Compound information

Natural Products
ZC395229
Molecular Formula
C12H15NO4
Molecular Weight
237.10010796 g/mol
Structure
IUPAC Name
methyl (2R)-2-(benzyloxycarbonylamino)propanoate
InChI
InChI=1S/C12H15NO4/c1-9(11(14)16-2)13-12(15)17-8-10-6-4-3-5-7-10/h3-7,9H,8H2,1-2H3,(H,13,15)/t9-/m1/s1
InChI Key
OMDVFTVXPVXANK-SECBINFHSA-N
SMILES
COC(=O)[C@@H](C)NC(=O)OCc1ccccc1
Source
ZINC000002508269

Warheads

Carbamate


ADMET Property

Physicochemical Property

Property Value Property Value
Heavy Atom Count 17 Ring Count 1
Heteroatom Count 5 Rotatable Bond Count 4
Hydrogen Bond Acceptor Count 4 Hydrogen Bond Donor Count 1
Topological Polar Surface Area 64.63 Å2 LogP 1.77
LogS -1.997 LogD 1.774


Absorption

Property Value Property Value
Pgp inhibitor 0.586 Pgp substrate 0.009
HIA 0.964 F20 % 0.994
F30 % 0.757 Caco-2 -4.745
MDCK -4.663


Distribution

Property Value Property Value
BBB Penetration 0.914 PPB 63.97
VD 0.459 Fu 0.565


Metabolism

Property Value Property Value
CYP1A2 inhibitor 0.917 CYP1A2 substrate 0.654
CYP2A6 substrate 0.382 CYP2B6 substrate 0.525
CYP2C19 inhibitor 0.905 CYP2C19 substrate 0.712
CYP2C8 substrate 0.661 CYP2C9 inhibitor 0.125
CYP2C9 substrate 1.0 CYP2D6 inhibitor 0.006
CYP2D6 substrate 0.337 CYP2E1 substrate 0.287
CYP3A4 inhibitor 0.056 CYP3A4 substrate 0.77


Excretion

Property Value Property Value
T1/2 0.827 CL 5.262


Toxicity

Property Value Property Value
hERG Blockers 0.089 Hepatotoxicity 0.27
Mutagenicity 0.195 Rat Oral Acute Toxicity 0.005
FDAMDD 0.112 Skin Sensitization 0.003
Carcinogenicity 0.003 Eye Corrosion 0.003
Eye Irritation 0.067 Respiratory Toxicity 0.009


Environmental Toxicity

Property Value Property Value
Bioconcentration Factors 0.428 IGC50 2.71
LC50FM 3.576 LC50DM 5.225


Tox21 Pathway

Property Value Property Value
NR-AR 0.119 NR-AR-LBD 0.224
NR-AhR 0.002 NR-Aromatase 0.031
NR-ER 0.205 NR-ER-LBD 0.318
NR-PPAR-gamma 0.154 SR-ARE 0.039
SR-ATAD5 0.343 SR-HSE 0.076
SR-MMP 0.004 SR-p53 0.013


Similar covalent inhibitors

CI002986

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CI003004

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CI003010

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CI000089

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CI002991

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CI003014

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CI000667

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CI000880

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CI000888

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CI002987

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CI002988

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CI002992

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CI003026

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CI000102

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CI001952

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CI002271

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CI002274

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CI003000

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CI003011

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Similar covalent drugs

No similar covalent drugs found for this compound.