Compound information

Natural Products
ZC1497767
Molecular Formula
C18H19NO5
Molecular Weight
329.126322708 g/mol
Structure
IUPAC Name
(2S)-2-(benzyloxycarbonylamino)-3-(4-methoxyphenyl)propanoic acid
InChI
InChI=1S/C18H19NO5/c1-23-15-9-7-13(8-10-15)11-16(17(20)21)19-18(22)24-12-14-5-3-2-4-6-14/h2-10,16H,11-12H2,1H3,(H,19,22)(H,20,21)/t16-/m0/s1
InChI Key
ZDCINYLJSSOHBZ-INIZCTEOSA-N
SMILES
COc1ccc(C[C@H](NC(=O)OCc2ccccc2)C(=O)O)cc1
Source
ZINC000001714256

Warheads

Carbamate


ADMET Property

Physicochemical Property

Property Value Property Value
Heavy Atom Count 24 Ring Count 2
Heteroatom Count 6 Rotatable Bond Count 7
Hydrogen Bond Acceptor Count 4 Hydrogen Bond Donor Count 2
Topological Polar Surface Area 84.86 Å2 LogP 2.895
LogS -3.577 LogD 2.379


Absorption

Property Value Property Value
Pgp inhibitor 0.001 Pgp substrate 0.01
HIA 0.951 F20 % 0.989
F30 % 0.881 Caco-2 -5.406
MDCK -4.622


Distribution

Property Value Property Value
BBB Penetration 0.175 PPB 92.565
VD 0.248 Fu 1.423


Metabolism

Property Value Property Value
CYP1A2 inhibitor 0.088 CYP1A2 substrate 0.699
CYP2A6 substrate 0.327 CYP2B6 substrate 0.437
CYP2C19 inhibitor 0.224 CYP2C19 substrate 0.802
CYP2C8 substrate 0.813 CYP2C9 inhibitor 0.083
CYP2C9 substrate 1.0 CYP2D6 inhibitor 0.026
CYP2D6 substrate 0.652 CYP2E1 substrate 0.257
CYP3A4 inhibitor 0.03 CYP3A4 substrate 0.85


Excretion

Property Value Property Value
T1/2 0.766 CL 3.348


Toxicity

Property Value Property Value
hERG Blockers 0.006 Hepatotoxicity 0.762
Mutagenicity 0.044 Rat Oral Acute Toxicity 0.032
FDAMDD 0.163 Skin Sensitization 0.012
Carcinogenicity 0.046 Eye Corrosion 0.005
Eye Irritation 0.008 Respiratory Toxicity 0.003


Environmental Toxicity

Property Value Property Value
Bioconcentration Factors 0.407 IGC50 2.578
LC50FM 3.575 LC50DM 4.905


Tox21 Pathway

Property Value Property Value
NR-AR 0.309 NR-AR-LBD 0.28
NR-AhR 0.01 NR-Aromatase 0.033
NR-ER 0.377 NR-ER-LBD 0.327
NR-PPAR-gamma 0.573 SR-ARE 0.041
SR-ATAD5 0.399 SR-HSE 0.093
SR-MMP 0.01 SR-p53 0.027


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Similar covalent drugs

No similar covalent drugs found for this compound.