Compound information

Natural Products
ZC961055
Molecular Formula
C14H20NO7P
Molecular Weight
345.09773861 g/mol
Structure
IUPAC Name
ethyl (2R)-2-(benzyloxycarbonylamino)-2-dimethoxyphosphoryl-acetate
InChI
InChI=1S/C14H20NO7P/c1-4-21-13(16)12(23(18,19-2)20-3)15-14(17)22-10-11-8-6-5-7-9-11/h5-9,12H,4,10H2,1-3H3,(H,15,17)/t12-/m1/s1
InChI Key
UKCIYRLSZNPVJK-GFCCVEGCSA-N
SMILES
CCOC(=O)[C@H](NC(=O)OCc1ccccc1)P(=O)(OC)OC
Source
ZINC000002577488

Warheads

Carbamate


ADMET Property

Physicochemical Property

Property Value Property Value
Heavy Atom Count 23 Ring Count 1
Heteroatom Count 9 Rotatable Bond Count 8
Hydrogen Bond Acceptor Count 7 Hydrogen Bond Donor Count 1
Topological Polar Surface Area 100.16 Å2 LogP 1.478
LogS -2.483 LogD 1.271


Absorption

Property Value Property Value
Pgp inhibitor 0.049 Pgp substrate 0.001
HIA 0.974 F20 % 0.94
F30 % 0.095 Caco-2 -4.779
MDCK -4.491


Distribution

Property Value Property Value
BBB Penetration 0.846 PPB 58.593
VD 0.429 Fu 0.636


Metabolism

Property Value Property Value
CYP1A2 inhibitor 0.035 CYP1A2 substrate 0.707
CYP2A6 substrate 0.616 CYP2B6 substrate 0.715
CYP2C19 inhibitor 0.965 CYP2C19 substrate 0.913
CYP2C8 substrate 0.64 CYP2C9 inhibitor 0.179
CYP2C9 substrate 0.768 CYP2D6 inhibitor 0.009
CYP2D6 substrate 0.534 CYP2E1 substrate 0.772
CYP3A4 inhibitor 0.061 CYP3A4 substrate 0.979


Excretion

Property Value Property Value
T1/2 0.832 CL 4.442


Toxicity

Property Value Property Value
hERG Blockers 0.106 Hepatotoxicity 0.469
Mutagenicity 0.35 Rat Oral Acute Toxicity 0.115
FDAMDD 0.067 Skin Sensitization 0.026
Carcinogenicity 0.003 Eye Corrosion 0.002
Eye Irritation 0.02 Respiratory Toxicity 0.031


Environmental Toxicity

Property Value Property Value
Bioconcentration Factors 0.359 IGC50 2.104
LC50FM 4.021 LC50DM 6.886


Tox21 Pathway

Property Value Property Value
NR-AR 0.234 NR-AR-LBD 0.241
NR-AhR 0.022 NR-Aromatase 0.092
NR-ER 0.202 NR-ER-LBD 0.44
NR-PPAR-gamma 0.176 SR-ARE 0.466
SR-ATAD5 0.298 SR-HSE 0.03
SR-MMP 0.008 SR-p53 0.025


Similar covalent inhibitors

CI002992

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CI002986

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CI002993

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CI002994

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CI003004

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CI002995

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CI002996

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CI003001

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CI003010

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CI003036

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CI003040

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CI002991

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CI003002

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CI003006

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CI003014

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CI003042

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Similar covalent drugs

No similar covalent drugs found for this compound.