Compound information

Natural Products
ZC3087133
Molecular Formula
C22H36ClNO2
Molecular Weight
381.243457072 g/mol
Structure
IUPAC Name
2-chloro-N-(2-tetradecoxyphenyl)acetamide
InChI
InChI=1S/C22H36ClNO2/c1-2-3-4-5-6-7-8-9-10-11-12-15-18-26-21-17-14-13-16-20(21)24-22(25)19-23/h13-14,16-17H,2-12,15,18-19H2,1H3,(H,24,25)
InChI Key
OPQIDDJLKSFRCY-UHFFFAOYSA-N
SMILES
CCCCCCCCCCCCCCOc1ccccc1NC(=O)CCl
Source
ZINC000101022768

Warheads

Halohydrocarbon


ADMET Property

Physicochemical Property

Property Value Property Value
Heavy Atom Count 26 Ring Count 1
Heteroatom Count 4 Rotatable Bond Count 16
Hydrogen Bond Acceptor Count 2 Hydrogen Bond Donor Count 1
Topological Polar Surface Area 38.33 Å2 LogP 7.545
LogS -6.374 LogD 4.833


Absorption

Property Value Property Value
Pgp inhibitor 0.891 Pgp substrate 0.002
HIA 0.97 F20 % 0.256
F30 % 0.028 Caco-2 -4.515
MDCK -4.51


Distribution

Property Value Property Value
BBB Penetration 0.517 PPB 95.541
VD 0.98 Fu 2.656


Metabolism

Property Value Property Value
CYP1A2 inhibitor 0.119 CYP1A2 substrate 0.372
CYP2A6 substrate 0.396 CYP2B6 substrate 0.587
CYP2C19 inhibitor 0.711 CYP2C19 substrate 0.439
CYP2C8 substrate 0.513 CYP2C9 inhibitor 0.234
CYP2C9 substrate 0.019 CYP2D6 inhibitor 0.711
CYP2D6 substrate 0.16 CYP2E1 substrate 0.942
CYP3A4 inhibitor 0.315 CYP3A4 substrate 0.292


Excretion

Property Value Property Value
T1/2 0.303 CL 5.085


Toxicity

Property Value Property Value
hERG Blockers 0.838 Hepatotoxicity 0.917
Mutagenicity 0.249 Rat Oral Acute Toxicity 0.005
FDAMDD 0.031 Skin Sensitization 0.997
Carcinogenicity 0.02 Eye Corrosion 0.965
Eye Irritation 0.875 Respiratory Toxicity 0.536


Environmental Toxicity

Property Value Property Value
Bioconcentration Factors 2.154 IGC50 5.962
LC50FM 5.089 LC50DM 5.682


Tox21 Pathway

Property Value Property Value
NR-AR 0.49 NR-AR-LBD 0.244
NR-AhR 0.508 NR-Aromatase 0.473
NR-ER 0.551 NR-ER-LBD 0.584
NR-PPAR-gamma 0.914 SR-ARE 0.967
SR-ATAD5 0.804 SR-HSE 0.933
SR-MMP 0.148 SR-p53 0.893


Similar covalent inhibitors

CI000392

Similarity Score: 0.53



Similar covalent drugs

No similar covalent drugs found for this compound.