Compound information

Natural Products
ZC847835
Molecular Formula
C14H19NO4
Molecular Weight
265.131408088 g/mol
Structure
IUPAC Name
methyl (2R)-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-/m1/s1
InChI Key
MTVOBSFGSGXXAD-GFCCVEGCSA-N
SMILES
CCC[C@@H](NC(=O)OCc1ccccc1)C(=O)OC
Source
ZINC000034584807

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 2.735
LogS -3.083 LogD 2.78


Absorption

Property Value Property Value
Pgp inhibitor 0.202 Pgp substrate 0.009
HIA 0.966 F20 % 0.981
F30 % 0.08 Caco-2 -4.63
MDCK -4.609


Distribution

Property Value Property Value
BBB Penetration 0.987 PPB 71.741
VD 0.803 Fu 0.734


Metabolism

Property Value Property Value
CYP1A2 inhibitor 0.713 CYP1A2 substrate 0.63
CYP2A6 substrate 0.354 CYP2B6 substrate 0.506
CYP2C19 inhibitor 0.963 CYP2C19 substrate 0.646
CYP2C8 substrate 0.63 CYP2C9 inhibitor 0.229
CYP2C9 substrate 1.0 CYP2D6 inhibitor 0.005
CYP2D6 substrate 0.353 CYP2E1 substrate 0.264
CYP3A4 inhibitor 0.545 CYP3A4 substrate 0.9


Excretion

Property Value Property Value
T1/2 0.811 CL 5.016


Toxicity

Property Value Property Value
hERG Blockers 0.529 Hepatotoxicity 0.479
Mutagenicity 0.046 Rat Oral Acute Toxicity 0.006
FDAMDD 0.193 Skin Sensitization 0.007
Carcinogenicity 0.007 Eye Corrosion 0.003
Eye Irritation 0.014 Respiratory Toxicity 0.008


Environmental Toxicity

Property Value Property Value
Bioconcentration Factors 0.188 IGC50 3.403
LC50FM 3.902 LC50DM 4.952


Tox21 Pathway

Property Value Property Value
NR-AR 0.106 NR-AR-LBD 0.196
NR-AhR 0.002 NR-Aromatase 0.031
NR-ER 0.204 NR-ER-LBD 0.344
NR-PPAR-gamma 0.191 SR-ARE 0.042
SR-ATAD5 0.335 SR-HSE 0.098
SR-MMP 0.007 SR-p53 0.018


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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.