Compound information

Natural Products
ZC50547
Molecular Formula
C8H8O4
Molecular Weight
168.042258736 g/mol
Structure
IUPAC Name
2,3-dimethoxy-1,4-benzoquinone
InChI
InChI=1S/C8H8O4/c1-11-7-5(9)3-4-6(10)8(7)12-2/h3-4H,1-2H3
InChI Key
NADHCXOXVRHBHC-UHFFFAOYSA-N
SMILES
COC1=C(OC)C(=O)C=CC1=O
Source
ZINC000001686871

Warheads

Michael Acceptor
Michael Acceptor


ADMET Property

Physicochemical Property

Property Value Property Value
Heavy Atom Count 12 Ring Count 1
Heteroatom Count 4 Rotatable Bond Count 2
Hydrogen Bond Acceptor Count 4 Hydrogen Bond Donor Count 0
Topological Polar Surface Area 52.6 Å2 LogP 0.399
LogS -2.455 LogD 1.612


Absorption

Property Value Property Value
Pgp inhibitor 0.088 Pgp substrate 0.003
HIA 0.965 F20 % 0.799
F30 % 0.045 Caco-2 -4.694
MDCK -4.421


Distribution

Property Value Property Value
BBB Penetration 0.991 PPB 77.612
VD 0.896 Fu 0.482


Metabolism

Property Value Property Value
CYP1A2 inhibitor 0.996 CYP1A2 substrate 0.289
CYP2A6 substrate 0.38 CYP2B6 substrate 0.432
CYP2C19 inhibitor 0.663 CYP2C19 substrate 0.426
CYP2C8 substrate 0.55 CYP2C9 inhibitor 0.038
CYP2C9 substrate 0.037 CYP2D6 inhibitor 0.792
CYP2D6 substrate 0.056 CYP2E1 substrate 0.276
CYP3A4 inhibitor 0.898 CYP3A4 substrate 0.012


Excretion

Property Value Property Value
T1/2 0.902 CL 8.99


Toxicity

Property Value Property Value
hERG Blockers 0.014 Hepatotoxicity 0.917
Mutagenicity 0.207 Rat Oral Acute Toxicity 0.881
FDAMDD 0.398 Skin Sensitization 0.992
Carcinogenicity 0.426 Eye Corrosion 0.993
Eye Irritation 0.961 Respiratory Toxicity 0.92


Environmental Toxicity

Property Value Property Value
Bioconcentration Factors 0.607 IGC50 5.121
LC50FM 5.154 LC50DM 5.566


Tox21 Pathway

Property Value Property Value
NR-AR 0.14 NR-AR-LBD 0.505
NR-AhR 0.004 NR-Aromatase 0.426
NR-ER 0.236 NR-ER-LBD 0.428
NR-PPAR-gamma 0.801 SR-ARE 0.855
SR-ATAD5 0.649 SR-HSE 0.855
SR-MMP 0.457 SR-p53 0.77


Similar covalent inhibitors

CI001695

Similarity Score: 0.52



Similar covalent drugs

No similar covalent drugs found for this compound.