NPASS drugs

Drug Information

Drug ID:	NPD5865
Drug Name:
Molecular Formula:	C24H24FNO3
Canonical SMILES:	CN(CC(=O)O)CC[C@H](c1ccc(cc1)F)Oc1ccc(cc1)c1ccccc1
Standard InCHI:	InChI=1S/C24H24FNO3/c1-26(17-24(27)28)16-15-23(20-7-11-21(25)12-8-20)29-22-13-9-19(10-14-22)18-5-3-2-4-6-18/h2-14,23H,15-17H2,1H3,(H,27,28)/t23-/m1/s1
Standard InCHIKey:	FDORQEIHOKEJNX-HSZRJFAPSA-N
Max Developmental Stage:	Clinical (unspecified phase)
Max Developmental Stage Source:	TTD

Structural Similarity Between NPASS Natural Products and NPD5865

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	113
0.1-0.2	814
0.2-0.3	2632
0.3-0.4	9176
0.4-0.5	3978
0.5-0.6	8586
0.6-0.7	5482
0.7-0.8	107
0.8-0.85	2
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	0.8029	NPC255253
Intermediate Similarity	0.8	NPC321133
Intermediate Similarity	0.7899	NPC328267
Intermediate Similarity	0.7651	NPC204546
Intermediate Similarity	0.7616	NPC247298
Intermediate Similarity	0.7609	NPC263835
Intermediate Similarity	0.7586	NPC470392
Intermediate Similarity	0.7568	NPC318591
Intermediate Similarity	0.7568	NPC231163
Intermediate Similarity	0.7535	NPC320242
Intermediate Similarity	0.7516	NPC245974
Intermediate Similarity	0.7483	NPC218323
Intermediate Similarity	0.7467	NPC83289
Intermediate Similarity	0.7467	NPC189724
Intermediate Similarity	0.7467	NPC212850
Intermediate Similarity	0.7451	NPC313414
Intermediate Similarity	0.7413	NPC124776
Intermediate Similarity	0.7405	NPC56635
Intermediate Similarity	0.7405	NPC473855
Intermediate Similarity	0.7394	NPC211218
Intermediate Similarity	0.7379	NPC283079
Intermediate Similarity	0.7372	NPC182119
Intermediate Similarity	0.7343	NPC95733
Intermediate Similarity	0.7343	NPC62101
Intermediate Similarity	0.7292	NPC141739
Intermediate Similarity	0.7292	NPC136112
Intermediate Similarity	0.7292	NPC29477
Intermediate Similarity	0.7286	NPC256369
Intermediate Similarity	0.7286	NPC43275
Intermediate Similarity	0.7273	NPC307020
Intermediate Similarity	0.7246	NPC51345
Intermediate Similarity	0.723	NPC97870
Intermediate Similarity	0.723	NPC118419
Intermediate Similarity	0.723	NPC307123
Intermediate Similarity	0.723	NPC247018
Intermediate Similarity	0.7219	NPC193528
Intermediate Similarity	0.7185	NPC474272
Intermediate Similarity	0.7181	NPC325568
Intermediate Similarity	0.7179	NPC132771
Intermediate Similarity	0.7176	NPC300166
Intermediate Similarity	0.7174	NPC235250
Intermediate Similarity	0.7164	NPC157473
Intermediate Similarity	0.7164	NPC151530
Intermediate Similarity	0.7162	NPC249425
Intermediate Similarity	0.7153	NPC470887
Intermediate Similarity	0.7153	NPC279379
Intermediate Similarity	0.7143	NPC470393
Intermediate Similarity	0.7134	NPC254700
Intermediate Similarity	0.7132	NPC25067
Intermediate Similarity	0.7132	NPC231251
Intermediate Similarity	0.7132	NPC88868
Intermediate Similarity	0.7122	NPC296526
Intermediate Similarity	0.7117	NPC329640
Intermediate Similarity	0.7115	NPC9373
Intermediate Similarity	0.7115	NPC145304
Intermediate Similarity	0.7114	NPC274732
Intermediate Similarity	0.7113	NPC103916
Intermediate Similarity	0.7111	NPC201959
Intermediate Similarity	0.7108	NPC329717
Intermediate Similarity	0.7101	NPC35344
Intermediate Similarity	0.7101	NPC26524
Intermediate Similarity	0.7101	NPC141003
Intermediate Similarity	0.7091	NPC233650
Intermediate Similarity	0.709	NPC176971
Intermediate Similarity	0.709	NPC113457
Intermediate Similarity	0.7086	NPC11147
Intermediate Similarity	0.7083	NPC471315
Intermediate Similarity	0.7083	NPC471314
Intermediate Similarity	0.7083	NPC150026
Intermediate Similarity	0.7083	NPC164608
Intermediate Similarity	0.7081	NPC207675
Intermediate Similarity	0.7081	NPC212699
Intermediate Similarity	0.7078	NPC470925
Intermediate Similarity	0.7075	NPC172403
Intermediate Similarity	0.7068	NPC108875
Intermediate Similarity	0.7068	NPC38079
Intermediate Similarity	0.7068	NPC283546
Intermediate Similarity	0.7063	NPC131868
Intermediate Similarity	0.7048	NPC134858
Intermediate Similarity	0.7048	NPC169743
Intermediate Similarity	0.7048	NPC469505
Intermediate Similarity	0.7045	NPC307425
Intermediate Similarity	0.7042	NPC264976
Intermediate Similarity	0.7042	NPC234956
Intermediate Similarity	0.7039	NPC231884
