NPASS drugs

Drug Information

Drug ID:	NPD3374
Drug Name:
Molecular Formula:	C19H20F3NO3
Canonical SMILES:	[O-]C(=O)CN(CCC(c1ccccc1)Oc1ccc(cc1)C(F)(F)F)C
Standard InCHI:	InChI=1S/C19H20F3NO3/c1-23(13-18(24)25)12-11-17(14-5-3-2-4-6-14)26-16-9-7-15(8-10-16)19(20,21)22/h2-10,17H,11-13H2,1H3,(H,24,25)/p-1
Standard InCHIKey:	KZWQAWBTWNPFPW-UHFFFAOYSA-M
Max Developmental Stage:	Clinical (unspecified phase)
Max Developmental Stage Source:	TTD

Structural Similarity Between NPASS Natural Products and NPD3374

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	117
0.1-0.2	844
0.2-0.3	3276
0.3-0.4	9661
0.4-0.5	3646
0.5-0.6	9569
0.6-0.7	3626
0.7-0.8	150
0.8-0.85	0
0.85-0.9	1
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
High Similarity	0.8672	NPC328267
Intermediate Similarity	0.797	NPC255253
Intermediate Similarity	0.7886	NPC473855
Intermediate Similarity	0.7852	NPC124776
Intermediate Similarity	0.7803	NPC263835
Intermediate Similarity	0.7803	NPC321133
Intermediate Similarity	0.777	NPC470392
Intermediate Similarity	0.7721	NPC320242
Intermediate Similarity	0.7681	NPC283079
Intermediate Similarity	0.7664	NPC218323
Intermediate Similarity	0.7639	NPC83289
Intermediate Similarity	0.7639	NPC212850
Intermediate Similarity	0.7639	NPC189724
Intermediate Similarity	0.7619	NPC157473
Intermediate Similarity	0.7619	NPC151530
Intermediate Similarity	0.7586	NPC204546
Intermediate Similarity	0.7578	NPC25067
Intermediate Similarity	0.7578	NPC88868
Intermediate Similarity	0.7578	NPC231251
Intermediate Similarity	0.7574	NPC211218
Intermediate Similarity	0.754	NPC176971
Intermediate Similarity	0.7538	NPC26524
Intermediate Similarity	0.752	NPC283546
Intermediate Similarity	0.7518	NPC95733
Intermediate Similarity	0.7518	NPC62101
Intermediate Similarity	0.75	NPC307425
Intermediate Similarity	0.7464	NPC29477
Intermediate Similarity	0.7464	NPC141739
Intermediate Similarity	0.7464	NPC136112
Intermediate Similarity	0.7463	NPC43275
Intermediate Similarity	0.7463	NPC256369
Intermediate Similarity	0.746	NPC128730
Intermediate Similarity	0.746	NPC473393
Intermediate Similarity	0.7445	NPC279379
Intermediate Similarity	0.7442	NPC95977
Intermediate Similarity	0.7432	NPC247298
Intermediate Similarity	0.7424	NPC51345
Intermediate Similarity	0.7422	NPC291837
Intermediate Similarity	0.7419	NPC107101
Intermediate Similarity	0.7402	NPC326447
Intermediate Similarity	0.7394	NPC97870
Intermediate Similarity	0.7394	NPC307123
Intermediate Similarity	0.7394	NPC247018
Intermediate Similarity	0.7383	NPC189908
Intermediate Similarity	0.7383	NPC313414
Intermediate Similarity	0.7379	NPC318591
Intermediate Similarity	0.7379	NPC231163
Intermediate Similarity	0.7357	NPC172403
Intermediate Similarity	0.7351	NPC214239
Intermediate Similarity	0.7348	NPC235250
Intermediate Similarity	0.7343	NPC266425
Intermediate Similarity	0.7333	NPC132771
Intermediate Similarity	0.7333	NPC245974
Intermediate Similarity	0.7333	NPC296085
Intermediate Similarity	0.7323	NPC238115
Intermediate Similarity	0.7323	NPC470393
Intermediate Similarity	0.731	NPC307682
Intermediate Similarity	0.7302	NPC179686
Intermediate Similarity	0.7293	NPC296526
Intermediate Similarity	0.728	NPC316797
Intermediate Similarity	0.7279	NPC470709
Intermediate Similarity	0.7278	NPC254700
Intermediate Similarity	0.7273	NPC274732
Intermediate Similarity	0.7273	NPC118419
Intermediate Similarity	0.7261	NPC329640
Intermediate Similarity	0.7259	NPC293424
Intermediate Similarity	0.7258	NPC313918
Intermediate Similarity	0.7244	NPC108875
Intermediate Similarity	0.7244	NPC38079
Intermediate Similarity	0.7244	NPC109637
Intermediate Similarity	0.7241	NPC196708
Intermediate Similarity	0.7231	NPC259554
Intermediate Similarity	0.7231	NPC474272
Intermediate Similarity	0.7226	NPC56635
Intermediate Similarity	0.7219	NPC71629
Intermediate Similarity	0.7211	NPC40321
Intermediate Similarity	0.7206	NPC264976
Intermediate Similarity	0.7206	NPC234956
Intermediate Similarity	0.72	NPC471576
Intermediate Similarity	0.7194	NPC470887
Intermediate Similarity	0.7194	NPC307020
Intermediate Similarity	0.7188	NPC42383
Intermediate Similarity	0.7183	NPC210674
Intermediate Similarity	0.7176	NPC473809
Intermediate Similarity	0.7165	NPC192596
Intermediate Similarity	0.7164	NPC303370
Intermediate Similarity	0.7154	NPC97811
