NPASS drugs

Drug Information

Drug ID:	NPD2082
Drug Name:
Molecular Formula:	C16H19FN2O4
Canonical SMILES:	Fc1ccc(cc1)OC[C@@H]1CC[C@H](O1)C#CCCN(C(=N)O)O
Standard InCHI:	InChI=1S/C16H19FN2O4/c17-12-4-6-13(7-5-12)22-11-15-9-8-14(23-15)3-1-2-10-19(21)16(18)20/h4-7,14-15,21H,2,8-11H2,(H2,18,20)/t14-,15+/m1/s1
Standard InCHIKey:	YANONWCPCKIWEC-CABCVRRESA-N
Max Developmental Stage:	Clinical (unspecified phase)
Max Developmental Stage Source:	TTD

Structural Similarity Between NPASS Natural Products and NPD2082

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	120
0.1-0.2	1481
0.2-0.3	8400
0.3-0.4	6414
0.4-0.5	8176
0.5-0.6	6044
0.6-0.7	254
0.7-0.8	1
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	0.7008	NPC41594
Remote Similarity	0.6992	NPC313918
Remote Similarity	0.6917	NPC318429
Remote Similarity	0.6818	NPC115379
Remote Similarity	0.6794	NPC95977
Remote Similarity	0.6767	NPC301735
Remote Similarity	0.6738	NPC141739
Remote Similarity	0.6738	NPC320242
Remote Similarity	0.6738	NPC136112
Remote Similarity	0.673	NPC22014
Remote Similarity	0.669	NPC247018
Remote Similarity	0.669	NPC307123
Remote Similarity	0.669	NPC97870
Remote Similarity	0.6642	NPC101503
Remote Similarity	0.6615	NPC473653
Remote Similarity	0.6597	NPC471321
Remote Similarity	0.6597	NPC471306
Remote Similarity	0.6596	NPC328267
Remote Similarity	0.6593	NPC142319
Remote Similarity	0.6535	NPC314803
Remote Similarity	0.6535	NPC132725
Remote Similarity	0.6522	NPC228907
Remote Similarity	0.6475	NPC256369
Remote Similarity	0.6463	NPC274732
Remote Similarity	0.6449	NPC9248
Remote Similarity	0.6443	NPC237227
Remote Similarity	0.6434	NPC287429
Remote Similarity	0.6429	NPC263835
Remote Similarity	0.6418	NPC46844
Remote Similarity	0.6412	NPC17537
Remote Similarity	0.6412	NPC8302
Remote Similarity	0.6389	NPC470510
Remote Similarity	0.6387	NPC313414
Remote Similarity	0.6385	NPC192596
Remote Similarity	0.6383	NPC469412
Remote Similarity	0.6383	NPC198734
Remote Similarity	0.637	NPC166837
Remote Similarity	0.6364	NPC211218
Remote Similarity	0.6358	NPC231163
Remote Similarity	0.6358	NPC318591
Remote Similarity	0.634	NPC195814
Remote Similarity	0.6338	NPC57751
Remote Similarity	0.6333	NPC264956
Remote Similarity	0.6319	NPC95733
Remote Similarity	0.6319	NPC62101
Remote Similarity	0.6316	NPC194034
Remote Similarity	0.6316	NPC36434
Remote Similarity	0.6312	NPC469708
Remote Similarity	0.6312	NPC60589
Remote Similarity	0.6308	NPC51633
Remote Similarity	0.6301	NPC198798
Remote Similarity	0.6294	NPC71090
Remote Similarity	0.629	NPC302546
Remote Similarity	0.6288	NPC470393
Remote Similarity	0.6281	NPC125306
Remote Similarity	0.6277	NPC26524
Remote Similarity	0.6276	NPC29477
Remote Similarity	0.6275	NPC298821
Remote Similarity	0.6269	NPC146530
Remote Similarity	0.6269	NPC309982
Remote Similarity	0.6268	NPC199023
Remote Similarity	0.6268	NPC269242
Remote Similarity	0.6268	NPC475529
Remote Similarity	0.6268	NPC83279
Remote Similarity	0.626	NPC206876
Remote Similarity	0.625	NPC266932
Remote Similarity	0.6242	NPC471953
Remote Similarity	0.6234	NPC123761
Remote Similarity	0.6234	NPC204546
Remote Similarity	0.6233	NPC171533
Remote Similarity	0.6224	NPC226712
Remote Similarity	0.622	NPC16649
Remote Similarity	0.6218	NPC136951
Remote Similarity	0.6218	NPC97004
Remote Similarity	0.6218	NPC161155
Remote Similarity	0.6214	NPC323948
Remote Similarity	0.6212	NPC108875
Remote Similarity	0.6212	NPC38079
Remote Similarity	0.621	NPC47422
Remote Similarity	0.6207	NPC25817
Remote Similarity	0.6207	NPC109822
Remote Similarity	0.6207	NPC94276
Remote Similarity	0.6204	NPC165646
Remote Similarity	0.6203	NPC277857
Remote Similarity	0.6203	NPC115144
Remote Similarity	0.6202	NPC95755
Remote Similarity	0.6194	NPC251306
Remote Similarity	0.6187	NPC303370
Remote Similarity	0.6181	NPC150026
Remote Similarity	0.6178	NPC97282
