Compound information

Natural Products
ZC2601933
Molecular Formula
C22H28N2O3
Molecular Weight
368.209992756 g/mol
Structure
IUPAC Name
benzyl N-[(1R)-2-[(4-isopropylphenyl)methyl-methyl-amino]-1-methyl-2-oxo-ethyl]carbamate
InChI
InChI=1S/C22H28N2O3/c1-16(2)20-12-10-18(11-13-20)14-24(4)21(25)17(3)23-22(26)27-15-19-8-6-5-7-9-19/h5-13,16-17H,14-15H2,1-4H3,(H,23,26)/t17-/m1/s1
InChI Key
SFSGPMOJUXDWLW-QGZVFWFLSA-N
SMILES
CC(C)c1ccc(CN(C)C(=O)[C@@H](C)NC(=O)OCc2ccccc2)cc1
Source
ZINC000003324307

Warheads

Carbamate


ADMET Property

Physicochemical Property

Property Value Property Value
Heavy Atom Count 27 Ring Count 2
Heteroatom Count 5 Rotatable Bond Count 7
Hydrogen Bond Acceptor Count 3 Hydrogen Bond Donor Count 1
Topological Polar Surface Area 58.64 Å2 LogP 4.033
LogS -4.538 LogD 3.779


Absorption

Property Value Property Value
Pgp inhibitor 0.966 Pgp substrate 0.94
HIA 0.969 F20 % 0.96
F30 % 0.034 Caco-2 -4.84
MDCK -4.706


Distribution

Property Value Property Value
BBB Penetration 0.196 PPB 97.567
VD 0.964 Fu 1.36


Metabolism

Property Value Property Value
CYP1A2 inhibitor 0.982 CYP1A2 substrate 0.788
CYP2A6 substrate 0.58 CYP2B6 substrate 0.706
CYP2C19 inhibitor 0.965 CYP2C19 substrate 0.895
CYP2C8 substrate 0.887 CYP2C9 inhibitor 0.673
CYP2C9 substrate 1.0 CYP2D6 inhibitor 0.372
CYP2D6 substrate 0.873 CYP2E1 substrate 0.377
CYP3A4 inhibitor 0.835 CYP3A4 substrate 0.999


Excretion

Property Value Property Value
T1/2 0.383 CL 6.938


Toxicity

Property Value Property Value
hERG Blockers 0.038 Hepatotoxicity 0.926
Mutagenicity 0.048 Rat Oral Acute Toxicity 0.032
FDAMDD 0.215 Skin Sensitization 0.008
Carcinogenicity 0.013 Eye Corrosion 0.001
Eye Irritation 0.0 Respiratory Toxicity 0.004


Environmental Toxicity

Property Value Property Value
Bioconcentration Factors 0.106 IGC50 4.26
LC50FM 4.289 LC50DM 4.933


Tox21 Pathway

Property Value Property Value
NR-AR 0.22 NR-AR-LBD 0.214
NR-AhR 0.013 NR-Aromatase 0.047
NR-ER 0.241 NR-ER-LBD 0.324
NR-PPAR-gamma 0.167 SR-ARE 0.431
SR-ATAD5 0.3 SR-HSE 0.085
SR-MMP 0.008 SR-p53 0.019


Similar covalent inhibitors

CI003021

Similarity Score: 0.56

CI002988

Similarity Score: 0.55

CI002997

Similarity Score: 0.54

CI003007

Similarity Score: 0.53

CI003044

Similarity Score: 0.51



Similar covalent drugs

No similar covalent drugs found for this compound.