Compound information

Natural Products
ZC974591
Molecular Formula
C14H20NO7P
Molecular Weight
345.09773861 g/mol
Structure
IUPAC Name
ethyl (2S)-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-/m0/s1
InChI Key
UKCIYRLSZNPVJK-LBPRGKRZSA-N
SMILES
CCOC(=O)[C@@H](NC(=O)OCc1ccccc1)P(=O)(OC)OC
Source
ZINC000035571049

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 1.278
LogS -2.35 LogD 1.247


Absorption

Property Value Property Value
Pgp inhibitor 0.021 Pgp substrate 0.001
HIA 0.975 F20 % 0.983
F30 % 0.441 Caco-2 -4.988
MDCK -4.585


Distribution

Property Value Property Value
BBB Penetration 0.034 PPB 78.708
VD 0.392 Fu 0.968


Metabolism

Property Value Property Value
CYP1A2 inhibitor 0.001 CYP1A2 substrate 0.658
CYP2A6 substrate 0.524 CYP2B6 substrate 0.653
CYP2C19 inhibitor 0.945 CYP2C19 substrate 0.923
CYP2C8 substrate 0.734 CYP2C9 inhibitor 0.058
CYP2C9 substrate 0.814 CYP2D6 inhibitor 0.001
CYP2D6 substrate 0.534 CYP2E1 substrate 0.555
CYP3A4 inhibitor 0.008 CYP3A4 substrate 0.973


Excretion

Property Value Property Value
T1/2 0.828 CL 4.802


Toxicity

Property Value Property Value
hERG Blockers 0.049 Hepatotoxicity 0.559
Mutagenicity 0.278 Rat Oral Acute Toxicity 0.098
FDAMDD 0.088 Skin Sensitization 0.017
Carcinogenicity 0.003 Eye Corrosion 0.002
Eye Irritation 0.033 Respiratory Toxicity 0.059


Environmental Toxicity

Property Value Property Value
Bioconcentration Factors 0.8 IGC50 2.037
LC50FM 3.721 LC50DM 6.79


Tox21 Pathway

Property Value Property Value
NR-AR 0.137 NR-AR-LBD 0.219
NR-AhR 0.023 NR-Aromatase 0.105
NR-ER 0.219 NR-ER-LBD 0.453
NR-PPAR-gamma 0.185 SR-ARE 0.304
SR-ATAD5 0.341 SR-HSE 0.031
SR-MMP 0.008 SR-p53 0.022


Similar covalent inhibitors

CI002992

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CI002986

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CI002993

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CI002994

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CI003000

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CI003032

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CI002987

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CI003004

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CI003038

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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.