Compound information

Natural Products
ZC2196913
Molecular Formula
C19H21NO4
Molecular Weight
327.147058152 g/mol
Structure
IUPAC Name
(3S)-3-(benzyloxycarbonylamino)-3-(4-ethylphenyl)propanoic acid
InChI
InChI=1S/C19H21NO4/c1-2-14-8-10-16(11-9-14)17(12-18(21)22)20-19(23)24-13-15-6-4-3-5-7-15/h3-11,17H,2,12-13H2,1H3,(H,20,23)(H,21,22)/t17-/m0/s1
InChI Key
MKMJKHUWUFEEST-KRWDZBQOSA-N
SMILES
CCc1ccc([C@H](CC(=O)O)NC(=O)OCc2ccccc2)cc1
Source
ZINC000002511975

Warheads

Carbamate


ADMET Property

Physicochemical Property

Property Value Property Value
Heavy Atom Count 24 Ring Count 2
Heteroatom Count 5 Rotatable Bond Count 7
Hydrogen Bond Acceptor Count 3 Hydrogen Bond Donor Count 2
Topological Polar Surface Area 75.63 Å2 LogP 3.522
LogS -4.106 LogD 2.765


Absorption

Property Value Property Value
Pgp inhibitor 0.001 Pgp substrate 0.004
HIA 0.966 F20 % 0.993
F30 % 0.45 Caco-2 -5.377
MDCK -4.766


Distribution

Property Value Property Value
BBB Penetration 0.124 PPB 99.162
VD 0.337 Fu 1.577


Metabolism

Property Value Property Value
CYP1A2 inhibitor 0.049 CYP1A2 substrate 0.692
CYP2A6 substrate 0.261 CYP2B6 substrate 0.414
CYP2C19 inhibitor 0.208 CYP2C19 substrate 0.718
CYP2C8 substrate 0.827 CYP2C9 inhibitor 0.506
CYP2C9 substrate 1.0 CYP2D6 inhibitor 0.084
CYP2D6 substrate 0.42 CYP2E1 substrate 0.159
CYP3A4 inhibitor 0.036 CYP3A4 substrate 0.991


Excretion

Property Value Property Value
T1/2 0.739 CL 2.275


Toxicity

Property Value Property Value
hERG Blockers 0.002 Hepatotoxicity 0.991
Mutagenicity 0.035 Rat Oral Acute Toxicity 0.117
FDAMDD 0.55 Skin Sensitization 0.0
Carcinogenicity 0.047 Eye Corrosion 0.004
Eye Irritation 0.017 Respiratory Toxicity 0.004


Environmental Toxicity

Property Value Property Value
Bioconcentration Factors 0.176 IGC50 2.538
LC50FM 3.593 LC50DM 4.915


Tox21 Pathway

Property Value Property Value
NR-AR 0.247 NR-AR-LBD 0.229
NR-AhR 0.007 NR-Aromatase 0.043
NR-ER 0.308 NR-ER-LBD 0.329
NR-PPAR-gamma 0.676 SR-ARE 0.049
SR-ATAD5 0.362 SR-HSE 0.092
SR-MMP 0.011 SR-p53 0.019


Similar covalent inhibitors

CI002987

Similarity Score: 0.56

CI002996

Similarity Score: 0.55

CI003006

Similarity Score: 0.54

CI003034

Similarity Score: 0.53

CI003020

Similarity Score: 0.52



Similar covalent drugs

No similar covalent drugs found for this compound.