NPASS drugs

Drug Information

Drug ID:	NPD2423
Drug Name:
Molecular Formula:	C17H17NO3
Canonical SMILES:	CC(=O)N(C/C=C/c1cccc(c1)Oc1ccccc1)O
Standard InCHI:	InChI=1S/C17H17NO3/c1-14(19)18(20)12-6-8-15-7-5-11-17(13-15)21-16-9-3-2-4-10-16/h2-11,13,20H,12H2,1H3/b8-6+
Standard InCHIKey:	CEUDWZXMLMKPNN-SOFGYWHQSA-N
Max Developmental Stage:	Clinical (unspecified phase)
Max Developmental Stage Source:	TTD

Structural Similarity Between NPASS Natural Products and NPD2423

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	106
0.1-0.2	1195
0.2-0.3	4194
0.3-0.4	9297
0.4-0.5	3353
0.5-0.6	9013
0.6-0.7	3522
0.7-0.8	209
0.8-0.85	1
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	0.8047	NPC218323
Intermediate Similarity	0.7786	NPC283079
Intermediate Similarity	0.7698	NPC256369
Intermediate Similarity	0.7638	NPC263835
Intermediate Similarity	0.7597	NPC471315
Intermediate Similarity	0.7597	NPC471314
Intermediate Similarity	0.7556	NPC266425
Intermediate Similarity	0.7556	NPC132308
Intermediate Similarity	0.7536	NPC231572
Intermediate Similarity	0.752	NPC303370
Intermediate Similarity	0.7479	NPC12987
Intermediate Similarity	0.7479	NPC474603
Intermediate Similarity	0.7464	NPC470707
Intermediate Similarity	0.7464	NPC214036
Intermediate Similarity	0.7464	NPC113236
Intermediate Similarity	0.7445	NPC251454
Intermediate Similarity	0.7445	NPC205178
Intermediate Similarity	0.7445	NPC136330
Intermediate Similarity	0.7445	NPC73883
Intermediate Similarity	0.7445	NPC277042
Intermediate Similarity	0.7445	NPC196609
Intermediate Similarity	0.7445	NPC230698
Intermediate Similarity	0.7445	NPC255817
Intermediate Similarity	0.7444	NPC172403
Intermediate Similarity	0.7438	NPC35543
Intermediate Similarity	0.7422	NPC234956
Intermediate Similarity	0.7419	NPC474920
Intermediate Similarity	0.7417	NPC473393
Intermediate Similarity	0.7405	NPC255253
Intermediate Similarity	0.7402	NPC323948
Intermediate Similarity	0.7395	NPC192596
Intermediate Similarity	0.7391	NPC99078
Intermediate Similarity	0.7391	NPC106606
Intermediate Similarity	0.7391	NPC307682
Intermediate Similarity	0.7377	NPC245115
Intermediate Similarity	0.7377	NPC75440
Intermediate Similarity	0.7377	NPC309982
Intermediate Similarity	0.7373	NPC107101
Intermediate Similarity	0.7372	NPC167096
Intermediate Similarity	0.7372	NPC103947
Intermediate Similarity	0.7372	NPC94280
Intermediate Similarity	0.7372	NPC159150
Intermediate Similarity	0.7372	NPC29650
Intermediate Similarity	0.7372	NPC193673
Intermediate Similarity	0.7372	NPC328419
Intermediate Similarity	0.7372	NPC45783
Intermediate Similarity	0.7364	NPC471308
Intermediate Similarity	0.7364	NPC53596
Intermediate Similarity	0.7364	NPC289330
Intermediate Similarity	0.7364	NPC160120
Intermediate Similarity	0.7364	NPC17388
Intermediate Similarity	0.7364	NPC321133
Intermediate Similarity	0.7353	NPC318862
Intermediate Similarity	0.735	NPC470161
Intermediate Similarity	0.7339	NPC255068
Intermediate Similarity	0.7339	NPC166837
Intermediate Similarity	0.7338	NPC252107
Intermediate Similarity	0.7338	NPC318591
Intermediate Similarity	0.7338	NPC220923
Intermediate Similarity	0.7338	NPC231163
Intermediate Similarity	0.7319	NPC196708
Intermediate Similarity	0.7319	NPC138365
Intermediate Similarity	0.7319	NPC96406
Intermediate Similarity	0.7319	NPC180647
Intermediate Similarity	0.7317	NPC82016
Intermediate Similarity	0.7311	NPC51633
Intermediate Similarity	0.7311	NPC307425
Intermediate Similarity	0.7295	NPC151530
Intermediate Similarity	0.7295	NPC157473
Intermediate Similarity	0.7295	NPC258171
Intermediate Similarity	0.7292	NPC296085
Intermediate Similarity	0.7288	NPC471576
Intermediate Similarity	0.7287	NPC43275
Intermediate Similarity	0.728	NPC165646
Intermediate Similarity	0.728	NPC280760
Intermediate Similarity	0.7273	NPC473855
Intermediate Similarity	0.7273	NPC470393
Intermediate Similarity	0.7273	NPC288760
Intermediate Similarity	0.7273	NPC328267
Intermediate Similarity	0.7266	NPC469808
Intermediate Similarity	0.7266	NPC145446
Intermediate Similarity	0.7266	NPC137172
Intermediate Similarity	0.7266	NPC280001
Intermediate Similarity	0.7266	NPC86947
Intermediate Similarity	0.7258	NPC475852
Intermediate Similarity	0.7258	NPC2682
Intermediate Similarity	0.7244	NPC51345
Intermediate Similarity	0.7244	NPC473718
Intermediate Similarity	0.7239	NPC301713
Intermediate Similarity	0.7236	NPC146530
Intermediate Similarity	0.7236	NPC201959
Intermediate Similarity	0.7231	NPC41801
