Compound information

Natural Products
ZC2171944
Molecular Formula
C19H21NO4
Molecular Weight
327.147058152 g/mol
Structure
IUPAC Name
(3R)-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-/m1/s1
InChI Key
MKMJKHUWUFEEST-QGZVFWFLSA-N
SMILES
CCc1ccc([C@@H](CC(=O)O)NC(=O)OCc2ccccc2)cc1
Source
ZINC000096524292

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 3.517
LogS -4.007 LogD 2.814


Absorption

Property Value Property Value
Pgp inhibitor 0.002 Pgp substrate 0.003
HIA 0.967 F20 % 0.994
F30 % 0.542 Caco-2 -5.482
MDCK -5.015


Distribution

Property Value Property Value
BBB Penetration 0.444 PPB 98.827
VD 0.408 Fu 1.454


Metabolism

Property Value Property Value
CYP1A2 inhibitor 0.038 CYP1A2 substrate 0.685
CYP2A6 substrate 0.262 CYP2B6 substrate 0.419
CYP2C19 inhibitor 0.139 CYP2C19 substrate 0.488
CYP2C8 substrate 0.838 CYP2C9 inhibitor 0.743
CYP2C9 substrate 1.0 CYP2D6 inhibitor 0.156
CYP2D6 substrate 0.354 CYP2E1 substrate 0.187
CYP3A4 inhibitor 0.131 CYP3A4 substrate 0.977


Excretion

Property Value Property Value
T1/2 0.758 CL 1.332


Toxicity

Property Value Property Value
hERG Blockers 0.002 Hepatotoxicity 0.971
Mutagenicity 0.06 Rat Oral Acute Toxicity 0.105
FDAMDD 0.442 Skin Sensitization 0.001
Carcinogenicity 0.041 Eye Corrosion 0.003
Eye Irritation 0.007 Respiratory Toxicity 0.004


Environmental Toxicity

Property Value Property Value
Bioconcentration Factors 0.028 IGC50 2.419
LC50FM 3.676 LC50DM 4.765


Tox21 Pathway

Property Value Property Value
NR-AR 0.291 NR-AR-LBD 0.242
NR-AhR 0.006 NR-Aromatase 0.032
NR-ER 0.288 NR-ER-LBD 0.317
NR-PPAR-gamma 0.491 SR-ARE 0.074
SR-ATAD5 0.276 SR-HSE 0.081
SR-MMP 0.01 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.