Compound information

Natural Products
ZC1788352
Molecular Formula
C17H16ClNO4
Molecular Weight
333.076785672 g/mol
Structure
IUPAC Name
(2S)-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-/m0/s1
InChI Key
LEWUPPXPENCAKM-HNNXBMFYSA-N
SMILES
O=C(N[C@@H](Cc1ccc(Cl)cc1)C(=O)O)OCc1ccccc1
Source
ZINC000002002735

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 3.461
LogS -3.902 LogD 2.802


Absorption

Property Value Property Value
Pgp inhibitor 0.001 Pgp substrate 0.004
HIA 0.956 F20 % 0.989
F30 % 0.79 Caco-2 -5.376
MDCK -4.684


Distribution

Property Value Property Value
BBB Penetration 0.138 PPB 99.006
VD 0.219 Fu 1.667


Metabolism

Property Value Property Value
CYP1A2 inhibitor 0.12 CYP1A2 substrate 0.721
CYP2A6 substrate 0.287 CYP2B6 substrate 0.415
CYP2C19 inhibitor 0.25 CYP2C19 substrate 0.806
CYP2C8 substrate 0.823 CYP2C9 inhibitor 0.06
CYP2C9 substrate 1.0 CYP2D6 inhibitor 0.083
CYP2D6 substrate 0.575 CYP2E1 substrate 0.237
CYP3A4 inhibitor 0.04 CYP3A4 substrate 0.952


Excretion

Property Value Property Value
T1/2 0.694 CL 1.311


Toxicity

Property Value Property Value
hERG Blockers 0.009 Hepatotoxicity 0.968
Mutagenicity 0.016 Rat Oral Acute Toxicity 0.077
FDAMDD 0.152 Skin Sensitization 0.0
Carcinogenicity 0.013 Eye Corrosion 0.007
Eye Irritation 0.011 Respiratory Toxicity 0.005


Environmental Toxicity

Property Value Property Value
Bioconcentration Factors 0.23 IGC50 3.018
LC50FM 3.786 LC50DM 5.353


Tox21 Pathway

Property Value Property Value
NR-AR 0.322 NR-AR-LBD 0.295
NR-AhR 0.01 NR-Aromatase 0.041
NR-ER 0.35 NR-ER-LBD 0.354
NR-PPAR-gamma 0.649 SR-ARE 0.041
SR-ATAD5 0.338 SR-HSE 0.116
SR-MMP 0.011 SR-p53 0.028


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Similar covalent drugs

No similar covalent drugs found for this compound.