Intermediate Similarity	0.7226	NPC217574
Intermediate Similarity	0.7226	NPC118419
Intermediate Similarity	0.7218	NPC140521
Intermediate Similarity	0.7214	NPC248505
Intermediate Similarity	0.7214	NPC225745
Intermediate Similarity	0.7214	NPC95366
Intermediate Similarity	0.7213	NPC113457
Intermediate Similarity	0.7213	NPC176971
Intermediate Similarity	0.7213	NPC326801
Intermediate Similarity	0.7209	NPC277460
Intermediate Similarity	0.7203	NPC313918
Intermediate Similarity	0.72	NPC245552
Intermediate Similarity	0.72	NPC55300
Intermediate Similarity	0.719	NPC283546
Intermediate Similarity	0.719	NPC38079
Intermediate Similarity	0.719	NPC108875
Intermediate Similarity	0.719	NPC241224
Intermediate Similarity	0.7188	NPC316062
Intermediate Similarity	0.7185	NPC186898
Intermediate Similarity	0.7185	NPC251571
Intermediate Similarity	0.7176	NPC83279
Intermediate Similarity	0.7172	NPC71629
Intermediate Similarity	0.7167	NPC300166
Intermediate Similarity	0.7165	NPC180508
Intermediate Similarity	0.7165	NPC228287
Intermediate Similarity	0.7165	NPC87563
Intermediate Similarity	0.7164	NPC249836
Intermediate Similarity	0.7143	NPC279379
Intermediate Similarity	0.7143	NPC320287
Intermediate Similarity	0.7143	NPC470887
Intermediate Similarity	0.7132	NPC185738
Intermediate Similarity	0.7132	NPC471498
Intermediate Similarity	0.7132	NPC471503
Intermediate Similarity	0.7132	NPC155838
Intermediate Similarity	0.7131	NPC128730
Intermediate Similarity	0.7121	NPC476165
Intermediate Similarity	0.712	NPC95977
Intermediate Similarity	0.712	NPC94045
Intermediate Similarity	0.7109	NPC301321
Intermediate Similarity	0.7109	NPC53906
Intermediate Similarity	0.7094	NPC471581
Intermediate Similarity	0.7092	NPC193528
Intermediate Similarity	0.7092	NPC194359
Intermediate Similarity	0.7092	NPC471316
Intermediate Similarity	0.7092	NPC28641
Intermediate Similarity	0.709	NPC78446
Intermediate Similarity	0.7087	NPC165106
Intermediate Similarity	0.7087	NPC26524
Intermediate Similarity	0.7087	NPC303522
Intermediate Similarity	0.708	NPC35961
Intermediate Similarity	0.708	NPC52029
Intermediate Similarity	0.708	NPC195749
Intermediate Similarity	0.7077	NPC159916
Intermediate Similarity	0.7073	NPC326447
Intermediate Similarity	0.7071	NPC11147
Intermediate Similarity	0.7068	NPC71090
Intermediate Similarity	0.7068	NPC476332
Intermediate Similarity	0.7068	NPC473464
Intermediate Similarity	0.7068	NPC188997
Intermediate Similarity	0.7063	NPC296920
Intermediate Similarity	0.7063	NPC266932
Intermediate Similarity	0.7063	NPC21890
Intermediate Similarity	0.7063	NPC90520
Intermediate Similarity	0.7059	NPC175298
Intermediate Similarity	0.7054	NPC69539
Intermediate Similarity	0.7054	NPC125306
Intermediate Similarity	0.7054	NPC33717
Intermediate Similarity	0.7049	NPC109637
Intermediate Similarity	0.7045	NPC14007
Intermediate Similarity	0.7045	NPC269843
Intermediate Similarity	0.7045	NPC212559
Intermediate Similarity	0.7045	NPC60962
Intermediate Similarity	0.7045	NPC109083
Intermediate Similarity	0.7045	NPC472596
Intermediate Similarity	0.7045	NPC224814
Intermediate Similarity	0.7045	NPC318357
Intermediate Similarity	0.7045	NPC189844
Intermediate Similarity	0.7043	NPC259134
Intermediate Similarity	0.7043	NPC8002
Intermediate Similarity	0.7043	NPC177844
Intermediate Similarity	0.7043	NPC99886
Intermediate Similarity	0.704	NPC474272
Intermediate Similarity	0.7037	NPC320242
Intermediate Similarity	0.7037	NPC141739
Intermediate Similarity	0.7037	NPC87113
Intermediate Similarity	0.7037	NPC3221
Intermediate Similarity	0.7037	NPC136112
Intermediate Similarity	0.7034	NPC244338
Intermediate Similarity	0.7031	NPC276737
Intermediate Similarity	0.7031	NPC22610
Intermediate Similarity	0.7029	NPC114102
Intermediate Similarity	0.7025	NPC310905
Intermediate Similarity	0.7025	NPC12714
Intermediate Similarity	0.7023	NPC471449
Intermediate Similarity	0.7023	NPC37858
Intermediate Similarity	0.7023	NPC98748
Intermediate Similarity	0.7023	NPC163036
Intermediate Similarity	0.7023	NPC264976
Intermediate Similarity	0.7023	NPC85895
Intermediate Similarity	0.7023	NPC137294
Intermediate Similarity	0.7023	NPC51341
Intermediate Similarity	0.7016	NPC233320
Intermediate Similarity	0.7015	NPC217277
Intermediate Similarity	0.7015	NPC261992
Intermediate Similarity	0.7015	NPC211218
Intermediate Similarity	0.7008	NPC280606
Intermediate Similarity	0.7007	NPC471306
Intermediate Similarity	0.7007	NPC226661

