Compound information

Natural Products
ZC1945041
Molecular Formula
C19H22NO7P
Molecular Weight
407.113388674 g/mol
Structure
IUPAC Name
benzyl (2R)-2-(benzyloxycarbonylamino)-2-dimethoxyphosphoryl-acetate
InChI
InChI=1S/C19H22NO7P/c1-24-28(23,25-2)17(18(21)26-13-15-9-5-3-6-10-15)20-19(22)27-14-16-11-7-4-8-12-16/h3-12,17H,13-14H2,1-2H3,(H,20,22)/t17-/m1/s1
InChI Key
PEOCBNCREFVUHP-QGZVFWFLSA-N
SMILES
COP(=O)(OC)[C@@H](NC(=O)OCc1ccccc1)C(=O)OCc1ccccc1
Source
ZINC000034629895

Warheads

Carbamate


ADMET Property

Physicochemical Property

Property Value Property Value
Heavy Atom Count 28 Ring Count 2
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 2.442
LogS -3.489 LogD 2.539


Absorption

Property Value Property Value
Pgp inhibitor 0.03 Pgp substrate 0.002
HIA 0.975 F20 % 0.952
F30 % 0.025 Caco-2 -4.85
MDCK -4.541


Distribution

Property Value Property Value
BBB Penetration 0.701 PPB 85.2
VD 0.559 Fu 1.365


Metabolism

Property Value Property Value
CYP1A2 inhibitor 0.567 CYP1A2 substrate 0.704
CYP2A6 substrate 0.629 CYP2B6 substrate 0.764
CYP2C19 inhibitor 0.972 CYP2C19 substrate 0.92
CYP2C8 substrate 0.789 CYP2C9 inhibitor 0.95
CYP2C9 substrate 0.998 CYP2D6 inhibitor 0.018
CYP2D6 substrate 0.652 CYP2E1 substrate 0.721
CYP3A4 inhibitor 0.711 CYP3A4 substrate 0.828


Excretion

Property Value Property Value
T1/2 0.726 CL 4.84


Toxicity

Property Value Property Value
hERG Blockers 0.347 Hepatotoxicity 0.964
Mutagenicity 0.769 Rat Oral Acute Toxicity 0.067
FDAMDD 0.383 Skin Sensitization 0.042
Carcinogenicity 0.006 Eye Corrosion 0.002
Eye Irritation 0.004 Respiratory Toxicity 0.194


Environmental Toxicity

Property Value Property Value
Bioconcentration Factors 0.701 IGC50 3.816
LC50FM 4.278 LC50DM 6.578


Tox21 Pathway

Property Value Property Value
NR-AR 0.266 NR-AR-LBD 0.223
NR-AhR 0.043 NR-Aromatase 0.102
NR-ER 0.282 NR-ER-LBD 0.463
NR-PPAR-gamma 0.249 SR-ARE 0.443
SR-ATAD5 0.372 SR-HSE 0.036
SR-MMP 0.021 SR-p53 0.047


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CI003001

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CI003002

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CI003006

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CI003007

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CI003042

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Similar covalent drugs

No similar covalent drugs found for this compound.