Intermediate Similarity	0.7039	NPC106606
Intermediate Similarity	0.7039	NPC42793
Intermediate Similarity	0.7039	NPC167944
Intermediate Similarity	0.7025	NPC253883
Intermediate Similarity	0.7025	NPC144863
Intermediate Similarity	0.7025	NPC95075
Intermediate Similarity	0.7025	NPC476151
Intermediate Similarity	0.7025	NPC90844
Intermediate Similarity	0.7021	NPC263754
Intermediate Similarity	0.7021	NPC183154
Intermediate Similarity	0.7019	NPC26601
Intermediate Similarity	0.7018	NPC241704
Intermediate Similarity	0.7015	NPC128730
Intermediate Similarity	0.7015	NPC473393
Intermediate Similarity	0.7014	NPC251259
Intermediate Similarity	0.7013	NPC314682
Intermediate Similarity	0.7007	NPC63345
Intermediate Similarity	0.7007	NPC301713
Intermediate Similarity	0.7007	NPC95977
Intermediate Similarity	0.7006	NPC474858
Intermediate Similarity	0.7006	NPC189908
Intermediate Similarity	0.7006	NPC185838
Intermediate Similarity	0.7	NPC303370
Intermediate Similarity	0.7	NPC471953
Remote Similarity	0.6993	NPC120852
Remote Similarity	0.6992	NPC192596
Remote Similarity	0.6988	NPC473502
Remote Similarity	0.6986	NPC89630
Remote Similarity	0.6985	NPC75440
Remote Similarity	0.6985	NPC291837
Remote Similarity	0.6981	NPC214239
Remote Similarity	0.6981	NPC470935
Remote Similarity	0.6981	NPC471032
Remote Similarity	0.6978	NPC109241
Remote Similarity	0.6974	NPC184269
Remote Similarity	0.697	NPC107101
Remote Similarity	0.697	NPC472923
Remote Similarity	0.697	NPC316797
Remote Similarity	0.6968	NPC188163
Remote Similarity	0.6968	NPC474915
Remote Similarity	0.6968	NPC328750
Remote Similarity	0.6968	NPC213206
Remote Similarity	0.6966	NPC100099
Remote Similarity	0.6966	NPC36016
Remote Similarity	0.6964	NPC150879
Remote Similarity	0.6964	NPC210140
Remote Similarity	0.6963	NPC326801
Remote Similarity	0.6963	NPC326447
Remote Similarity	0.6962	NPC101255
Remote Similarity	0.6962	NPC296085
Remote Similarity	0.6962	NPC43716
Remote Similarity	0.6962	NPC475719
Remote Similarity	0.6959	NPC473993
Remote Similarity	0.6957	NPC166837
Remote Similarity	0.6954	NPC266425
Remote Similarity	0.6948	NPC131198
Remote Similarity	0.6948	NPC282087
Remote Similarity	0.6948	NPC231572
Remote Similarity	0.6948	NPC259800
Remote Similarity	0.6948	NPC317741
Remote Similarity	0.6948	NPC328137
Remote Similarity	0.6948	NPC241086
Remote Similarity	0.6948	NPC318984
Remote Similarity	0.6948	NPC318028
Remote Similarity	0.6946	NPC186617
Remote Similarity	0.6939	NPC81641
Remote Similarity	0.6939	NPC133407
Remote Similarity	0.6939	NPC28476
Remote Similarity	0.6937	NPC92541
Remote Similarity	0.6937	NPC211296
Remote Similarity	0.6937	NPC477565
Remote Similarity	0.6937	NPC103379
Remote Similarity	0.6937	NPC219162
Remote Similarity	0.6936	NPC32154
Remote Similarity	0.6936	NPC220961
Remote Similarity	0.6933	NPC287757
Remote Similarity	0.6933	NPC319320
Remote Similarity	0.6928	NPC469479
Remote Similarity	0.6928	NPC307682
Remote Similarity	0.6923	NPC138149
Remote Similarity	0.6923	NPC172253
Remote Similarity	0.6923	NPC163036
Remote Similarity	0.6923	NPC59561
Remote Similarity	0.6919	NPC32064
Remote Similarity	0.6919	NPC474470
Remote Similarity	0.6918	NPC321505
Remote Similarity	0.6918	NPC38761
Remote Similarity	0.6918	NPC115144
Remote Similarity	0.6918	NPC76465
Remote Similarity	0.6918	NPC324081
Remote Similarity	0.6918	NPC315807
Remote Similarity	0.6918	NPC277857
Remote Similarity	0.6918	NPC191376
Remote Similarity	0.6918	NPC179825
Remote Similarity	0.6917	NPC51633
Remote Similarity	0.6914	NPC276120
Remote Similarity	0.6913	NPC176590
Remote Similarity	0.6913	NPC210674
Remote Similarity	0.6913	NPC219923
Remote Similarity	0.6909	NPC221864
Remote Similarity	0.6906	NPC199462
Remote Similarity	0.6906	NPC280760
Remote Similarity	0.6905	NPC471568
Remote Similarity	0.6905	NPC473693
Remote Similarity	0.6903	NPC24635
Remote Similarity	0.6903	NPC470709
Remote Similarity	0.6901	NPC25648
Remote Similarity	0.6899	NPC130926
Remote Similarity	0.6897	NPC127389
Remote Similarity	0.6897	NPC290451
Remote Similarity	0.6894	NPC47672
Remote Similarity	0.6894	NPC274026
Remote Similarity	0.6893	NPC64140
Remote Similarity	0.6893	NPC174122
Remote Similarity	0.6893	NPC469437

