Compound information

Natural Products
ZC1677661
Molecular Formula
C16H15NO2
Molecular Weight
253.11027872 g/mol
Structure
IUPAC Name
N-(4-benzyloxyphenyl)prop-2-enamide
InChI
InChI=1S/C16H15NO2/c1-2-16(18)17-14-8-10-15(11-9-14)19-12-13-6-4-3-5-7-13/h2-11H,1,12H2,(H,17,18)
InChI Key
XWNDKOWVWBCXSB-UHFFFAOYSA-N
SMILES
C=CC(=O)Nc1ccc(OCc2ccccc2)cc1
Source
ZINC000035160101

Warheads

Acrylamide


ADMET Property

Physicochemical Property

Property Value Property Value
Heavy Atom Count 19 Ring Count 2
Heteroatom Count 3 Rotatable Bond Count 5
Hydrogen Bond Acceptor Count 2 Hydrogen Bond Donor Count 1
Topological Polar Surface Area 38.33 Å2 LogP 3.33
LogS -4.359 LogD 3.561


Absorption

Property Value Property Value
Pgp inhibitor 0.039 Pgp substrate 0.477
HIA 0.96 F20 % 0.994
F30 % 0.684 Caco-2 -4.571
MDCK -4.717


Distribution

Property Value Property Value
BBB Penetration 0.661 PPB 89.369
VD 0.384 Fu 1.794


Metabolism

Property Value Property Value
CYP1A2 inhibitor 0.979 CYP1A2 substrate 0.771
CYP2A6 substrate 0.745 CYP2B6 substrate 0.622
CYP2C19 inhibitor 0.939 CYP2C19 substrate 0.853
CYP2C8 substrate 0.856 CYP2C9 inhibitor 0.491
CYP2C9 substrate 0.999 CYP2D6 inhibitor 0.25
CYP2D6 substrate 0.917 CYP2E1 substrate 0.771
CYP3A4 inhibitor 0.022 CYP3A4 substrate 0.939


Excretion

Property Value Property Value
T1/2 0.34 CL 13.345


Toxicity

Property Value Property Value
hERG Blockers 0.011 Hepatotoxicity 0.943
Mutagenicity 0.13 Rat Oral Acute Toxicity 0.008
FDAMDD 0.413 Skin Sensitization 0.998
Carcinogenicity 0.548 Eye Corrosion 0.008
Eye Irritation 0.952 Respiratory Toxicity 0.064


Environmental Toxicity

Property Value Property Value
Bioconcentration Factors 1.96 IGC50 4.414
LC50FM 5.258 LC50DM 4.809


Tox21 Pathway

Property Value Property Value
NR-AR 0.231 NR-AR-LBD 0.261
NR-AhR 0.84 NR-Aromatase 0.097
NR-ER 0.828 NR-ER-LBD 0.537
NR-PPAR-gamma 0.822 SR-ARE 0.896
SR-ATAD5 0.762 SR-HSE 0.42
SR-MMP 0.829 SR-p53 0.803


Similar covalent inhibitors

CI000799

Similarity Score: 0.66

CI002164

Similarity Score: 0.63

CI000087

Similarity Score: 0.60

CI005893

Similarity Score: 0.58

CI000064

Similarity Score: 0.56

CI001108

Similarity Score: 0.51



Similar covalent drugs

No similar covalent drugs found for this compound.