Compound information

Natural Products
ZC2255089
Molecular Formula
C20H24N2O4
Molecular Weight
356.173607248 g/mol
Structure
IUPAC Name
benzyl N-[(1R)-1-[(4-methoxyphenyl)carbamoyl]-2-methyl-propyl]carbamate
InChI
InChI=1S/C20H24N2O4/c1-14(2)18(19(23)21-16-9-11-17(25-3)12-10-16)22-20(24)26-13-15-7-5-4-6-8-15/h4-12,14,18H,13H2,1-3H3,(H,21,23)(H,22,24)/t18-/m1/s1
InChI Key
WTXTXIUCLPRWLW-GOSISDBHSA-N
SMILES
COc1ccc(NC(=O)[C@H](NC(=O)OCc2ccccc2)C(C)C)cc1
Source
ZINC000012822240

Warheads

Carbamate


ADMET Property

Physicochemical Property

Property Value Property Value
Heavy Atom Count 26 Ring Count 2
Heteroatom Count 6 Rotatable Bond Count 7
Hydrogen Bond Acceptor Count 4 Hydrogen Bond Donor Count 2
Topological Polar Surface Area 76.66 Å2 LogP 3.586
LogS -4.671 LogD 3.791


Absorption

Property Value Property Value
Pgp inhibitor 0.113 Pgp substrate 0.005
HIA 0.964 F20 % 0.995
F30 % 0.413 Caco-2 -4.764
MDCK -4.592


Distribution

Property Value Property Value
BBB Penetration 0.107 PPB 74.534
VD 0.636 Fu 1.679


Metabolism

Property Value Property Value
CYP1A2 inhibitor 0.922 CYP1A2 substrate 0.781
CYP2A6 substrate 0.761 CYP2B6 substrate 0.569
CYP2C19 inhibitor 0.987 CYP2C19 substrate 0.896
CYP2C8 substrate 0.914 CYP2C9 inhibitor 0.88
CYP2C9 substrate 1.0 CYP2D6 inhibitor 0.306
CYP2D6 substrate 0.963 CYP2E1 substrate 0.732
CYP3A4 inhibitor 0.895 CYP3A4 substrate 0.949


Excretion

Property Value Property Value
T1/2 0.656 CL 8.065


Toxicity

Property Value Property Value
hERG Blockers 0.132 Hepatotoxicity 0.929
Mutagenicity 0.944 Rat Oral Acute Toxicity 0.026
FDAMDD 0.235 Skin Sensitization 0.462
Carcinogenicity 0.099 Eye Corrosion 0.004
Eye Irritation 0.001 Respiratory Toxicity 0.007


Environmental Toxicity

Property Value Property Value
Bioconcentration Factors 0.203 IGC50 4.393
LC50FM 4.684 LC50DM 6.37


Tox21 Pathway

Property Value Property Value
NR-AR 0.131 NR-AR-LBD 0.209
NR-AhR 0.044 NR-Aromatase 0.106
NR-ER 0.645 NR-ER-LBD 0.369
NR-PPAR-gamma 0.297 SR-ARE 0.413
SR-ATAD5 0.6 SR-HSE 0.104
SR-MMP 0.561 SR-p53 0.243


Similar covalent inhibitors

CI003010

Similarity Score: 0.59

CI003026

Similarity Score: 0.57

CI001455

Similarity Score: 0.56

CI003000

Similarity Score: 0.56

CI003038

Similarity Score: 0.54

CI003042

Similarity Score: 0.53

CI001914

Similarity Score: 0.51



Similar covalent drugs

No similar covalent drugs found for this compound.