Drug Structure

NPD2423 OpenBabel08211702172D 22 23 0 0 0 0 0 0 0 0999 V2000 -2.5981 -1.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.4641 1.0000 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 3.4641 0.0000 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 -3.4641 -0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.7321 1.0000 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 1.7321 1.0000 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 -0.0000 1.0000 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 -0.8660 -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 -1.7321 -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 0.0000 -0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.3301 -1.5000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -3.4641 -3.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -5.1962 -2.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 0.8660 -0.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -5.1962 -3.0000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 14 1 0 0 0 0 2 3 2 0 0 0 0 2 4 1 0 0 0 0 3 9 1 0 0 0 0 4 10 2 0 0 0 0 5 7 2 0 0 0 0 5 11 1 0 0 0 0 6 8 2 0 0 0 0 6 12 1 0 0 0 0 7 15 1 0 0 0 0 8 15 1 0 0 0 0 9 16 2 0 0 0 0 10 16 1 0 0 0 0 11 17 2 0 0 0 0 12 18 1 0 0 0 0 13 15 2 0 0 0 0 13 17 1 0 0 0 0 14 18 1 0 0 0 0 14 19 2 0 0 0 0 16 21 1 0 0 0 0 17 21 1 0 0 0 0 18 20 1 0 0 0 0 20 22 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DNC000364
DrugBank
ChEMBL
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID	6438354
ChEBI
CAS Number

Drug Properties

Molecular Weight	283.12
ALogP	-0.7599
MLogP	2.89
XLogP	4.517
HDA	1
HBD	1
Rotatable Bonds	8
TPSA	49.77
RO5 Violation	0