Compound information

Natural Products
ZC4333
Molecular Formula
C11H15N3O5
Molecular Weight
269.10117058 g/mol
Structure
IUPAC Name
4-[[(2S)-oxiran-2-yl]methyl]-1,2-bis[[(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-DJLDLDEBSA-N
SMILES
O=c1n(C[C@H]2CO2)c(=O)n(C[C@@H]2CO2)n1C[C@@H]1CO1
Source
ZINC000001575260

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 -0.548
LogS -1.361 LogD 0.075


Absorption

Property Value Property Value
Pgp inhibitor 0.733 Pgp substrate 0.17
HIA 0.885 F20 % 0.9
F30 % 0.4 Caco-2 -4.315
MDCK -5.022


Distribution

Property Value Property Value
BBB Penetration 0.991 PPB 70.009
VD 0.765 Fu 0.092


Metabolism

Property Value Property Value
CYP1A2 inhibitor 0.024 CYP1A2 substrate 0.584
CYP2A6 substrate 0.631 CYP2B6 substrate 0.431
CYP2C19 inhibitor 0.043 CYP2C19 substrate 0.583
CYP2C8 substrate 0.538 CYP2C9 inhibitor 0.012
CYP2C9 substrate 0.685 CYP2D6 inhibitor 0.017
CYP2D6 substrate 0.506 CYP2E1 substrate 0.274
CYP3A4 inhibitor 0.929 CYP3A4 substrate 0.998


Excretion

Property Value Property Value
T1/2 0.939 CL 1.48


Toxicity

Property Value Property Value
hERG Blockers 0.099 Hepatotoxicity 0.984
Mutagenicity 0.998 Rat Oral Acute Toxicity 0.893
FDAMDD 0.188 Skin Sensitization 0.298
Carcinogenicity 0.965 Eye Corrosion 0.053
Eye Irritation 0.788 Respiratory Toxicity 0.167


Environmental Toxicity

Property Value Property Value
Bioconcentration Factors 0.18 IGC50 2.474
LC50FM -0.206 LC50DM 0.032


Tox21 Pathway

Property Value Property Value
NR-AR 0.229 NR-AR-LBD 0.337
NR-AhR 0.004 NR-Aromatase 0.03
NR-ER 0.088 NR-ER-LBD 0.328
NR-PPAR-gamma 0.113 SR-ARE 0.075
SR-ATAD5 0.672 SR-HSE 0.834
SR-MMP 0.007 SR-p53 0.798


Similar covalent inhibitors

CI006842

Similarity Score: 0.77



Similar covalent drugs

No similar covalent drugs found for this compound.