General Information of the Compound
Compound ID
CP0059646
Compound Name
7-(4-Biphenyl-3-ylmethyl-piperazin-1-yl)-3H-benzooxazol-2-one
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Synonyms
7-(4-(Biphenyl-3-ylmethyl)piperazin-1-yl)benzoxazol-2(3H)-one
7-[4-[(3-phenylphenyl)methyl]piperazin-1-yl]-3H-1,3-benzoxazol-2-one
Bifeprunox
Bifeprunox (USAN/INN)
Bifeprunox [INN]
Bifeprunoxum
Bifeprunoxum [INN-Latin]
DU 127090
DU127090
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Structure
Formula
C24H23N3O2
Molecular Weight
385.467
Canonical SMILES
O=c1[nH]c2cccc(N3CCN(Cc4cccc(c4)-c4ccccc4)CC3)c2o1
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InChI
InChI=1S/C24H23N3O2/c28-24-25-21-10-5-11-22(23(21)29-24)27-14-12-26(13-15-27)17-18-6-4-9-20(16-18)19-7-2-1-3-8-19/h1-11,16H,12-15,17H2,(H,25,28)
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InChIKey
CYGODHVAJQTCBG-UHFFFAOYSA-N
CAS
350992-10-8
Physicochemical Property
logP
4.1103
Rotatable Bonds
4
Heavy Atom Count
29
Polar Areas
52.48
Hydrogen Bond Donor Count
1
Hydrogen Bond Acceptor Count
4
Complexity
29

"RO5" indicates the cutoff set by lipinski's rule of five:

(1) Molecular weight less than 500 Dalton;

(2) xlogp less than 5;

(3) No more than 5 hbonddonor (Hydrogen Bond Donor Count);

(4) No more than 10 hbondacc (Hydrogen Bond Acceptor Count);

(5) No more than 10 rotbonds (Rotatable Bond Count).

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PubChem ID
CID: 208951
SID: 14878213
ChEMBL ID
CHEMBL218166
DrugBank ID
DB04888
Map of Molecular Bioactivity Related to the Compound
Map of Molecular Bioactivity Related to the Compound

Compound
Cell Line
Protein

Bioactivity Value:

<= 0.1 μM
> 0.1 μM and <= 10 μM
> 10 μM
Imprecise Activity
Table of Molecular Bioactivities Related to the Compound
Protein ID: PT00819, 5-hydroxytryptamine receptor 1A
Cell-based Assay
Cell Line ID Cell Line Name Cell Line Organism
CL000017 HeLa Homo sapiens (Human)  1
1
EC50 = 323.59 nM
   TI
   LI
   LO
   TS
Biochemical Assays
1 Ki = 9.3 nM
Protein ID: PT01005, D(2) dopamine receptor
Cell-based Assay
Cell Line ID Cell Line Name Cell Line Organism
CL000011 CHO Cricetulus griseus (Chinese hamster)  2
1
IC50 = 2.9 nM
   TI
   LI
   LO
   TS
2
Ki = 0.6 nM
   TI
   LI
   LO
   TS
CL000006 HEK293 Homo sapiens (Human)  2
1
Ki = 0.04 nM
   TI
   LI
   LO
   TS
2
Ki = 0.1 nM
   TI
   LI
   LO
   TS
Biochemical Assays
1 Ki = 2.2 nM
Clinical Information about the Compound
Drug 1 ( Bifeprunox )
Drug Name Bifeprunox
Company Solvay
Indication
Schizophrenia
Discontinued in Phase 3
Target(s)
5-HT 1A receptor (HTR1A)
Modulator
Dopamine D2 receptor (D2R)
Modulator