Compound information

Natural Products
ZC1782860
Molecular Formula
C18H18ClNO4
Molecular Weight
347.092435736 g/mol
Structure
IUPAC Name
methyl (2S)-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-/m0/s1
InChI Key
YWVXHDOQHLDCIY-INIZCTEOSA-N
SMILES
COC(=O)[C@H](Cc1ccc(Cl)cc1)NC(=O)OCc1ccccc1
Source
ZINC000034430550

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 3.86
LogS -4.722 LogD 3.703


Absorption

Property Value Property Value
Pgp inhibitor 0.443 Pgp substrate 0.008
HIA 0.961 F20 % 0.985
F30 % 0.259 Caco-2 -4.629
MDCK -4.571


Distribution

Property Value Property Value
BBB Penetration 0.012 PPB 98.571
VD 0.643 Fu 2.021


Metabolism

Property Value Property Value
CYP1A2 inhibitor 0.994 CYP1A2 substrate 0.651
CYP2A6 substrate 0.273 CYP2B6 substrate 0.476
CYP2C19 inhibitor 0.993 CYP2C19 substrate 0.817
CYP2C8 substrate 0.825 CYP2C9 inhibitor 0.346
CYP2C9 substrate 1.0 CYP2D6 inhibitor 0.078
CYP2D6 substrate 0.846 CYP2E1 substrate 0.251
CYP3A4 inhibitor 0.371 CYP3A4 substrate 0.913


Excretion

Property Value Property Value
T1/2 0.46 CL 5.629


Toxicity

Property Value Property Value
hERG Blockers 0.17 Hepatotoxicity 0.963
Mutagenicity 0.223 Rat Oral Acute Toxicity 0.043
FDAMDD 0.568 Skin Sensitization 0.0
Carcinogenicity 0.035 Eye Corrosion 0.008
Eye Irritation 0.004 Respiratory Toxicity 0.013


Environmental Toxicity

Property Value Property Value
Bioconcentration Factors 1.28 IGC50 4.303
LC50FM 4.108 LC50DM 6.128


Tox21 Pathway

Property Value Property Value
NR-AR 0.137 NR-AR-LBD 0.176
NR-AhR 0.008 NR-Aromatase 0.066
NR-ER 0.292 NR-ER-LBD 0.371
NR-PPAR-gamma 0.217 SR-ARE 0.112
SR-ATAD5 0.562 SR-HSE 0.175
SR-MMP 0.068 SR-p53 0.069


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Similar covalent drugs

No similar covalent drugs found for this compound.