Compound information

Natural Products
ZC1480643
Molecular Formula
C19H22N2O4
Molecular Weight
342.157957184 g/mol
Structure
IUPAC Name
benzyl N-[(1S)-2-[(4-methoxyphenyl)methylamino]-1-methyl-2-oxo-ethyl]carbamate
InChI
InChI=1S/C19H22N2O4/c1-14(21-19(23)25-13-16-6-4-3-5-7-16)18(22)20-12-15-8-10-17(24-2)11-9-15/h3-11,14H,12-13H2,1-2H3,(H,20,22)(H,21,23)/t14-/m0/s1
InChI Key
MORMVKHHRQGRPJ-AWEZNQCLSA-N
SMILES
COc1ccc(CNC(=O)[C@H](C)NC(=O)OCc2ccccc2)cc1
Source
ZINC000026562570

Warheads

Carbamate


ADMET Property

Physicochemical Property

Property Value Property Value
Heavy Atom Count 25 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 2.721
LogS -3.752 LogD 3.204


Absorption

Property Value Property Value
Pgp inhibitor 0.014 Pgp substrate 0.039
HIA 0.959 F20 % 0.992
F30 % 0.648 Caco-2 -4.643
MDCK -4.656


Distribution

Property Value Property Value
BBB Penetration 0.059 PPB 97.782
VD 0.316 Fu 1.387


Metabolism

Property Value Property Value
CYP1A2 inhibitor 0.943 CYP1A2 substrate 0.809
CYP2A6 substrate 0.504 CYP2B6 substrate 0.618
CYP2C19 inhibitor 0.836 CYP2C19 substrate 0.936
CYP2C8 substrate 0.894 CYP2C9 inhibitor 0.286
CYP2C9 substrate 1.0 CYP2D6 inhibitor 0.316
CYP2D6 substrate 0.955 CYP2E1 substrate 0.256
CYP3A4 inhibitor 0.485 CYP3A4 substrate 0.944


Excretion

Property Value Property Value
T1/2 0.585 CL 7.625


Toxicity

Property Value Property Value
hERG Blockers 0.023 Hepatotoxicity 0.656
Mutagenicity 0.48 Rat Oral Acute Toxicity 0.07
FDAMDD 0.268 Skin Sensitization 0.051
Carcinogenicity 0.078 Eye Corrosion 0.004
Eye Irritation 0.0 Respiratory Toxicity 0.017


Environmental Toxicity

Property Value Property Value
Bioconcentration Factors 0.362 IGC50 4.071
LC50FM 3.757 LC50DM 5.806


Tox21 Pathway

Property Value Property Value
NR-AR 0.109 NR-AR-LBD 0.196
NR-AhR 0.006 NR-Aromatase 0.03
NR-ER 0.338 NR-ER-LBD 0.33
NR-PPAR-gamma 0.188 SR-ARE 0.226
SR-ATAD5 0.537 SR-HSE 0.11
SR-MMP 0.017 SR-p53 0.017


Similar covalent inhibitors

CI001455

Similarity Score: 0.60

CI003010

Similarity Score: 0.57

CI003000

Similarity Score: 0.55

CI003026

Similarity Score: 0.55

CI001914

Similarity Score: 0.54

CI003038

Similarity Score: 0.53

CI003042

Similarity Score: 0.51



Similar covalent drugs

No similar covalent drugs found for this compound.