Compound information

Natural Products
ZC1946913
Molecular Formula
C19H22NO7P
Molecular Weight
407.113388674 g/mol
Structure
IUPAC Name
benzyl (2S)-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-/m0/s1
InChI Key
PEOCBNCREFVUHP-KRWDZBQOSA-N
SMILES
COP(=O)(OC)[C@H](NC(=O)OCc1ccccc1)C(=O)OCc1ccccc1
Source
ZINC000034629893

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 2.12
LogS -3.283 LogD 2.601


Absorption

Property Value Property Value
Pgp inhibitor 0.015 Pgp substrate 0.001
HIA 0.975 F20 % 0.979
F30 % 0.176 Caco-2 -4.986
MDCK -4.687


Distribution

Property Value Property Value
BBB Penetration 0.056 PPB 96.56
VD 0.62 Fu 1.776


Metabolism

Property Value Property Value
CYP1A2 inhibitor 0.089 CYP1A2 substrate 0.759
CYP2A6 substrate 0.543 CYP2B6 substrate 0.713
CYP2C19 inhibitor 0.976 CYP2C19 substrate 0.928
CYP2C8 substrate 0.869 CYP2C9 inhibitor 0.677
CYP2C9 substrate 0.998 CYP2D6 inhibitor 0.018
CYP2D6 substrate 0.796 CYP2E1 substrate 0.447
CYP3A4 inhibitor 0.119 CYP3A4 substrate 0.795


Excretion

Property Value Property Value
T1/2 0.726 CL 5.176


Toxicity

Property Value Property Value
hERG Blockers 0.141 Hepatotoxicity 0.959
Mutagenicity 0.809 Rat Oral Acute Toxicity 0.086
FDAMDD 0.43 Skin Sensitization 0.031
Carcinogenicity 0.006 Eye Corrosion 0.002
Eye Irritation 0.004 Respiratory Toxicity 0.273


Environmental Toxicity

Property Value Property Value
Bioconcentration Factors 1.207 IGC50 3.806
LC50FM 4.054 LC50DM 6.605


Tox21 Pathway

Property Value Property Value
NR-AR 0.207 NR-AR-LBD 0.228
NR-AhR 0.054 NR-Aromatase 0.131
NR-ER 0.318 NR-ER-LBD 0.473
NR-PPAR-gamma 0.258 SR-ARE 0.341
SR-ATAD5 0.445 SR-HSE 0.037
SR-MMP 0.014 SR-p53 0.047


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CI002986

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CI002996

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CI003001

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CI003011

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CI002990

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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.