Remote Similarity	0.6176	NPC88868
Remote Similarity	0.6176	NPC231251
Remote Similarity	0.6176	NPC25067
Remote Similarity	0.6174	NPC474491
Remote Similarity	0.6174	NPC11089
Remote Similarity	0.6169	NPC83289
Remote Similarity	0.6169	NPC212850
Remote Similarity	0.6169	NPC189724
Remote Similarity	0.6165	NPC307875
Remote Similarity	0.6164	NPC152186
Remote Similarity	0.6164	NPC71105
Remote Similarity	0.6164	NPC207541
Remote Similarity	0.6164	NPC170583
Remote Similarity	0.6164	NPC194519
Remote Similarity	0.6164	NPC246133
Remote Similarity	0.6164	NPC182147
Remote Similarity	0.6154	NPC276195
Remote Similarity	0.6154	NPC471576
Remote Similarity	0.6154	NPC183262
Remote Similarity	0.6149	NPC474560
Remote Similarity	0.6148	NPC291837
Remote Similarity	0.6148	NPC23837
Remote Similarity	0.6145	NPC247251
Remote Similarity	0.6138	NPC217854
Remote Similarity	0.6136	NPC305205
Remote Similarity	0.6134	NPC124576
Remote Similarity	0.6133	NPC162801
Remote Similarity	0.6131	NPC55300
Remote Similarity	0.6122	NPC178284
Remote Similarity	0.6122	NPC298845
Remote Similarity	0.6122	NPC251466
Remote Similarity	0.6122	NPC191037
Remote Similarity	0.6122	NPC233559
Remote Similarity	0.6122	NPC58607
Remote Similarity	0.6122	NPC206882
Remote Similarity	0.6122	NPC156944
Remote Similarity	0.6119	NPC232654
Remote Similarity	0.6115	NPC235250
Remote Similarity	0.6111	NPC57268
Remote Similarity	0.6111	NPC126935
Remote Similarity	0.6111	NPC172676
Remote Similarity	0.6111	NPC216929
Remote Similarity	0.6111	NPC312713
Remote Similarity	0.6111	NPC65933
Remote Similarity	0.6104	NPC299583
Remote Similarity	0.6096	NPC293701
Remote Similarity	0.6096	NPC300955
Remote Similarity	0.6096	NPC74478
Remote Similarity	0.6096	NPC221090
Remote Similarity	0.6096	NPC48990
Remote Similarity	0.6096	NPC114901
Remote Similarity	0.6094	NPC114325
Remote Similarity	0.6093	NPC132308
Remote Similarity	0.6093	NPC230219
Remote Similarity	0.6084	NPC41801
Remote Similarity	0.6084	NPC321133
Remote Similarity	0.6081	NPC41706
Remote Similarity	0.6081	NPC469621
Remote Similarity	0.6081	NPC37074
Remote Similarity	0.6081	NPC474119
Remote Similarity	0.6081	NPC191302
Remote Similarity	0.6081	NPC186898
Remote Similarity	0.6081	NPC98745
Remote Similarity	0.6081	NPC469386
Remote Similarity	0.6081	NPC99798
Remote Similarity	0.6081	NPC183181
Remote Similarity	0.6081	NPC140750
Remote Similarity	0.6081	NPC292056
Remote Similarity	0.6081	NPC291449
Remote Similarity	0.6081	NPC147821
Remote Similarity	0.6081	NPC157740
Remote Similarity	0.6081	NPC118787
Remote Similarity	0.6081	NPC163332
Remote Similarity	0.6081	NPC319625
Remote Similarity	0.6081	NPC41331
Remote Similarity	0.6081	NPC111247
Remote Similarity	0.608	NPC157213
Remote Similarity	0.6078	NPC106606
Remote Similarity	0.6074	NPC258171
Remote Similarity	0.6069	NPC261661
Remote Similarity	0.6069	NPC152722
Remote Similarity	0.6069	NPC476142
Remote Similarity	0.6069	NPC298486
Remote Similarity	0.6062	NPC470935
Remote Similarity	0.6062	NPC471032
Remote Similarity	0.6056	NPC329980
Remote Similarity	0.6054	NPC81641
Remote Similarity	0.6053	NPC25821
Remote Similarity	0.6053	NPC26394
Remote Similarity	0.6053	NPC215037
Remote Similarity	0.6053	NPC85435
Remote Similarity	0.6053	NPC282477
Remote Similarity	0.6053	NPC284855
Remote Similarity	0.6051	NPC178466
Remote Similarity	0.6051	NPC63628
Remote Similarity	0.6045	NPC42383
Remote Similarity	0.6042	NPC267064
Remote Similarity	0.604	NPC128208
Remote Similarity	0.604	NPC147247
Remote Similarity	0.604	NPC302378
Remote Similarity	0.604	NPC222572
Remote Similarity	0.604	NPC282703
Remote Similarity	0.604	NPC11258
Remote Similarity	0.604	NPC184733
Remote Similarity	0.604	NPC87224
Remote Similarity	0.604	NPC247146
Remote Similarity	0.604	NPC129570
Remote Similarity	0.604	NPC246974
Remote Similarity	0.604	NPC470084
Remote Similarity	0.604	NPC45774

