Compound information

Natural Products
ZC12583
Molecular Formula
C7H9NO3
Molecular Weight
155.058243148 g/mol
Structure
IUPAC Name
1-[[(2R)-oxiran-2-yl]methyl]pyrrolidine-2,5-dione
InChI
InChI=1S/C7H9NO3/c9-6-1-2-7(10)8(6)3-5-4-11-5/h5H,1-4H2/t5-/m1/s1
InChI Key
QVNQWADZKGITKV-RXMQYKEDSA-N
SMILES
O=C1CCC(=O)N1C[C@@H]1CO1
Source
ZINC000003164113

Warheads

Epoxide


ADMET Property

Physicochemical Property

Property Value Property Value
Heavy Atom Count 11 Ring Count 2
Heteroatom Count 4 Rotatable Bond Count 2
Hydrogen Bond Acceptor Count 3 Hydrogen Bond Donor Count 0
Topological Polar Surface Area 49.91 Å2 LogP -0.725
LogS -0.491 LogD -0.234


Absorption

Property Value Property Value
Pgp inhibitor 0.044 Pgp substrate 0.994
HIA 0.96 F20 % 0.963
F30 % 0.381 Caco-2 -4.689
MDCK -4.852


Distribution

Property Value Property Value
BBB Penetration 0.999 PPB 4.14
VD 0.598 Fu -0.003


Metabolism

Property Value Property Value
CYP1A2 inhibitor 0.176 CYP1A2 substrate 0.472
CYP2A6 substrate 0.347 CYP2B6 substrate 0.441
CYP2C19 inhibitor 0.041 CYP2C19 substrate 0.348
CYP2C8 substrate 0.383 CYP2C9 inhibitor 0.01
CYP2C9 substrate 0.022 CYP2D6 inhibitor 0.001
CYP2D6 substrate 0.126 CYP2E1 substrate 0.427
CYP3A4 inhibitor 0.004 CYP3A4 substrate 0.922


Excretion

Property Value Property Value
T1/2 0.721 CL 5.373


Toxicity

Property Value Property Value
hERG Blockers 0.008 Hepatotoxicity 0.951
Mutagenicity 0.74 Rat Oral Acute Toxicity 0.175
FDAMDD 0.168 Skin Sensitization 0.992
Carcinogenicity 0.413 Eye Corrosion 0.996
Eye Irritation 0.93 Respiratory Toxicity 0.009


Environmental Toxicity

Property Value Property Value
Bioconcentration Factors 0.07 IGC50 1.362
LC50FM -1.732 LC50DM 4.212


Tox21 Pathway

Property Value Property Value
NR-AR 0.125 NR-AR-LBD 0.22
NR-AhR 0.003 NR-Aromatase 0.024
NR-ER 0.179 NR-ER-LBD 0.278
NR-PPAR-gamma 0.124 SR-ARE 0.237
SR-ATAD5 0.431 SR-HSE 0.188
SR-MMP 0.007 SR-p53 0.211


Similar covalent inhibitors

CI006842

Similarity Score: 0.56



Similar covalent drugs

No similar covalent drugs found for this compound.