Compound information

Natural Products
ZC1435749
Molecular Formula
C15H22NO7P
Molecular Weight
359.113388674 g/mol
Structure
IUPAC Name
methyl (2S)-2-(benzyloxycarbonylamino)-2-diethoxyphosphoryl-acetate
InChI
InChI=1S/C15H22NO7P/c1-4-22-24(19,23-5-2)13(14(17)20-3)16-15(18)21-11-12-9-7-6-8-10-12/h6-10,13H,4-5,11H2,1-3H3,(H,16,18)/t13-/m0/s1
InChI Key
KREPFQCNXAYHAW-ZDUSSCGKSA-N
SMILES
CCOP(=O)(OCC)[C@H](NC(=O)OCc1ccccc1)C(=O)OC
Source
ZINC000016698166

Warheads

Carbamate


ADMET Property

Physicochemical Property

Property Value Property Value
Heavy Atom Count 24 Ring Count 1
Heteroatom Count 9 Rotatable Bond Count 9
Hydrogen Bond Acceptor Count 7 Hydrogen Bond Donor Count 1
Topological Polar Surface Area 100.16 Å2 LogP 1.628
LogS -2.422 LogD 1.341


Absorption

Property Value Property Value
Pgp inhibitor 0.43 Pgp substrate 0.004
HIA 0.967 F20 % 0.992
F30 % 0.906 Caco-2 -5.494
MDCK -4.455


Distribution

Property Value Property Value
BBB Penetration 0.233 PPB 77.117
VD 0.57 Fu 0.889


Metabolism

Property Value Property Value
CYP1A2 inhibitor 0.002 CYP1A2 substrate 0.699
CYP2A6 substrate 0.52 CYP2B6 substrate 0.687
CYP2C19 inhibitor 0.904 CYP2C19 substrate 0.914
CYP2C8 substrate 0.716 CYP2C9 inhibitor 0.023
CYP2C9 substrate 0.998 CYP2D6 inhibitor 0.001
CYP2D6 substrate 0.704 CYP2E1 substrate 0.503
CYP3A4 inhibitor 0.019 CYP3A4 substrate 0.92


Excretion

Property Value Property Value
T1/2 0.761 CL 4.236


Toxicity

Property Value Property Value
hERG Blockers 0.121 Hepatotoxicity 0.904
Mutagenicity 0.539 Rat Oral Acute Toxicity 0.042
FDAMDD 0.111 Skin Sensitization 0.038
Carcinogenicity 0.022 Eye Corrosion 0.008
Eye Irritation 0.095 Respiratory Toxicity 0.049


Environmental Toxicity

Property Value Property Value
Bioconcentration Factors 0.732 IGC50 2.393
LC50FM 3.675 LC50DM 6.067


Tox21 Pathway

Property Value Property Value
NR-AR 0.097 NR-AR-LBD 0.203
NR-AhR 0.029 NR-Aromatase 0.056
NR-ER 0.201 NR-ER-LBD 0.414
NR-PPAR-gamma 0.176 SR-ARE 0.124
SR-ATAD5 0.315 SR-HSE 0.033
SR-MMP 0.008 SR-p53 0.013


Similar covalent inhibitors

CI002992

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CI002986

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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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CI002993

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CI002994

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CI002996

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CI003001

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CI003010

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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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CI002988

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CI002997

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CI003026

Similarity Score: 0.51

CI003034

Similarity Score: 0.51

CI003039

Similarity Score: 0.51



Similar covalent drugs

No similar covalent drugs found for this compound.