Drug Structure

NPD2082 OpenBabel08211701392D 26 27 0 0 1 0 0 0 0 0999 V2000 1.7916 2.0350 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.1984 2.9485 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 -4.4347 -1.4945 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.5686 -2.9945 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.5686 -0.9945 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.7026 -2.4945 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 0.8090 -1.4013 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.1929 3.0531 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 -4.4347 -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 0.9781 0.2079 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 -0.1045 -0.9945 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 4.5941 4.0712 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -5.3007 -2.9945 0.0000 F 0 0 0 0 0 0 0 0 0 0 0 0 5.1819 3.2621 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 3.5996 3.9666 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 5.0009 4.9847 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 3.0118 4.7756 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -1.8366 -0.9945 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -0.0000 -0.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 6.1764 3.3667 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 5.9954 5.0892 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 3.4186 5.6892 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 2 1 0 0 0 0 1 3 3 0 0 0 0 2 10 1 0 0 0 0 4 6 1 0 0 0 0 4 12 2 0 0 0 0 5 7 2 0 0 0 0 5 12 1 0 0 0 0 6 13 2 0 0 0 0 7 13 1 0 0 0 0 8 9 1 0 0 0 0 8 14 1 0 0 0 0 9 15 1 0 0 0 0 10 19 1 0 0 0 0 11 22 1 0 0 0 0 12 17 1 0 0 0 0 13 22 1 0 0 0 0 14 3 1 6 0 0 0 14 23 1 0 0 0 0 15 11 1 1 0 0 0 15 23 1 0 0 0 0 16 18 2 0 0 0 0 16 19 1 0 0 0 0 16 20 1 0 0 0 0 18 24 1 0 0 0 0 19 21 1 0 0 0 0 20 25 1 0 0 0 0 21 26 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DNC005863
DrugBank
ChEMBL
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID	9905233
ChEBI
CAS Number

Drug Properties

Molecular Weight	322.13
ALogP	-0.1709
MLogP	2.45
XLogP	2.344
HDA	3
HBD	3
Rotatable Bonds	9
TPSA	86.01
RO5 Violation	0