Compound information

Natural Products
ZC1583149
Molecular Formula
C21H26N2O6S
Molecular Weight
434.151157552 g/mol
Structure
IUPAC Name
(4-methoxyphenyl)methyl N-[1-(4-methoxyphenyl)sulfonyl-4-piperidyl]carbamate
InChI
InChI=1S/C21H26N2O6S/c1-27-18-5-3-16(4-6-18)15-29-21(24)22-17-11-13-23(14-12-17)30(25,26)20-9-7-19(28-2)8-10-20/h3-10,17H,11-15H2,1-2H3,(H,22,24)
InChI Key
JHFNXCDNLOUMJV-UHFFFAOYSA-N
SMILES
COc1ccc(COC(=O)NC2CCN(S(=O)(=O)c3ccc(OC)cc3)CC2)cc1
Source
ZINC000008672170

Warheads

Carbamate


ADMET Property

Physicochemical Property

Property Value Property Value
Heavy Atom Count 30 Ring Count 3
Heteroatom Count 9 Rotatable Bond Count 7
Hydrogen Bond Acceptor Count 6 Hydrogen Bond Donor Count 1
Topological Polar Surface Area 94.17 Å2 LogP 3.103
LogS -4.389 LogD 3.511


Absorption

Property Value Property Value
Pgp inhibitor 0.023 Pgp substrate 0.945
HIA 0.97 F20 % 0.996
F30 % 0.6 Caco-2 -4.648
MDCK -5.021


Distribution

Property Value Property Value
BBB Penetration 0.048 PPB 83.734
VD 0.533 Fu 1.424


Metabolism

Property Value Property Value
CYP1A2 inhibitor 0.371 CYP1A2 substrate 0.564
CYP2A6 substrate 0.34 CYP2B6 substrate 0.61
CYP2C19 inhibitor 0.93 CYP2C19 substrate 0.819
CYP2C8 substrate 0.839 CYP2C9 inhibitor 0.748
CYP2C9 substrate 1.0 CYP2D6 inhibitor 0.149
CYP2D6 substrate 0.951 CYP2E1 substrate 0.251
CYP3A4 inhibitor 0.974 CYP3A4 substrate 0.968


Excretion

Property Value Property Value
T1/2 0.157 CL 8.104


Toxicity

Property Value Property Value
hERG Blockers 0.503 Hepatotoxicity 0.929
Mutagenicity 0.008 Rat Oral Acute Toxicity 0.105
FDAMDD 0.409 Skin Sensitization 0.001
Carcinogenicity 0.114 Eye Corrosion 0.003
Eye Irritation 0.0 Respiratory Toxicity 0.208


Environmental Toxicity

Property Value Property Value
Bioconcentration Factors 0.24 IGC50 3.567
LC50FM 0.208 LC50DM 2.759


Tox21 Pathway

Property Value Property Value
NR-AR 0.22 NR-AR-LBD 0.263
NR-AhR 0.018 NR-Aromatase 0.294
NR-ER 0.456 NR-ER-LBD 0.402
NR-PPAR-gamma 0.146 SR-ARE 0.571
SR-ATAD5 0.302 SR-HSE 0.072
SR-MMP 0.049 SR-p53 0.036


Similar covalent inhibitors

CI001113

Similarity Score: 0.61

CI001121

Similarity Score: 0.54

CI001164

Similarity Score: 0.54



Similar covalent drugs

No similar covalent drugs found for this compound.