Drug Structure

NPD5865 OpenBabel08211708292D 30 32 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 4.3301 -2.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.4641 -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 2.5981 -2.5000 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 -0.8660 -1.5000 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 0.0000 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 -2.5000 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 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 2.5981 -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 -1.7321 -3.0000 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 2 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 -1.7321 -4.0000 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 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 0.8660 3.5000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 26 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 18 2 0 0 0 0 6 18 1 0 0 0 0 7 11 1 0 0 0 0 7 20 2 0 0 0 0 8 12 2 0 0 0 0 8 20 1 0 0 0 0 9 13 1 0 0 0 0 9 19 2 0 0 0 0 10 14 2 0 0 0 0 10 19 1 0 0 0 0 11 21 2 0 0 0 0 12 21 1 0 0 0 0 13 22 2 0 0 0 0 14 22 1 0 0 0 0 15 16 1 0 0 0 0 16 26 1 0 0 0 0 17 24 1 0 0 0 0 17 26 1 0 0 0 0 18 19 1 0 0 0 0 20 23 1 0 0 0 0 21 25 1 0 0 0 0 22 29 1 0 0 0 0 23 15 1 1 0 0 0 23 29 1 0 0 0 0 24 27 2 0 0 0 0 24 28 1 0 0 0 0 28 30 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DCL000690
DrugBank
ChEMBL
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID	6604909
ChEBI
CAS Number

Drug Properties

Molecular Weight	393.17
ALogP	-0.3273
MLogP	3.55
XLogP	7.657
HDA	3
HBD	1
Rotatable Bonds	12
TPSA	49.77
RO5 Violation	1