Compound information

Natural Products
ZC2490368
Molecular Formula
C25H25N3O5S
Molecular Weight
479.1514919 g/mol
Structure
IUPAC Name
phenyl 4-[4-(4-acetamidophenyl)phenyl]sulfonylpiperazine-1-carboxylate
InChI
InChI=1S/C25H25N3O5S/c1-19(29)26-22-11-7-20(8-12-22)21-9-13-24(14-10-21)34(31,32)28-17-15-27(16-18-28)25(30)33-23-5-3-2-4-6-23/h2-14H,15-18H2,1H3,(H,26,29)
InChI Key
FYPATKDTVPDFFU-UHFFFAOYSA-N
SMILES
CC(=O)Nc1ccc(-c2ccc(S(=O)(=O)N3CCN(C(=O)Oc4ccccc4)CC3)cc2)cc1
Source
ZINC000040158374

Warheads

Carbamate


ADMET Property

Physicochemical Property

Property Value Property Value
Heavy Atom Count 34 Ring Count 4
Heteroatom Count 9 Rotatable Bond Count 5
Hydrogen Bond Acceptor Count 5 Hydrogen Bond Donor Count 1
Topological Polar Surface Area 96.02 Å2 LogP 3.532
LogS -6.211 LogD 3.461


Absorption

Property Value Property Value
Pgp inhibitor 0.009 Pgp substrate 0.543
HIA 0.965 F20 % 0.993
F30 % 0.959 Caco-2 -4.712
MDCK -5.471


Distribution

Property Value Property Value
BBB Penetration 0.014 PPB 96.939
VD 0.519 Fu 1.951


Metabolism

Property Value Property Value
CYP1A2 inhibitor 0.05 CYP1A2 substrate 0.623
CYP2A6 substrate 0.335 CYP2B6 substrate 0.6
CYP2C19 inhibitor 0.219 CYP2C19 substrate 0.705
CYP2C8 substrate 0.815 CYP2C9 inhibitor 0.843
CYP2C9 substrate 0.999 CYP2D6 inhibitor 0.014
CYP2D6 substrate 0.852 CYP2E1 substrate 0.686
CYP3A4 inhibitor 0.066 CYP3A4 substrate 0.99


Excretion

Property Value Property Value
T1/2 0.2 CL 1.556


Toxicity

Property Value Property Value
hERG Blockers 0.48 Hepatotoxicity 0.787
Mutagenicity 0.082 Rat Oral Acute Toxicity 0.214
FDAMDD 0.294 Skin Sensitization 0.0
Carcinogenicity 0.925 Eye Corrosion 0.002
Eye Irritation 0.0 Respiratory Toxicity 0.012


Environmental Toxicity

Property Value Property Value
Bioconcentration Factors 0.819 IGC50 4.702
LC50FM -4.153 LC50DM -6.057


Tox21 Pathway

Property Value Property Value
NR-AR 0.222 NR-AR-LBD 0.303
NR-AhR 0.497 NR-Aromatase 0.1
NR-ER 0.593 NR-ER-LBD 0.551
NR-PPAR-gamma 0.577 SR-ARE 0.848
SR-ATAD5 0.42 SR-HSE 0.102
SR-MMP 0.288 SR-p53 0.435


Similar covalent inhibitors

CI001170

Similarity Score: 0.53

CI001193

Similarity Score: 0.53

CI001182

Similarity Score: 0.52

CI001108

Similarity Score: 0.51

CI001185

Similarity Score: 0.51

CI001284

Similarity Score: 0.51



Similar covalent drugs

No similar covalent drugs found for this compound.