Compound information

Natural Products
ZC315674
Molecular Formula
C13H14N2O2S
Molecular Weight
262.077598688 g/mol
Structure
IUPAC Name
1-[[(2R)-oxiran-2-yl]methyl]-3-[[(2S)-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+/m1/s1
InChI Key
PVNJZTPYXVENIB-ZJUUUORDSA-N
SMILES
O=c1n(C[C@H]2CS2)c2ccccc2n1C[C@@H]1CO1
Source
ZINC000004792584

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 2.333
LogS -3.918 LogD 2.036


Absorption

Property Value Property Value
Pgp inhibitor 0.199 Pgp substrate 0.008
HIA 0.96 F20 % 0.744
F30 % 0.943 Caco-2 -4.365
MDCK -4.755


Distribution

Property Value Property Value
BBB Penetration 0.993 PPB 70.095
VD 1.47 Fu 0.698


Metabolism

Property Value Property Value
CYP1A2 inhibitor 0.985 CYP1A2 substrate 0.682
CYP2A6 substrate 0.689 CYP2B6 substrate 0.471
CYP2C19 inhibitor 0.313 CYP2C19 substrate 0.599
CYP2C8 substrate 0.576 CYP2C9 inhibitor 0.012
CYP2C9 substrate 1.0 CYP2D6 inhibitor 0.204
CYP2D6 substrate 0.904 CYP2E1 substrate 0.671
CYP3A4 inhibitor 0.909 CYP3A4 substrate 0.999


Excretion

Property Value Property Value
T1/2 0.65 CL 7.547


Toxicity

Property Value Property Value
hERG Blockers 0.43 Hepatotoxicity 0.964
Mutagenicity 0.993 Rat Oral Acute Toxicity 0.652
FDAMDD 0.583 Skin Sensitization 0.848
Carcinogenicity 0.962 Eye Corrosion 0.007
Eye Irritation 0.171 Respiratory Toxicity 0.41


Environmental Toxicity

Property Value Property Value
Bioconcentration Factors 1.131 IGC50 3.71
LC50FM 0.892 LC50DM 0.21


Tox21 Pathway

Property Value Property Value
NR-AR 0.214 NR-AR-LBD 0.543
NR-AhR 0.631 NR-Aromatase 0.111
NR-ER 0.173 NR-ER-LBD 0.393
NR-PPAR-gamma 0.154 SR-ARE 0.151
SR-ATAD5 0.676 SR-HSE 0.715
SR-MMP 0.012 SR-p53 0.737


Similar covalent inhibitors

CI006842

Similarity Score: 0.52



Similar covalent drugs

No similar covalent drugs found for this compound.