Compound information

Natural Products
ZC2566859
Molecular Formula
C11H8BrF6NO
Molecular Weight
362.969345296 g/mol
Structure
IUPAC Name
(2R)-N-[3,5-bis(trifluoromethyl)phenyl]-2-bromo-propanamide
InChI
InChI=1S/C11H8BrF6NO/c1-5(12)9(20)19-8-3-6(10(13,14)15)2-7(4-8)11(16,17)18/h2-5H,1H3,(H,19,20)/t5-/m1/s1
InChI Key
PCESRJVCFUAIBU-RXMQYKEDSA-N
SMILES
C[C@@H](Br)C(=O)Nc1cc(C(F)(F)F)cc(C(F)(F)F)c1
Source
ZINC000002577643

Warheads

Halohydrocarbon


ADMET Property

Physicochemical Property

Property Value Property Value
Heavy Atom Count 20 Ring Count 1
Heteroatom Count 9 Rotatable Bond Count 2
Hydrogen Bond Acceptor Count 1 Hydrogen Bond Donor Count 1
Topological Polar Surface Area 29.1 Å2 LogP 4.075
LogS -5.343 LogD 4.111


Absorption

Property Value Property Value
Pgp inhibitor 0.198 Pgp substrate 0.049
HIA 0.977 F20 % 0.968
F30 % 0.964 Caco-2 -4.794
MDCK -4.853


Distribution

Property Value Property Value
BBB Penetration 0.065 PPB 95.796
VD 3.94 Fu 2.124


Metabolism

Property Value Property Value
CYP1A2 inhibitor 0.982 CYP1A2 substrate 0.585
CYP2A6 substrate 0.793 CYP2B6 substrate 0.274
CYP2C19 inhibitor 0.654 CYP2C19 substrate 0.601
CYP2C8 substrate 0.238 CYP2C9 inhibitor 0.54
CYP2C9 substrate 0.014 CYP2D6 inhibitor 0.564
CYP2D6 substrate 0.092 CYP2E1 substrate 0.464
CYP3A4 inhibitor 0.733 CYP3A4 substrate 0.989


Excretion

Property Value Property Value
T1/2 0.068 CL 12.159


Toxicity

Property Value Property Value
hERG Blockers 0.015 Hepatotoxicity 0.999
Mutagenicity 0.228 Rat Oral Acute Toxicity 0.347
FDAMDD 0.68 Skin Sensitization 0.025
Carcinogenicity 0.003 Eye Corrosion 0.354
Eye Irritation 0.53 Respiratory Toxicity 0.879


Environmental Toxicity

Property Value Property Value
Bioconcentration Factors 1.318 IGC50 4.047
LC50FM 5.407 LC50DM 7.921


Tox21 Pathway

Property Value Property Value
NR-AR 0.385 NR-AR-LBD 0.35
NR-AhR 0.387 NR-Aromatase 0.216
NR-ER 0.364 NR-ER-LBD 0.425
NR-PPAR-gamma 0.813 SR-ARE 0.363
SR-ATAD5 0.381 SR-HSE 0.059
SR-MMP 0.611 SR-p53 0.756


Similar covalent inhibitors

CI006872

Similarity Score: 1.00

CI006871

Similarity Score: 0.71

CI006873

Similarity Score: 0.69

CI005018

Similarity Score: 0.51

CI005026

Similarity Score: 0.51



Similar covalent drugs

No similar covalent drugs found for this compound.