Compound information

Natural Products
ZC1306350
Molecular Formula
C19H23Cl2N3O4S
Molecular Weight
459.078632576 g/mol
Structure
IUPAC Name
1-[4-[4-(3,4-dichlorophenyl)sulfonylpiperazine-1-carbonyl]-1-piperidyl]prop-2-en-1-one
InChI
InChI=1S/C19H23Cl2N3O4S/c1-2-18(25)22-7-5-14(6-8-22)19(26)23-9-11-24(12-10-23)29(27,28)15-3-4-16(20)17(21)13-15/h2-4,13-14H,1,5-12H2
InChI Key
ZPGGQNDCWLJRQP-UHFFFAOYSA-N
SMILES
C=CC(=O)N1CCC(C(=O)N2CCN(S(=O)(=O)c3ccc(Cl)c(Cl)c3)CC2)CC1
Source
ZINC002325888071

Warheads

Acrylamide


ADMET Property

Physicochemical Property

Property Value Property Value
Heavy Atom Count 29 Ring Count 3
Heteroatom Count 10 Rotatable Bond Count 4
Hydrogen Bond Acceptor Count 4 Hydrogen Bond Donor Count 0
Topological Polar Surface Area 78.0 Å2 LogP 2.308
LogS -3.853 LogD 2.522


Absorption

Property Value Property Value
Pgp inhibitor 0.246 Pgp substrate 0.954
HIA 0.965 F20 % 0.991
F30 % 0.148 Caco-2 -4.457
MDCK -5.071


Distribution

Property Value Property Value
BBB Penetration 0.948 PPB 99.616
VD 0.8 Fu 1.229


Metabolism

Property Value Property Value
CYP1A2 inhibitor 0.004 CYP1A2 substrate 0.418
CYP2A6 substrate 0.318 CYP2B6 substrate 0.565
CYP2C19 inhibitor 0.788 CYP2C19 substrate 0.621
CYP2C8 substrate 0.568 CYP2C9 inhibitor 0.498
CYP2C9 substrate 0.785 CYP2D6 inhibitor 0.027
CYP2D6 substrate 0.541 CYP2E1 substrate 0.361
CYP3A4 inhibitor 0.621 CYP3A4 substrate 0.999


Excretion

Property Value Property Value
T1/2 0.132 CL 3.048


Toxicity

Property Value Property Value
hERG Blockers 0.92 Hepatotoxicity 0.998
Mutagenicity 0.012 Rat Oral Acute Toxicity 0.71
FDAMDD 0.825 Skin Sensitization 0.015
Carcinogenicity 0.186 Eye Corrosion 0.016
Eye Irritation 0.14 Respiratory Toxicity 0.092


Environmental Toxicity

Property Value Property Value
Bioconcentration Factors 0.386 IGC50 4.231
LC50FM -13.279 LC50DM 2.448


Tox21 Pathway

Property Value Property Value
NR-AR 0.095 NR-AR-LBD 0.504
NR-AhR 0.108 NR-Aromatase 0.043
NR-ER 0.301 NR-ER-LBD 0.505
NR-PPAR-gamma 0.332 SR-ARE 0.882
SR-ATAD5 0.393 SR-HSE 0.38
SR-MMP 0.017 SR-p53 0.138


Similar covalent inhibitors

CI001102

Similarity Score: 0.56

CI001103

Similarity Score: 0.54

CI001175

Similarity Score: 0.53



Similar covalent drugs

No similar covalent drugs found for this compound.