Compound information

Natural Products
ZC1770410
Molecular Formula
C17H16ClNO4
Molecular Weight
333.076785672 g/mol
Structure
IUPAC Name
(2R)-2-(benzyloxycarbonylamino)-3-(4-chlorophenyl)propanoic acid
InChI
InChI=1S/C17H16ClNO4/c18-14-8-6-12(7-9-14)10-15(16(20)21)19-17(22)23-11-13-4-2-1-3-5-13/h1-9,15H,10-11H2,(H,19,22)(H,20,21)/t15-/m1/s1
InChI Key
LEWUPPXPENCAKM-OAHLLOKOSA-N
SMILES
O=C(N[C@H](Cc1ccc(Cl)cc1)C(=O)O)OCc1ccccc1
Source
ZINC000002002736

Warheads

Carbamate


ADMET Property

Physicochemical Property

Property Value Property Value
Heavy Atom Count 23 Ring Count 2
Heteroatom Count 6 Rotatable Bond Count 6
Hydrogen Bond Acceptor Count 3 Hydrogen Bond Donor Count 2
Topological Polar Surface Area 75.63 Å2 LogP 3.451
LogS -3.693 LogD 2.834


Absorption

Property Value Property Value
Pgp inhibitor 0.01 Pgp substrate 0.009
HIA 0.963 F20 % 0.994
F30 % 0.931 Caco-2 -5.468
MDCK -4.852


Distribution

Property Value Property Value
BBB Penetration 0.486 PPB 93.099
VD 0.39 Fu 1.486


Metabolism

Property Value Property Value
CYP1A2 inhibitor 0.036 CYP1A2 substrate 0.711
CYP2A6 substrate 0.263 CYP2B6 substrate 0.45
CYP2C19 inhibitor 0.178 CYP2C19 substrate 0.394
CYP2C8 substrate 0.806 CYP2C9 inhibitor 0.167
CYP2C9 substrate 1.0 CYP2D6 inhibitor 0.317
CYP2D6 substrate 0.411 CYP2E1 substrate 0.385
CYP3A4 inhibitor 0.16 CYP3A4 substrate 0.723


Excretion

Property Value Property Value
T1/2 0.765 CL 0.502


Toxicity

Property Value Property Value
hERG Blockers 0.015 Hepatotoxicity 0.861
Mutagenicity 0.044 Rat Oral Acute Toxicity 0.117
FDAMDD 0.129 Skin Sensitization 0.0
Carcinogenicity 0.008 Eye Corrosion 0.004
Eye Irritation 0.005 Respiratory Toxicity 0.006


Environmental Toxicity

Property Value Property Value
Bioconcentration Factors -0.26 IGC50 3.001
LC50FM 3.792 LC50DM 5.169


Tox21 Pathway

Property Value Property Value
NR-AR 0.388 NR-AR-LBD 0.312
NR-AhR 0.009 NR-Aromatase 0.027
NR-ER 0.356 NR-ER-LBD 0.334
NR-PPAR-gamma 0.615 SR-ARE 0.059
SR-ATAD5 0.248 SR-HSE 0.086
SR-MMP 0.012 SR-p53 0.031


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Similar covalent drugs

No similar covalent drugs found for this compound.