Intermediate Similarity	0.7153	NPC471953
Intermediate Similarity	0.7152	NPC9373
Intermediate Similarity	0.7143	NPC474858
Intermediate Similarity	0.7143	NPC303522
Intermediate Similarity	0.7132	NPC277460
Intermediate Similarity	0.7132	NPC113457
Intermediate Similarity	0.7132	NPC1065
Intermediate Similarity	0.7132	NPC326801
Intermediate Similarity	0.7123	NPC11147
Intermediate Similarity	0.7121	NPC166837
Intermediate Similarity	0.7107	NPC472923
Intermediate Similarity	0.7101	NPC267064
Intermediate Similarity	0.7101	NPC180006
Intermediate Similarity	0.7101	NPC235190
Intermediate Similarity	0.7099	NPC149545
Intermediate Similarity	0.7095	NPC328137
Intermediate Similarity	0.7095	NPC282087
Intermediate Similarity	0.7095	NPC317741
Intermediate Similarity	0.7095	NPC259800
Intermediate Similarity	0.7095	NPC318984
Intermediate Similarity	0.7095	NPC241086
Intermediate Similarity	0.7095	NPC318028
Intermediate Similarity	0.7092	NPC110131
Intermediate Similarity	0.7087	NPC51633
Intermediate Similarity	0.7087	NPC300166
Intermediate Similarity	0.7083	NPC307042
Intermediate Similarity	0.7083	NPC476399
Intermediate Similarity	0.7083	NPC79184
Intermediate Similarity	0.7081	NPC186617
Intermediate Similarity	0.708	NPC59561
Intermediate Similarity	0.708	NPC172253
Intermediate Similarity	0.7078	NPC182119
Intermediate Similarity	0.7075	NPC231884
Intermediate Similarity	0.7075	NPC42793
Intermediate Similarity	0.7075	NPC167944
Intermediate Similarity	0.7071	NPC315807
Intermediate Similarity	0.7059	NPC263754
Intermediate Similarity	0.7059	NPC183154
Intermediate Similarity	0.7055	NPC29650
Intermediate Similarity	0.7045	NPC63345
Intermediate Similarity	0.7045	NPC183700
Intermediate Similarity	0.7042	NPC301713
Intermediate Similarity	0.7037	NPC473693
Intermediate Similarity	0.7037	NPC471568
Intermediate Similarity	0.7037	NPC329717
Intermediate Similarity	0.7032	NPC47672
Intermediate Similarity	0.7029	NPC473290
Intermediate Similarity	0.7029	NPC471504
Intermediate Similarity	0.7027	NPC193528
Intermediate Similarity	0.7027	NPC252107
Intermediate Similarity	0.7023	NPC206341
Intermediate Similarity	0.7021	NPC89630
Intermediate Similarity	0.702	NPC135349
Intermediate Similarity	0.7019	NPC473502
Intermediate Similarity	0.7007	NPC96705
Intermediate Similarity	0.7007	NPC101503
Intermediate Similarity	0.7007	NPC138365
Intermediate Similarity	0.7007	NPC159916
Intermediate Similarity	0.7006	NPC233926
Intermediate Similarity	0.7006	NPC212699
Intermediate Similarity	0.7006	NPC207675
Intermediate Similarity	0.7	NPC471315
Intermediate Similarity	0.7	NPC471314
Intermediate Similarity	0.7	NPC298486
Remote Similarity	0.6992	NPC245552
Remote Similarity	0.6992	NPC321956
Remote Similarity	0.6986	NPC132308
Remote Similarity	0.6986	NPC325568
Remote Similarity	0.698	NPC231572
Remote Similarity	0.698	NPC197239
Remote Similarity	0.698	NPC326860
Remote Similarity	0.6978	NPC163200
Remote Similarity	0.6978	NPC318357
Remote Similarity	0.6977	NPC2518
Remote Similarity	0.6975	NPC469505
Remote Similarity	0.6974	NPC161155
Remote Similarity	0.6974	NPC97004
Remote Similarity	0.6974	NPC136951
Remote Similarity	0.697	NPC234639
Remote Similarity	0.6968	NPC258222
Remote Similarity	0.6966	NPC45191
Remote Similarity	0.6962	NPC319320
Remote Similarity	0.6962	NPC287757
Remote Similarity	0.6959	NPC106606
Remote Similarity	0.6959	NPC99078
Remote Similarity	0.6957	NPC98748
Remote Similarity	0.6957	NPC281356
Remote Similarity	0.6954	NPC266741
Remote Similarity	0.695	NPC320287
Remote Similarity	0.6948	NPC324081
Remote Similarity	0.6947	NPC186469
Remote Similarity	0.6947	NPC260952
Remote Similarity	0.6944	NPC219923
Remote Similarity	0.6943	NPC206372
Remote Similarity	0.6943	NPC203424
Remote Similarity	0.694	NPC280760
Remote Similarity	0.694	NPC199462
Remote Similarity	0.6934	NPC323948
Remote Similarity	0.6933	NPC314682
Remote Similarity	0.6929	NPC100870
Remote Similarity	0.6928	NPC17760
Remote Similarity	0.6928	NPC97282
Remote Similarity	0.6923	NPC120225
Remote Similarity	0.6923	NPC213552
Remote Similarity	0.6923	NPC139891
Remote Similarity	0.6917	NPC475852
Remote Similarity	0.6913	NPC220923
Remote Similarity	0.6913	NPC14600
Remote Similarity	0.6913	NPC470707
Remote Similarity	0.6913	NPC312770
Remote Similarity	0.6913	NPC204848
Remote Similarity	0.6913	NPC225745
Remote Similarity	0.6913	NPC160607

