
Remote Similarity	0.6372	NPC307963
Remote Similarity	0.6368	NPC82548
Remote Similarity	0.6368	NPC237978
Remote Similarity	0.6367	NPC56271
Remote Similarity	0.6364	NPC219963
Remote Similarity	0.6364	NPC46970
Remote Similarity	0.6349	NPC295452
Remote Similarity	0.6349	NPC171393
Remote Similarity	0.6341	NPC14651
Remote Similarity	0.6341	NPC121658
Remote Similarity	0.6316	NPC288349
Remote Similarity	0.6313	NPC251090
Remote Similarity	0.6311	NPC123976
Remote Similarity	0.6311	NPC111624
Remote Similarity	0.6311	NPC472068
Remote Similarity	0.6311	NPC167860
Remote Similarity	0.6308	NPC134079
Remote Similarity	0.6296	NPC198673
Remote Similarity	0.6286	NPC266551
Remote Similarity	0.6274	NPC20249
Remote Similarity	0.6267	NPC174758
Remote Similarity	0.626	NPC472067
Remote Similarity	0.626	NPC472031
Remote Similarity	0.626	NPC472066
Remote Similarity	0.625	NPC310118
Remote Similarity	0.6245	NPC8022
Remote Similarity	0.6245	NPC470799
Remote Similarity	0.6239	NPC35761
Remote Similarity	0.6234	NPC136924
Remote Similarity	0.6227	NPC187558
Remote Similarity	0.6217	NPC238945
Remote Similarity	0.6214	NPC164664
Remote Similarity	0.6202	NPC317054
Remote Similarity	0.6201	NPC50511
Remote Similarity	0.6197	NPC130570
Remote Similarity	0.6192	NPC180504
Remote Similarity	0.6188	NPC475774
Remote Similarity	0.6186	NPC110151
Remote Similarity	0.6182	NPC239954
Remote Similarity	0.6182	NPC168911
Remote Similarity	0.6175	NPC324149
Remote Similarity	0.6164	NPC292958
Remote Similarity	0.6164	NPC193267
Remote Similarity	0.6164	NPC242209
Remote Similarity	0.6164	NPC213530
Remote Similarity	0.6151	NPC469554
Remote Similarity	0.6147	NPC226202
Remote Similarity	0.614	NPC206251
Remote Similarity	0.614	NPC74382
Remote Similarity	0.6127	NPC177404
Remote Similarity	0.6111	NPC60621
Remote Similarity	0.6111	NPC224327
Remote Similarity	0.6104	NPC274982
Remote Similarity	0.6103	NPC48938
Remote Similarity	0.61	NPC469975
Remote Similarity	0.6095	NPC224764
Remote Similarity	0.6094	NPC168209
Remote Similarity	0.6089	NPC475070
Remote Similarity	0.6089	NPC274291
Remote Similarity	0.6089	NPC264166
Remote Similarity	0.6089	NPC315257
Remote Similarity	0.6089	NPC329708
Remote Similarity	0.6089	NPC165349
Remote Similarity	0.6089	NPC470500
Remote Similarity	0.6089	NPC47059
Remote Similarity	0.6089	NPC118832
Remote Similarity	0.6089	NPC285558
Remote Similarity	0.6083	NPC101543
Remote Similarity	0.6061	NPC470549
Remote Similarity	0.6058	NPC141053
Remote Similarity	0.6054	NPC477019
Remote Similarity	0.6049	NPC471177
Remote Similarity	0.6049	NPC59779
Remote Similarity	0.6049	NPC124542
Remote Similarity	0.6042	NPC260434
Remote Similarity	0.6038	NPC42979
Remote Similarity	0.6036	NPC192315
Remote Similarity	0.6034	NPC170114
Remote Similarity	0.6032	NPC472434
Remote Similarity	0.6028	NPC176127
Remote Similarity	0.6026	NPC5145
Remote Similarity	0.6017	NPC243633
Remote Similarity	0.6017	NPC282247
Remote Similarity	0.6017	NPC175150
Remote Similarity	0.6017	NPC162530
Remote Similarity	0.6009	NPC287437
Remote Similarity	0.6009	NPC476167
Remote Similarity	0.6009	NPC18487
Remote Similarity	0.6	NPC208284
Remote Similarity	0.6	NPC41982
Remote Similarity	0.6	NPC54981
Remote Similarity	0.5992	NPC122436
Remote Similarity	0.5991	NPC472111
Remote Similarity	0.5983	NPC107160
Remote Similarity	0.5983	NPC469589
Remote Similarity	0.5982	NPC329793
Remote Similarity	0.5975	NPC21461
Remote Similarity	0.5973	NPC200836
Remote Similarity	0.5966	NPC471615
Remote Similarity	0.5964	NPC212213
Remote Similarity	0.5961	NPC74619
Remote Similarity	0.5957	NPC290689
Remote Similarity	0.5955	NPC133140
Remote Similarity	0.5955	NPC195268
Remote Similarity	0.5953	NPC220765
Remote Similarity	0.5948	NPC469592
Remote Similarity	0.5948	NPC266931
Remote Similarity	0.5948	NPC471080
Remote Similarity	0.5947	NPC36229
Remote Similarity	0.5947	NPC16452
Remote Similarity	0.5947	NPC476581
Remote Similarity	0.5946	NPC194967
Remote Similarity	0.5945	NPC171171
Remote Similarity	0.5943	NPC295228
Remote Similarity	0.5942	NPC118511
Remote Similarity	0.5938	NPC476578
Remote Similarity	0.5938	NPC476582
Remote Similarity	0.5938	NPC4071
Remote Similarity	0.5935	NPC222592
Remote Similarity	0.5935	NPC168486
Remote Similarity	0.5933	NPC278874
Remote Similarity	0.5932	NPC472099
Remote Similarity	0.5928	NPC106937
Remote Similarity	0.5926	NPC84478
Remote Similarity	0.5926	NPC204717
Remote Similarity	0.5924	NPC208060
Remote Similarity	0.5919	NPC224928
Remote Similarity	0.5915	NPC184964
Remote Similarity	0.5913	NPC471178
Remote Similarity	0.5911	NPC329747
Remote Similarity	0.5911	NPC26872
Remote Similarity	0.5911	NPC234197
Remote Similarity	0.5907	NPC144114
Remote Similarity	0.5907	NPC477891
Remote Similarity	0.5905	NPC53069
Remote Similarity	0.5905	NPC316981
Remote Similarity	0.5905	NPC171409
Remote Similarity	0.5905	NPC296482
Remote Similarity	0.5905	NPC202768
Remote Similarity	0.5905	NPC96405
Remote Similarity	0.5902	NPC24802
Remote Similarity	0.59	NPC125597
Remote Similarity	0.5899	NPC314002
Remote Similarity	0.5897	NPC152768
Remote Similarity	0.5897	NPC148183
Remote Similarity	0.5895	NPC313189
Remote Similarity	0.5895	NPC135549
Remote Similarity	0.5894	NPC224632
Remote Similarity	0.5887	NPC123839
Remote Similarity	0.5887	NPC11464
Remote Similarity	0.5877	NPC105758

