Compound information

Natural Products
ZC1778160
Molecular Formula
C18H18ClNO4
Molecular Weight
347.092435736 g/mol
Structure
IUPAC Name
methyl (2R)-2-(benzyloxycarbonylamino)-3-(4-chlorophenyl)propanoate
InChI
InChI=1S/C18H18ClNO4/c1-23-17(21)16(11-13-7-9-15(19)10-8-13)20-18(22)24-12-14-5-3-2-4-6-14/h2-10,16H,11-12H2,1H3,(H,20,22)/t16-/m1/s1
InChI Key
YWVXHDOQHLDCIY-MRXNPFEDSA-N
SMILES
COC(=O)[C@@H](Cc1ccc(Cl)cc1)NC(=O)OCc1ccccc1
Source
ZINC000034430549

Warheads

Carbamate


ADMET Property

Physicochemical Property

Property Value Property Value
Heavy Atom Count 24 Ring Count 2
Heteroatom Count 6 Rotatable Bond Count 6
Hydrogen Bond Acceptor Count 4 Hydrogen Bond Donor Count 1
Topological Polar Surface Area 64.63 Å2 LogP 3.865
LogS -4.719 LogD 3.777


Absorption

Property Value Property Value
Pgp inhibitor 0.955 Pgp substrate 0.015
HIA 0.964 F20 % 0.967
F30 % 0.124 Caco-2 -4.75
MDCK -4.62


Distribution

Property Value Property Value
BBB Penetration 0.494 PPB 95.405
VD 0.54 Fu 1.695


Metabolism

Property Value Property Value
CYP1A2 inhibitor 0.974 CYP1A2 substrate 0.691
CYP2A6 substrate 0.228 CYP2B6 substrate 0.47
CYP2C19 inhibitor 0.987 CYP2C19 substrate 0.482
CYP2C8 substrate 0.838 CYP2C9 inhibitor 0.748
CYP2C9 substrate 1.0 CYP2D6 inhibitor 0.755
CYP2D6 substrate 0.707 CYP2E1 substrate 0.32
CYP3A4 inhibitor 0.799 CYP3A4 substrate 0.801


Excretion

Property Value Property Value
T1/2 0.541 CL 4.568


Toxicity

Property Value Property Value
hERG Blockers 0.387 Hepatotoxicity 0.838
Mutagenicity 0.208 Rat Oral Acute Toxicity 0.036
FDAMDD 0.452 Skin Sensitization 0.0
Carcinogenicity 0.024 Eye Corrosion 0.004
Eye Irritation 0.001 Respiratory Toxicity 0.008


Environmental Toxicity

Property Value Property Value
Bioconcentration Factors 0.656 IGC50 4.418
LC50FM 4.227 LC50DM 6.13


Tox21 Pathway

Property Value Property Value
NR-AR 0.173 NR-AR-LBD 0.207
NR-AhR 0.007 NR-Aromatase 0.047
NR-ER 0.246 NR-ER-LBD 0.357
NR-PPAR-gamma 0.207 SR-ARE 0.163
SR-ATAD5 0.419 SR-HSE 0.114
SR-MMP 0.029 SR-p53 0.029


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Similar covalent drugs

No similar covalent drugs found for this compound.