General Information of the Compound
Compound ID
CP0040191
Compound Name
2-Hydroxy-2-methyl-N-(4-nitro-3-trifluoromethyl-phenyl)-propionamide
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Synonyms
2-Hydroxy-2-methyl-N-(4-nitro-3-(trifluoromethyl)phenyl)propanamide
2-hydroxy-2-methyl-N-[4-nitro-3-(trifluoromethyl)phenyl]propanamide
Alpha, alpha, alpha-trifluoro-2-methyl-4'-nitro-m-lactotoluidide
Alpha,alpha,alpha-Trifluoro-2-methyl-4'-nitro-m-lactotoluidide
HFT
Hydroxy-flutamide
Hydroxyflutamide
Hydroxyniphtholide
OH-flutamide
PC1193
Sch 16423
Sch-16423
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Structure
Formula
C11H11F3N2O4
Molecular Weight
292.213
Canonical SMILES
CC(C)(O)C(=O)Nc1ccc(c(c1)C(F)(F)F)[N+]([O-])=O
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InChI
InChI=1S/C11H11F3N2O4/c1-10(2,18)9(17)15-6-3-4-8(16(19)20)7(5-6)11(12,13)14/h3-5,18H,1-2H3,(H,15,17)
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InChIKey
YPQLFJODEKMJEF-UHFFFAOYSA-N
CAS
52806-53-8
Physicochemical Property
logP
2.323
Rotatable Bonds
3
Heavy Atom Count
20
Polar Areas
92.47
Hydrogen Bond Donor Count
2
Hydrogen Bond Acceptor Count
4
Complexity
20

"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: 91649
SID: 14898038
ChEMBL ID
CHEMBL491
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: PT00894, Androgen receptor
Cell-based Assay
Cell Line ID Cell Line Name Cell Line Organism
CL000044 CV-1 Chlorocebus aethiops (Green monkey)  2
1
IC50 = 15 nM
   TI
   LI
   LO
   TS
2
IC50 = 43 nM
   TI
   LI
   LO
   TS
CL000053 COS-7 Chlorocebus aethiops (Green monkey)  1
1
IC50 = 25 nM
   TI
   LI
   LO
   TS
CL000284 MDA-MB-453 Homo sapiens (Human)  2
1
IC50 = 26 nM
   TI
   LI
   LO
   TS
2
Ki = 43 nM
   TI
   LI
   LO
   TS
CL000017 HeLa Homo sapiens (Human)  1
1
IC50 = 31 nM
   TI
   LI
   LO
   TS
CL000026 CHO-K1 Cricetulus griseus (Chinese hamster)  1
1
IC50 = 200 nM
   TI
   LI
   LO
   TS
CL000109 COS-1 Chlorocebus aethiops (Green monkey)  3
1
IC50 = 223.87 nM
   TI
   LI
   LO
   TS
2
Ki = 27 nM
   TI
   LI
   LO
   TS
3
Ki = 34 nM
   TI
   LI
   LO
   TS
CL000237 22Rv1 Homo sapiens (Human)  1
1
IC50 = 230 nM
   TI
   LI
   LO
   TS
CL000006 HEK293 Homo sapiens (Human)  1
1
IC50 = 300 nM
   TI
   LI
   LO
   TS
CL000370 SC-3 Mus musculus (Mouse)  1
1
IC50 = 350 nM
   TI
   LI
   LO
   TS
CL000141 LNCaP Homo sapiens (Human)  2
1
Ki = 2 nM
   TI
   LI
   LO
   TS
2
Ki = 3 nM
   TI
   LI
   LO
   TS
Biochemical Assays
1 Ki = 430 nM
Protein ID: PT01577, Androgen receptor
Cell-based Assay
Cell Line ID Cell Line Name Cell Line Organism
CL000370 SC-3 Mus musculus (Mouse)  2
1
IC50 = 370 nM
   TI
   LI
   LO
   TS
2
IC50 = 1400 nM
   TI
   LI
   LO
   TS
Protein ID: PT01172, Progesterone receptor
Cell-based Assay
Cell Line ID Cell Line Name Cell Line Organism
CL000044 CV-1 Chlorocebus aethiops (Green monkey)  1
1
IC50 = 2013 nM
   TI
   LI
   LO
   TS
Clinical Information about the Compound
Drug 1 ( Hydroxyflutamide )
Drug Name Hydroxyflutamide
Indication
Prostate cancer
Phase 2
Target(s)
Androgen receptor (AR)
Antagonist