Drug Structure

NPD1287 OpenBabel08211700192D 24 26 0 0 1 0 0 0 0 0999 V2000 -0.6386 -1.6637 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.4307 -2.6418 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 -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 1.0827 -1.2024 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 0.5000 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 0.1045 -0.9945 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.8660 0.5000 0.0000 C 0 0 2 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 -2.5981 1.5000 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 -5.1962 0.0000 0.0000 F 0 0 0 0 0 0 0 0 0 0 0 0 -3.4641 3.0000 0.0000 F 0 0 0 0 0 0 0 0 0 0 0 0 -1.1738 -3.3109 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 1.5827 -0.3364 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 -1.7321 2.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 1.1215 1.3849 0.0000 S 0 0 0 0 0 0 0 0 0 0 0 0 -2.1249 -3.0019 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -0.9659 -4.2891 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 2.0725 1.6939 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 2 1 0 0 0 0 1 10 1 0 0 0 0 2 17 1 0 0 0 0 3 8 2 0 0 0 0 3 9 1 0 0 0 0 4 8 1 0 0 0 0 5 9 2 0 0 0 0 5 12 1 0 0 0 0 6 10 2 0 0 0 0 6 18 1 0 0 0 0 7 11 1 0 0 0 0 7 20 1 0 0 0 0 8 13 1 0 0 0 0 9 15 1 0 0 0 0 10 19 1 0 0 0 0 11 4 1 6 0 0 0 11 19 1 0 0 0 0 12 13 2 0 0 0 0 12 16 1 0 0 0 0 13 20 1 0 0 0 0 14 18 2 0 0 0 0 14 19 1 0 0 0 0 14 21 1 0 0 0 0 17 22 1 0 0 0 0 17 23 1 0 0 0 0 21 24 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DIB007148
DrugBank
ChEMBL
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID
ChEBI
CAS Number

Drug Properties

Molecular Weight	311.09
ALogP	0.3268
MLogP	2.23
XLogP	2.143
HDA	3
HBD	1
Rotatable Bonds	7
TPSA	91.87
RO5 Violation	0