Compound information

Natural Products
ZC3038751
Molecular Formula
C20H32O3
Molecular Weight
320.235144884 g/mol
Structure
IUPAC Name
(5E,8E)-10-[(2R,3S)-3-[(E)-oct-2-enyl]oxiran-2-yl]deca-5,8-dienoic acid
InChI
InChI=1S/C20H32O3/c1-2-3-4-5-9-12-15-18-19(23-18)16-13-10-7-6-8-11-14-17-20(21)22/h6,8-10,12-13,18-19H,2-5,7,11,14-17H2,1H3,(H,21,22)/b8-6+,12-9+,13-10+/t18-,19+/m0/s1
InChI Key
DXOYQVHGIODESM-PEXLBLHQSA-N
SMILES
CCCCC/C=C/C[C@@H]1O[C@@H]1C/C=C/C/C=C/CCCC(=O)O
Source
ZINC000004544321

Warheads

Epoxide


ADMET Property

Physicochemical Property

Property Value Property Value
Heavy Atom Count 23 Ring Count 1
Heteroatom Count 3 Rotatable Bond Count 14
Hydrogen Bond Acceptor Count 2 Hydrogen Bond Donor Count 1
Topological Polar Surface Area 49.83 Å2 LogP 5.034
LogS -5.322 LogD 3.725


Absorption

Property Value Property Value
Pgp inhibitor 0.046 Pgp substrate 0.005
HIA 0.935 F20 % 0.99
F30 % 0.054 Caco-2 -4.853
MDCK -5.556


Distribution

Property Value Property Value
BBB Penetration 0.001 PPB 89.408
VD 1.16 Fu 1.334


Metabolism

Property Value Property Value
CYP1A2 inhibitor 0.067 CYP1A2 substrate 0.342
CYP2A6 substrate 0.452 CYP2B6 substrate 0.401
CYP2C19 inhibitor 0.03 CYP2C19 substrate 0.321
CYP2C8 substrate 0.496 CYP2C9 inhibitor 0.106
CYP2C9 substrate 0.93 CYP2D6 inhibitor 0.087
CYP2D6 substrate 0.088 CYP2E1 substrate 0.93
CYP3A4 inhibitor 0.074 CYP3A4 substrate 0.749


Excretion

Property Value Property Value
T1/2 0.855 CL 4.058


Toxicity

Property Value Property Value
hERG Blockers 0.827 Hepatotoxicity 0.917
Mutagenicity 0.0 Rat Oral Acute Toxicity 0.001
FDAMDD 0.417 Skin Sensitization 0.994
Carcinogenicity 0.587 Eye Corrosion 0.999
Eye Irritation 0.987 Respiratory Toxicity 0.041


Environmental Toxicity

Property Value Property Value
Bioconcentration Factors 3.288 IGC50 5.309
LC50FM 5.24 LC50DM 6.137


Tox21 Pathway

Property Value Property Value
NR-AR 0.167 NR-AR-LBD 0.349
NR-AhR 0.003 NR-Aromatase 0.168
NR-ER 0.259 NR-ER-LBD 0.599
NR-PPAR-gamma 0.741 SR-ARE 0.984
SR-ATAD5 0.522 SR-HSE 0.842
SR-MMP 0.547 SR-p53 0.571


Similar covalent inhibitors

CI000185

Similarity Score: 0.56

CI000181

Similarity Score: 0.55

CI000184

Similarity Score: 0.55



Similar covalent drugs

No similar covalent drugs found for this compound.