Compound information

Natural Products
ZC2765694
Molecular Formula
C19H20Cl2N2O4S
Molecular Weight
442.05208348 g/mol
Structure
IUPAC Name
(4-chlorophenyl)methyl N-[1-(4-chlorophenyl)sulfonyl-4-piperidyl]carbamate
InChI
InChI=1S/C19H20Cl2N2O4S/c20-15-3-1-14(2-4-15)13-27-19(24)22-17-9-11-23(12-10-17)28(25,26)18-7-5-16(21)6-8-18/h1-8,17H,9-13H2,(H,22,24)
InChI Key
MKGVAPZYVNFXIJ-UHFFFAOYSA-N
SMILES
O=C(NC1CCN(S(=O)(=O)c2ccc(Cl)cc2)CC1)OCc1ccc(Cl)cc1
Source
ZINC000001390162

Warheads

Carbamate


ADMET Property

Physicochemical Property

Property Value Property Value
Heavy Atom Count 28 Ring Count 3
Heteroatom Count 9 Rotatable Bond Count 5
Hydrogen Bond Acceptor Count 4 Hydrogen Bond Donor Count 1
Topological Polar Surface Area 75.71 Å2 LogP 4.257
LogS -5.396 LogD 3.84


Absorption

Property Value Property Value
Pgp inhibitor 0.141 Pgp substrate 0.954
HIA 0.966 F20 % 0.995
F30 % 0.552 Caco-2 -4.643
MDCK -4.92


Distribution

Property Value Property Value
BBB Penetration 0.756 PPB 100.27
VD 0.698 Fu 1.419


Metabolism

Property Value Property Value
CYP1A2 inhibitor 0.934 CYP1A2 substrate 0.681
CYP2A6 substrate 0.429 CYP2B6 substrate 0.648
CYP2C19 inhibitor 0.971 CYP2C19 substrate 0.86
CYP2C8 substrate 0.872 CYP2C9 inhibitor 0.887
CYP2C9 substrate 1.0 CYP2D6 inhibitor 0.804
CYP2D6 substrate 0.958 CYP2E1 substrate 0.25
CYP3A4 inhibitor 0.829 CYP3A4 substrate 0.997


Excretion

Property Value Property Value
T1/2 0.069 CL 5.476


Toxicity

Property Value Property Value
hERG Blockers 0.852 Hepatotoxicity 0.947
Mutagenicity 0.001 Rat Oral Acute Toxicity 0.228
FDAMDD 0.453 Skin Sensitization 0.0
Carcinogenicity 0.086 Eye Corrosion 0.002
Eye Irritation 0.0 Respiratory Toxicity 0.083


Environmental Toxicity

Property Value Property Value
Bioconcentration Factors 0.532 IGC50 4.059
LC50FM 1.652 LC50DM 4.366


Tox21 Pathway

Property Value Property Value
NR-AR 0.078 NR-AR-LBD 0.271
NR-AhR 0.025 NR-Aromatase 0.844
NR-ER 0.345 NR-ER-LBD 0.433
NR-PPAR-gamma 0.217 SR-ARE 0.786
SR-ATAD5 0.31 SR-HSE 0.13
SR-MMP 0.195 SR-p53 0.031


Similar covalent inhibitors

CI001113

Similarity Score: 0.63

CI001121

Similarity Score: 0.56

CI001164

Similarity Score: 0.56



Similar covalent drugs

No similar covalent drugs found for this compound.