Compound information

Natural Products
ZC1456348
Molecular Formula
C15H22NO7P
Molecular Weight
359.113388674 g/mol
Structure
IUPAC Name
methyl (2R)-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-/m1/s1
InChI Key
KREPFQCNXAYHAW-CYBMUJFWSA-N
SMILES
CCOP(=O)(OCC)[C@@H](NC(=O)OCc1ccccc1)C(=O)OC
Source
ZINC000016698165

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 1.817
LogS -2.674 LogD 1.341


Absorption

Property Value Property Value
Pgp inhibitor 0.165 Pgp substrate 0.004
HIA 0.969 F20 % 0.993
F30 % 0.782 Caco-2 -4.929
MDCK -4.418


Distribution

Property Value Property Value
BBB Penetration 0.777 PPB 71.461
VD 0.352 Fu 0.664


Metabolism

Property Value Property Value
CYP1A2 inhibitor 0.016 CYP1A2 substrate 0.741
CYP2A6 substrate 0.528 CYP2B6 substrate 0.714
CYP2C19 inhibitor 0.956 CYP2C19 substrate 0.897
CYP2C8 substrate 0.663 CYP2C9 inhibitor 0.101
CYP2C9 substrate 0.999 CYP2D6 inhibitor 0.003
CYP2D6 substrate 0.598 CYP2E1 substrate 0.615
CYP3A4 inhibitor 0.297 CYP3A4 substrate 0.968


Excretion

Property Value Property Value
T1/2 0.802 CL 3.628


Toxicity

Property Value Property Value
hERG Blockers 0.233 Hepatotoxicity 0.842
Mutagenicity 0.653 Rat Oral Acute Toxicity 0.022
FDAMDD 0.071 Skin Sensitization 0.028
Carcinogenicity 0.018 Eye Corrosion 0.008
Eye Irritation 0.076 Respiratory Toxicity 0.027


Environmental Toxicity

Property Value Property Value
Bioconcentration Factors 0.415 IGC50 2.302
LC50FM 4.011 LC50DM 5.97


Tox21 Pathway

Property Value Property Value
NR-AR 0.151 NR-AR-LBD 0.226
NR-AhR 0.022 NR-Aromatase 0.059
NR-ER 0.197 NR-ER-LBD 0.401
NR-PPAR-gamma 0.17 SR-ARE 0.321
SR-ATAD5 0.282 SR-HSE 0.031
SR-MMP 0.008 SR-p53 0.016


Similar covalent inhibitors

CI002992

Similarity Score: 0.57

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

Similarity Score: 0.51

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.