Compound information

Natural Products
ZC3117653
Molecular Formula
C26H43NO3
Molecular Weight
417.324294236 g/mol
Structure
IUPAC Name
N-(2-hexadecoxyphenyl)-3-oxo-butanamide
InChI
InChI=1S/C26H43NO3/c1-3-4-5-6-7-8-9-10-11-12-13-14-15-18-21-30-25-20-17-16-19-24(25)27-26(29)22-23(2)28/h16-17,19-20H,3-15,18,21-22H2,1-2H3,(H,27,29)
InChI Key
SBHCWTHAYDWYGI-UHFFFAOYSA-N
SMILES
CCCCCCCCCCCCCCCCOc1ccccc1NC(=O)CC(C)=O
Source
ZINC000100969911

Warheads

Carbonyl


ADMET Property

Physicochemical Property

Property Value Property Value
Heavy Atom Count 30 Ring Count 1
Heteroatom Count 4 Rotatable Bond Count 19
Hydrogen Bond Acceptor Count 3 Hydrogen Bond Donor Count 1
Topological Polar Surface Area 55.4 Å2 LogP 7.922
LogS -6.73 LogD 4.936


Absorption

Property Value Property Value
Pgp inhibitor 0.994 Pgp substrate 0.02
HIA 0.968 F20 % 0.07
F30 % 0.002 Caco-2 -4.493
MDCK -4.594


Distribution

Property Value Property Value
BBB Penetration 0.442 PPB 94.118
VD 1.299 Fu 2.536


Metabolism

Property Value Property Value
CYP1A2 inhibitor 0.049 CYP1A2 substrate 0.275
CYP2A6 substrate 0.283 CYP2B6 substrate 0.505
CYP2C19 inhibitor 0.346 CYP2C19 substrate 0.432
CYP2C8 substrate 0.488 CYP2C9 inhibitor 0.076
CYP2C9 substrate 0.023 CYP2D6 inhibitor 0.448
CYP2D6 substrate 0.135 CYP2E1 substrate 0.846
CYP3A4 inhibitor 0.291 CYP3A4 substrate 0.076


Excretion

Property Value Property Value
T1/2 0.28 CL 4.858


Toxicity

Property Value Property Value
hERG Blockers 0.859 Hepatotoxicity 0.868
Mutagenicity 0.001 Rat Oral Acute Toxicity 0.004
FDAMDD 0.039 Skin Sensitization 0.999
Carcinogenicity 0.021 Eye Corrosion 0.005
Eye Irritation 0.577 Respiratory Toxicity 0.523


Environmental Toxicity

Property Value Property Value
Bioconcentration Factors 1.535 IGC50 6.104
LC50FM 3.63 LC50DM 5.614


Tox21 Pathway

Property Value Property Value
NR-AR 0.229 NR-AR-LBD 0.201
NR-AhR 0.256 NR-Aromatase 0.114
NR-ER 0.372 NR-ER-LBD 0.313
NR-PPAR-gamma 0.819 SR-ARE 0.308
SR-ATAD5 0.305 SR-HSE 0.55
SR-MMP 0.087 SR-p53 0.289


Similar covalent inhibitors

CI000392

Similarity Score: 0.57



Similar covalent drugs

No similar covalent drugs found for this compound.