Compound information

Natural Products
ZC742633
Molecular Formula
C21H30N4O6S
Molecular Weight
466.18860568 g/mol
Structure
IUPAC Name
ethyl 4-[1-(4-acetamidophenyl)sulfonylpiperidine-4-carbonyl]piperazine-1-carboxylate
InChI
InChI=1S/C21H30N4O6S/c1-3-31-21(28)24-14-12-23(13-15-24)20(27)17-8-10-25(11-9-17)32(29,30)19-6-4-18(5-7-19)22-16(2)26/h4-7,17H,3,8-15H2,1-2H3,(H,22,26)
InChI Key
WNHWWLRRFWVNPP-UHFFFAOYSA-N
SMILES
CCOC(=O)N1CCN(C(=O)C2CCN(S(=O)(=O)c3ccc(NC(C)=O)cc3)CC2)CC1
Source
ZINC000013607354

Warheads

Carbamate


ADMET Property

Physicochemical Property

Property Value Property Value
Heavy Atom Count 32 Ring Count 3
Heteroatom Count 11 Rotatable Bond Count 5
Hydrogen Bond Acceptor Count 6 Hydrogen Bond Donor Count 1
Topological Polar Surface Area 116.33 Å2 LogP 0.765
LogS -3.419 LogD 1.231


Absorption

Property Value Property Value
Pgp inhibitor 0.022 Pgp substrate 0.996
HIA 0.971 F20 % 0.981
F30 % 0.187 Caco-2 -4.913
MDCK -5.082


Distribution

Property Value Property Value
BBB Penetration 0.01 PPB 55.565
VD 0.966 Fu 0.574


Metabolism

Property Value Property Value
CYP1A2 inhibitor 0.001 CYP1A2 substrate 0.467
CYP2A6 substrate 0.357 CYP2B6 substrate 0.573
CYP2C19 inhibitor 0.227 CYP2C19 substrate 0.739
CYP2C8 substrate 0.631 CYP2C9 inhibitor 0.214
CYP2C9 substrate 0.992 CYP2D6 inhibitor 0.031
CYP2D6 substrate 0.411 CYP2E1 substrate 0.245
CYP3A4 inhibitor 0.016 CYP3A4 substrate 1.0


Excretion

Property Value Property Value
T1/2 0.497 CL 2.193


Toxicity

Property Value Property Value
hERG Blockers 0.035 Hepatotoxicity 0.477
Mutagenicity 0.511 Rat Oral Acute Toxicity 0.189
FDAMDD 0.244 Skin Sensitization 0.0
Carcinogenicity 0.089 Eye Corrosion 0.001
Eye Irritation 0.0 Respiratory Toxicity 0.008


Environmental Toxicity

Property Value Property Value
Bioconcentration Factors 0.161 IGC50 2.283
LC50FM -16.593 LC50DM -6.108


Tox21 Pathway

Property Value Property Value
NR-AR 0.462 NR-AR-LBD 0.341
NR-AhR 0.071 NR-Aromatase 0.016
NR-ER 0.294 NR-ER-LBD 0.384
NR-PPAR-gamma 0.102 SR-ARE 0.451
SR-ATAD5 0.301 SR-HSE 0.06
SR-MMP 0.011 SR-p53 0.085


Similar covalent inhibitors

CI001201

Similarity Score: 0.61

CI001102

Similarity Score: 0.55

CI001103

Similarity Score: 0.53

CI001180

Similarity Score: 0.52



Similar covalent drugs

No similar covalent drugs found for this compound.