Compound information

Natural Products
ZC4427
Molecular Formula
C11H15N3O5
Molecular Weight
269.10117058 g/mol
Structure
IUPAC Name
2,4-bis[[(2S)-oxiran-2-yl]methyl]-1-[[(2R)-oxiran-2-yl]methyl]-1,2,4-triazolidine-3,5-dione
InChI
InChI=1S/C11H15N3O5/c15-10-12(1-7-4-17-7)11(16)14(3-9-6-19-9)13(10)2-8-5-18-8/h7-9H,1-6H2/t7-,8-,9+/m0/s1
InChI Key
ZTXDHEQQZVFGPK-XHNCKOQMSA-N
SMILES
O=c1n(C[C@H]2CO2)c(=O)n(C[C@@H]2CO2)n1C[C@H]1CO1
Source
ZINC000072266899

Warheads

Epoxide
Epoxide
Epoxide


ADMET Property

Physicochemical Property

Property Value Property Value
Heavy Atom Count 19 Ring Count 4
Heteroatom Count 8 Rotatable Bond Count 6
Hydrogen Bond Acceptor Count 8 Hydrogen Bond Donor Count 0
Topological Polar Surface Area 86.52 Å2 LogP -0.518
LogS -1.003 LogD 0.096


Absorption

Property Value Property Value
Pgp inhibitor 0.633 Pgp substrate 0.111
HIA 0.896 F20 % 0.846
F30 % 0.442 Caco-2 -4.308
MDCK -5.066


Distribution

Property Value Property Value
BBB Penetration 0.977 PPB 73.007
VD 0.699 Fu 0.107


Metabolism

Property Value Property Value
CYP1A2 inhibitor 0.033 CYP1A2 substrate 0.594
CYP2A6 substrate 0.757 CYP2B6 substrate 0.473
CYP2C19 inhibitor 0.055 CYP2C19 substrate 0.667
CYP2C8 substrate 0.562 CYP2C9 inhibitor 0.02
CYP2C9 substrate 0.998 CYP2D6 inhibitor 0.004
CYP2D6 substrate 0.719 CYP2E1 substrate 0.373
CYP3A4 inhibitor 0.691 CYP3A4 substrate 1.0


Excretion

Property Value Property Value
T1/2 0.937 CL 1.283


Toxicity

Property Value Property Value
hERG Blockers 0.084 Hepatotoxicity 0.973
Mutagenicity 0.999 Rat Oral Acute Toxicity 0.916
FDAMDD 0.192 Skin Sensitization 0.277
Carcinogenicity 0.976 Eye Corrosion 0.063
Eye Irritation 0.813 Respiratory Toxicity 0.22


Environmental Toxicity

Property Value Property Value
Bioconcentration Factors 0.324 IGC50 2.495
LC50FM -0.159 LC50DM -0.397


Tox21 Pathway

Property Value Property Value
NR-AR 0.194 NR-AR-LBD 0.46
NR-AhR 0.004 NR-Aromatase 0.033
NR-ER 0.095 NR-ER-LBD 0.317
NR-PPAR-gamma 0.129 SR-ARE 0.041
SR-ATAD5 0.717 SR-HSE 0.787
SR-MMP 0.007 SR-p53 0.721


Similar covalent inhibitors

CI006842

Similarity Score: 0.77



Similar covalent drugs

No similar covalent drugs found for this compound.