Compound information

Natural Products
ZC3495547
Molecular Formula
C31H50O5
Molecular Weight
502.3658247 g/mol
Structure
IUPAC Name
ethyl (2S)-2-(2-octadecoxybenzoyl)-3-oxo-butanoate
InChI
InChI=1S/C31H50O5/c1-4-6-7-8-9-10-11-12-13-14-15-16-17-18-19-22-25-36-28-24-21-20-23-27(28)30(33)29(26(3)32)31(34)35-5-2/h20-21,23-24,29H,4-19,22,25H2,1-3H3/t29-/m0/s1
InChI Key
DLMPGXNICRORFT-LJAQVGFWSA-N
SMILES
CCCCCCCCCCCCCCCCCCOc1ccccc1C(=O)[C@H](C(C)=O)C(=O)OCC
Source
ZINC000100740184

Warheads

Carbonyl


ADMET Property

Physicochemical Property

Property Value Property Value
Heavy Atom Count 36 Ring Count 1
Heteroatom Count 5 Rotatable Bond Count 23
Hydrogen Bond Acceptor Count 5 Hydrogen Bond Donor Count 0
Topological Polar Surface Area 69.67 Å2 LogP 9.783
LogS -6.958 LogD 5.19


Absorption

Property Value Property Value
Pgp inhibitor 0.907 Pgp substrate 0.003
HIA 0.978 F20 % 0.144
F30 % 0.066 Caco-2 -4.479
MDCK -4.508


Distribution

Property Value Property Value
BBB Penetration 0.028 PPB 94.878
VD 1.473 Fu 2.861


Metabolism

Property Value Property Value
CYP1A2 inhibitor 0.033 CYP1A2 substrate 0.209
CYP2A6 substrate 0.269 CYP2B6 substrate 0.424
CYP2C19 inhibitor 0.484 CYP2C19 substrate 0.507
CYP2C8 substrate 0.337 CYP2C9 inhibitor 0.033
CYP2C9 substrate 0.028 CYP2D6 inhibitor 0.881
CYP2D6 substrate 0.087 CYP2E1 substrate 0.552
CYP3A4 inhibitor 0.76 CYP3A4 substrate 0.023


Excretion

Property Value Property Value
T1/2 0.059 CL 6.259


Toxicity

Property Value Property Value
hERG Blockers 0.955 Hepatotoxicity 0.999
Mutagenicity 0.004 Rat Oral Acute Toxicity 0.379
FDAMDD 0.07 Skin Sensitization 0.998
Carcinogenicity 0.024 Eye Corrosion 0.049
Eye Irritation 0.921 Respiratory Toxicity 0.306


Environmental Toxicity

Property Value Property Value
Bioconcentration Factors 1.47 IGC50 7.115
LC50FM 4.176 LC50DM 6.278


Tox21 Pathway

Property Value Property Value
NR-AR 0.305 NR-AR-LBD 0.211
NR-AhR 0.042 NR-Aromatase 0.18
NR-ER 0.318 NR-ER-LBD 0.38
NR-PPAR-gamma 0.618 SR-ARE 0.162
SR-ATAD5 0.291 SR-HSE 0.478
SR-MMP 0.031 SR-p53 0.222


Similar covalent inhibitors

CI000392

Similarity Score: 0.52



Similar covalent drugs

No similar covalent drugs found for this compound.