Compound information

Natural Products
ZC2247614
Molecular Formula
C20H24N2O4
Molecular Weight
356.173607248 g/mol
Structure
IUPAC Name
benzyl N-[(1S)-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-/m0/s1
InChI Key
WTXTXIUCLPRWLW-SFHVURJKSA-N
SMILES
COc1ccc(NC(=O)[C@@H](NC(=O)OCc2ccccc2)C(C)C)cc1
Source
ZINC000007917306

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 3.552
LogS -4.5 LogD 3.687


Absorption

Property Value Property Value
Pgp inhibitor 0.028 Pgp substrate 0.004
HIA 0.963 F20 % 0.993
F30 % 0.937 Caco-2 -4.761
MDCK -4.586


Distribution

Property Value Property Value
BBB Penetration 0.117 PPB 96.806
VD 1.079 Fu 2.089


Metabolism

Property Value Property Value
CYP1A2 inhibitor 0.886 CYP1A2 substrate 0.816
CYP2A6 substrate 0.79 CYP2B6 substrate 0.708
CYP2C19 inhibitor 0.975 CYP2C19 substrate 0.972
CYP2C8 substrate 0.942 CYP2C9 inhibitor 0.928
CYP2C9 substrate 1.0 CYP2D6 inhibitor 0.27
CYP2D6 substrate 0.975 CYP2E1 substrate 0.505
CYP3A4 inhibitor 0.44 CYP3A4 substrate 0.981


Excretion

Property Value Property Value
T1/2 0.575 CL 8.906


Toxicity

Property Value Property Value
hERG Blockers 0.033 Hepatotoxicity 0.98
Mutagenicity 0.931 Rat Oral Acute Toxicity 0.015
FDAMDD 0.209 Skin Sensitization 0.063
Carcinogenicity 0.247 Eye Corrosion 0.005
Eye Irritation 0.004 Respiratory Toxicity 0.01


Environmental Toxicity

Property Value Property Value
Bioconcentration Factors 1.043 IGC50 4.363
LC50FM 4.503 LC50DM 6.396


Tox21 Pathway

Property Value Property Value
NR-AR 0.139 NR-AR-LBD 0.181
NR-AhR 0.13 NR-Aromatase 0.221
NR-ER 0.75 NR-ER-LBD 0.441
NR-PPAR-gamma 0.347 SR-ARE 0.454
SR-ATAD5 0.673 SR-HSE 0.194
SR-MMP 0.851 SR-p53 0.618


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.