Compound information

Natural Products
ZC1466970
Molecular Formula
C19H22N2O4
Molecular Weight
342.157957184 g/mol
Structure
IUPAC Name
benzyl N-[(1R)-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-/m1/s1
InChI Key
MORMVKHHRQGRPJ-CQSZACIVSA-N
SMILES
COc1ccc(CNC(=O)[C@@H](C)NC(=O)OCc2ccccc2)cc1
Source
ZINC000032731217

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 2.694
LogS -3.623 LogD 3.144


Absorption

Property Value Property Value
Pgp inhibitor 0.11 Pgp substrate 0.066
HIA 0.966 F20 % 0.993
F30 % 0.411 Caco-2 -4.737
MDCK -4.717


Distribution

Property Value Property Value
BBB Penetration 0.16 PPB 85.995
VD 0.363 Fu 1.359


Metabolism

Property Value Property Value
CYP1A2 inhibitor 0.978 CYP1A2 substrate 0.795
CYP2A6 substrate 0.492 CYP2B6 substrate 0.637
CYP2C19 inhibitor 0.983 CYP2C19 substrate 0.874
CYP2C8 substrate 0.868 CYP2C9 inhibitor 0.883
CYP2C9 substrate 1.0 CYP2D6 inhibitor 0.177
CYP2D6 substrate 0.87 CYP2E1 substrate 0.488
CYP3A4 inhibitor 0.899 CYP3A4 substrate 0.977


Excretion

Property Value Property Value
T1/2 0.593 CL 7.463


Toxicity

Property Value Property Value
hERG Blockers 0.057 Hepatotoxicity 0.645
Mutagenicity 0.397 Rat Oral Acute Toxicity 0.045
FDAMDD 0.185 Skin Sensitization 0.134
Carcinogenicity 0.051 Eye Corrosion 0.002
Eye Irritation 0.0 Respiratory Toxicity 0.01


Environmental Toxicity

Property Value Property Value
Bioconcentration Factors -0.113 IGC50 3.967
LC50FM 3.834 LC50DM 4.937


Tox21 Pathway

Property Value Property Value
NR-AR 0.136 NR-AR-LBD 0.212
NR-AhR 0.006 NR-Aromatase 0.026
NR-ER 0.269 NR-ER-LBD 0.325
NR-PPAR-gamma 0.186 SR-ARE 0.216
SR-ATAD5 0.422 SR-HSE 0.073
SR-MMP 0.013 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.