Compound information

Natural Products
ZC827857
Molecular Formula
C14H19NO4
Molecular Weight
265.131408088 g/mol
Structure
IUPAC Name
methyl (2S)-2-(benzyloxycarbonylamino)pentanoate
InChI
InChI=1S/C14H19NO4/c1-3-7-12(13(16)18-2)15-14(17)19-10-11-8-5-4-6-9-11/h4-6,8-9,12H,3,7,10H2,1-2H3,(H,15,17)/t12-/m0/s1
InChI Key
MTVOBSFGSGXXAD-LBPRGKRZSA-N
SMILES
CCC[C@H](NC(=O)OCc1ccccc1)C(=O)OC
Source
ZINC000034584806

Warheads

Carbamate


ADMET Property

Physicochemical Property

Property Value Property Value
Heavy Atom Count 19 Ring Count 1
Heteroatom Count 5 Rotatable Bond Count 6
Hydrogen Bond Acceptor Count 4 Hydrogen Bond Donor Count 1
Topological Polar Surface Area 64.63 Å2 LogP 2.749
LogS -3.07 LogD 2.654


Absorption

Property Value Property Value
Pgp inhibitor 0.15 Pgp substrate 0.012
HIA 0.968 F20 % 0.991
F30 % 0.11 Caco-2 -4.578
MDCK -4.583


Distribution

Property Value Property Value
BBB Penetration 0.088 PPB 83.329
VD 0.876 Fu 1.016


Metabolism

Property Value Property Value
CYP1A2 inhibitor 0.532 CYP1A2 substrate 0.697
CYP2A6 substrate 0.418 CYP2B6 substrate 0.557
CYP2C19 inhibitor 0.8 CYP2C19 substrate 0.904
CYP2C8 substrate 0.752 CYP2C9 inhibitor 0.243
CYP2C9 substrate 1.0 CYP2D6 inhibitor 0.01
CYP2D6 substrate 0.75 CYP2E1 substrate 0.284
CYP3A4 inhibitor 0.03 CYP3A4 substrate 0.868


Excretion

Property Value Property Value
T1/2 0.774 CL 5.534


Toxicity

Property Value Property Value
hERG Blockers 0.081 Hepatotoxicity 0.862
Mutagenicity 0.029 Rat Oral Acute Toxicity 0.006
FDAMDD 0.31 Skin Sensitization 0.006
Carcinogenicity 0.014 Eye Corrosion 0.009
Eye Irritation 0.053 Respiratory Toxicity 0.011


Environmental Toxicity

Property Value Property Value
Bioconcentration Factors 0.592 IGC50 3.201
LC50FM 3.771 LC50DM 5.152


Tox21 Pathway

Property Value Property Value
NR-AR 0.098 NR-AR-LBD 0.178
NR-AhR 0.003 NR-Aromatase 0.049
NR-ER 0.23 NR-ER-LBD 0.382
NR-PPAR-gamma 0.193 SR-ARE 0.032
SR-ATAD5 0.471 SR-HSE 0.128
SR-MMP 0.013 SR-p53 0.032


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CI003033

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CI003037

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Similar covalent drugs

No similar covalent drugs found for this compound.