Compound information

Natural Products
ZC2937724
Molecular Formula
C24H22ClNO4
Molecular Weight
423.123735864 g/mol
Structure
IUPAC Name
(4-chlorophenyl)methyl (2S)-2-(benzyloxycarbonylamino)-3-phenyl-propanoate
InChI
InChI=1S/C24H22ClNO4/c25-21-13-11-20(12-14-21)16-29-23(27)22(15-18-7-3-1-4-8-18)26-24(28)30-17-19-9-5-2-6-10-19/h1-14,22H,15-17H2,(H,26,28)/t22-/m0/s1
InChI Key
GVWPNEYBJPCHOH-QFIPXVFZSA-N
SMILES
O=C(N[C@@H](Cc1ccccc1)C(=O)OCc1ccc(Cl)cc1)OCc1ccccc1
Source
ZINC000003266021

Warheads

Carbamate


ADMET Property

Physicochemical Property

Property Value Property Value
Heavy Atom Count 30 Ring Count 3
Heteroatom Count 6 Rotatable Bond Count 8
Hydrogen Bond Acceptor Count 4 Hydrogen Bond Donor Count 1
Topological Polar Surface Area 64.63 Å2 LogP 5.335
LogS -6.677 LogD 4.334


Absorption

Property Value Property Value
Pgp inhibitor 0.065 Pgp substrate 0.005
HIA 0.962 F20 % 0.95
F30 % 0.036 Caco-2 -4.745
MDCK -4.628


Distribution

Property Value Property Value
BBB Penetration 0.001 PPB 99.043
VD 0.268 Fu 2.338


Metabolism

Property Value Property Value
CYP1A2 inhibitor 0.998 CYP1A2 substrate 0.721
CYP2A6 substrate 0.336 CYP2B6 substrate 0.578
CYP2C19 inhibitor 0.99 CYP2C19 substrate 0.888
CYP2C8 substrate 0.9 CYP2C9 inhibitor 0.908
CYP2C9 substrate 1.0 CYP2D6 inhibitor 0.205
CYP2D6 substrate 0.869 CYP2E1 substrate 0.261
CYP3A4 inhibitor 0.828 CYP3A4 substrate 0.988


Excretion

Property Value Property Value
T1/2 0.357 CL 6.162


Toxicity

Property Value Property Value
hERG Blockers 0.172 Hepatotoxicity 0.986
Mutagenicity 0.239 Rat Oral Acute Toxicity 0.18
FDAMDD 0.77 Skin Sensitization 0.0
Carcinogenicity 0.197 Eye Corrosion 0.006
Eye Irritation 0.002 Respiratory Toxicity 0.03


Environmental Toxicity

Property Value Property Value
Bioconcentration Factors 1.6 IGC50 5.061
LC50FM 4.83 LC50DM 6.857


Tox21 Pathway

Property Value Property Value
NR-AR 0.195 NR-AR-LBD 0.183
NR-AhR 0.019 NR-Aromatase 0.106
NR-ER 0.593 NR-ER-LBD 0.477
NR-PPAR-gamma 0.321 SR-ARE 0.37
SR-ATAD5 0.622 SR-HSE 0.466
SR-MMP 0.651 SR-p53 0.188


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Similar covalent drugs

No similar covalent drugs found for this compound.