Compound information

Natural Products
ZC1580029
Molecular Formula
C23H26N2O5S
Molecular Weight
442.156242932 g/mol
Structure
IUPAC Name
(E)-3-(3,4-dimethoxyphenyl)-1-[4-[(E)-styryl]sulfonylpiperazin-1-yl]prop-2-en-1-one
InChI
InChI=1S/C23H26N2O5S/c1-29-21-10-8-20(18-22(21)30-2)9-11-23(26)24-13-15-25(16-14-24)31(27,28)17-12-19-6-4-3-5-7-19/h3-12,17-18H,13-16H2,1-2H3/b11-9+,17-12+
InChI Key
UCGWYUCXCIKLGA-KAZNXQFFSA-N
SMILES
COc1ccc(/C=C/C(=O)N2CCN(S(=O)(=O)/C=C/c3ccccc3)CC2)cc1OC
Source
ZINC000003330440

Warheads

Vinylsulfone


ADMET Property

Physicochemical Property

Property Value Property Value
Heavy Atom Count 31 Ring Count 3
Heteroatom Count 8 Rotatable Bond Count 7
Hydrogen Bond Acceptor Count 5 Hydrogen Bond Donor Count 0
Topological Polar Surface Area 76.15 Å2 LogP 2.702
LogS -4.512 LogD 3.736


Absorption

Property Value Property Value
Pgp inhibitor 0.047 Pgp substrate 0.593
HIA 0.963 F20 % 0.992
F30 % 0.929 Caco-2 -4.855
MDCK -4.716


Distribution

Property Value Property Value
BBB Penetration 0.894 PPB 85.367
VD 0.747 Fu 1.665


Metabolism

Property Value Property Value
CYP1A2 inhibitor 0.077 CYP1A2 substrate 0.546
CYP2A6 substrate 0.538 CYP2B6 substrate 0.621
CYP2C19 inhibitor 0.064 CYP2C19 substrate 0.642
CYP2C8 substrate 0.694 CYP2C9 inhibitor 0.185
CYP2C9 substrate 0.996 CYP2D6 inhibitor 0.068
CYP2D6 substrate 0.784 CYP2E1 substrate 0.6
CYP3A4 inhibitor 0.577 CYP3A4 substrate 0.938


Excretion

Property Value Property Value
T1/2 0.823 CL 8.012


Toxicity

Property Value Property Value
hERG Blockers 0.061 Hepatotoxicity 0.96
Mutagenicity 0.002 Rat Oral Acute Toxicity 0.56
FDAMDD 0.568 Skin Sensitization 0.469
Carcinogenicity 0.039 Eye Corrosion 0.004
Eye Irritation 0.15 Respiratory Toxicity 0.187


Environmental Toxicity

Property Value Property Value
Bioconcentration Factors 0.74 IGC50 3.923
LC50FM 3.945 LC50DM 2.229


Tox21 Pathway

Property Value Property Value
NR-AR 0.113 NR-AR-LBD 0.71
NR-AhR 0.028 NR-Aromatase 0.039
NR-ER 0.842 NR-ER-LBD 0.615
NR-PPAR-gamma 0.782 SR-ARE 0.907
SR-ATAD5 0.96 SR-HSE 0.33
SR-MMP 0.499 SR-p53 0.94


Similar covalent inhibitors

CI006132

Similarity Score: 0.55

CI006136

Similarity Score: 0.54

CI006133

Similarity Score: 0.52

CI006135

Similarity Score: 0.52

CI006137

Similarity Score: 0.52



Similar covalent drugs

No similar covalent drugs found for this compound.