Compound information

Natural Products
ZC316594
Molecular Formula
C13H14N2O2S
Molecular Weight
262.077598688 g/mol
Structure
IUPAC Name
1-[[(2S)-oxiran-2-yl]methyl]-3-[[(2R)-thiiran-2-yl]methyl]benzimidazol-2-one
InChI
InChI=1S/C13H14N2O2S/c16-13-14(5-9-7-17-9)11-3-1-2-4-12(11)15(13)6-10-8-18-10/h1-4,9-10H,5-8H2/t9-,10+/m0/s1
InChI Key
PVNJZTPYXVENIB-VHSXEESVSA-N
SMILES
O=c1n(C[C@H]2CO2)c2ccccc2n1C[C@@H]1CS1
Source
ZINC000004792588

Warheads

Epoxide


ADMET Property

Physicochemical Property

Property Value Property Value
Heavy Atom Count 18 Ring Count 4
Heteroatom Count 5 Rotatable Bond Count 4
Hydrogen Bond Acceptor Count 5 Hydrogen Bond Donor Count 0
Topological Polar Surface Area 39.46 Å2 LogP 2.259
LogS -3.757 LogD 2.041


Absorption

Property Value Property Value
Pgp inhibitor 0.124 Pgp substrate 0.008
HIA 0.959 F20 % 0.756
F30 % 0.93 Caco-2 -4.357
MDCK -4.74


Distribution

Property Value Property Value
BBB Penetration 0.998 PPB 66.215
VD 1.425 Fu 0.463


Metabolism

Property Value Property Value
CYP1A2 inhibitor 0.96 CYP1A2 substrate 0.694
CYP2A6 substrate 0.697 CYP2B6 substrate 0.458
CYP2C19 inhibitor 0.345 CYP2C19 substrate 0.603
CYP2C8 substrate 0.593 CYP2C9 inhibitor 0.013
CYP2C9 substrate 1.0 CYP2D6 inhibitor 0.059
CYP2D6 substrate 0.938 CYP2E1 substrate 0.611
CYP3A4 inhibitor 0.908 CYP3A4 substrate 0.999


Excretion

Property Value Property Value
T1/2 0.639 CL 7.966


Toxicity

Property Value Property Value
hERG Blockers 0.391 Hepatotoxicity 0.986
Mutagenicity 0.984 Rat Oral Acute Toxicity 0.609
FDAMDD 0.553 Skin Sensitization 0.879
Carcinogenicity 0.923 Eye Corrosion 0.007
Eye Irritation 0.344 Respiratory Toxicity 0.345


Environmental Toxicity

Property Value Property Value
Bioconcentration Factors 1.107 IGC50 3.843
LC50FM 2.585 LC50DM 0.728


Tox21 Pathway

Property Value Property Value
NR-AR 0.215 NR-AR-LBD 0.556
NR-AhR 0.638 NR-Aromatase 0.346
NR-ER 0.151 NR-ER-LBD 0.375
NR-PPAR-gamma 0.153 SR-ARE 0.08
SR-ATAD5 0.665 SR-HSE 0.8
SR-MMP 0.014 SR-p53 0.641


Similar covalent inhibitors

CI006842

Similarity Score: 0.52



Similar covalent drugs

No similar covalent drugs found for this compound.