Compound information

Natural Products
ZC6861
Molecular Formula
C16H12N2O6
Molecular Weight
328.069536104 g/mol
Structure
IUPAC Name
2,6-bis[[(2R)-oxiran-2-yl]methyl]pyrrolo[3,4-f]isoindole-1,3,5,7-tetrone
InChI
InChI=1S/C16H12N2O6/c19-13-9-1-10-12(16(22)18(14(10)20)4-8-6-24-8)2-11(9)15(21)17(13)3-7-5-23-7/h1-2,7-8H,3-6H2/t7-,8-/m1/s1
InChI Key
DCFMPVOLRQDQHW-HTQZYQBOSA-N
SMILES
O=c1c2cc3c(=O)n(C[C@@H]4CO4)c(=O)c3cc2c(=O)n1C[C@@H]1CO1
Source
ZINC000000158301

Warheads

Epoxide
Epoxide


ADMET Property

Physicochemical Property

Property Value Property Value
Heavy Atom Count 24 Ring Count 5
Heteroatom Count 8 Rotatable Bond Count 4
Hydrogen Bond Acceptor Count 8 Hydrogen Bond Donor Count 0
Topological Polar Surface Area 103.2 Å2 LogP 0.197
LogS -6.515 LogD 0.833


Absorption

Property Value Property Value
Pgp inhibitor 0.048 Pgp substrate 0.011
HIA 0.964 F20 % 0.523
F30 % 0.842 Caco-2 -4.384
MDCK -4.881


Distribution

Property Value Property Value
BBB Penetration 0.001 PPB 15.532
VD 1.444 Fu 0.475


Metabolism

Property Value Property Value
CYP1A2 inhibitor 0.111 CYP1A2 substrate 0.772
CYP2A6 substrate 0.595 CYP2B6 substrate 0.482
CYP2C19 inhibitor 0.104 CYP2C19 substrate 0.256
CYP2C8 substrate 0.521 CYP2C9 inhibitor 0.072
CYP2C9 substrate 0.013 CYP2D6 inhibitor 0.048
CYP2D6 substrate 0.437 CYP2E1 substrate 0.653
CYP3A4 inhibitor 0.823 CYP3A4 substrate 0.642


Excretion

Property Value Property Value
T1/2 0.176 CL 4.63


Toxicity

Property Value Property Value
hERG Blockers 0.101 Hepatotoxicity 0.998
Mutagenicity 0.818 Rat Oral Acute Toxicity 0.165
FDAMDD 0.119 Skin Sensitization 0.964
Carcinogenicity 0.968 Eye Corrosion 0.002
Eye Irritation 0.254 Respiratory Toxicity 0.059


Environmental Toxicity

Property Value Property Value
Bioconcentration Factors 0.855 IGC50 5.505
LC50FM -5.069 LC50DM 0.45


Tox21 Pathway

Property Value Property Value
NR-AR 0.494 NR-AR-LBD 0.637
NR-AhR 0.207 NR-Aromatase 0.182
NR-ER 0.126 NR-ER-LBD 0.556
NR-PPAR-gamma 0.455 SR-ARE 0.568
SR-ATAD5 0.789 SR-HSE 0.886
SR-MMP 0.396 SR-p53 0.918


Similar covalent inhibitors

CI006842

Similarity Score: 0.58



Similar covalent drugs

No similar covalent drugs found for this compound.