Drug Structure

NPD3374 OpenBabel08211703112D 26 27 0 0 1 0 0 0 0 0999 V2000 -1.7321 3.0000 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 -2.5981 -2.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.8660 -2.5000 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 -0.8660 -1.5000 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 1.7321 -0.0000 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 0.8660 0.5000 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 -2.5981 1.5000 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 -1.7321 -1.0000 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 0.0000 -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 3 0 0 0 0 0 0 0 0 0 0.0000 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 3.5981 -1.5000 0.0000 F 0 0 0 0 0 0 0 0 0 0 0 0 3.0981 -0.6340 0.0000 F 0 0 0 0 0 0 0 0 0 0 0 0 2.5981 -2.5000 0.0000 F 0 0 0 0 0 0 0 0 0 0 0 0 -1.7321 2.0000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 0.8660 1.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 0.0000 3.0000 0.0000 O 0 5 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 1 23 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 14 2 0 0 0 0 6 14 1 0 0 0 0 7 9 1 0 0 0 0 7 15 2 0 0 0 0 8 10 2 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 12 1 0 0 0 0 11 17 1 0 0 0 0 12 23 1 0 0 0 0 13 18 1 0 0 0 0 13 23 1 0 0 0 0 14 17 1 0 0 0 0 15 19 1 0 0 0 0 16 26 1 0 0 0 0 17 26 1 0 0 0 0 18 24 2 0 0 0 0 18 25 1 0 0 0 0 19 20 1 0 0 0 0 19 21 1 0 0 0 0 19 22 1 0 0 0 0 M CHG 1 25 -1 M END $$$$

External Identifiers

TTD	DPR000084
DrugBank
ChEMBL
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID	23670635
ChEBI
CAS Number

Drug Properties

Molecular Weight	366.13
ALogP	-0.3867
MLogP	2.78
XLogP	5.523
HDA	3
HBD	0
Rotatable Bonds	14
TPSA	52.6
RO5 Violation	1