Canonical Smiles : CCCCCC1=CC(=C(C(=C1C(=O)O)O)C2C=C(CCC2C(=C)C)C)O
Inchi Key : WVOLTBSCXRRQFR-DLBZAZTESA-N
IUPAC : 2,4-dihydroxy-3-[(1R,6R)-3-methyl-6-prop-1-en-2-ylcyclohex-2-en-1-yl]-6-pentylbenzoic acid
Pubchem ID : 160570
Smiles : C=C(C)C1CCC(C)=CC1c1c(O)cc(CCCCC)c(C(=O)O)c1O
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PHYSICOCHEMICAL PROPERTIES
Molecular Weight : 358.21
Volume : 391.297
Density : 0.915
nHA : 4
nHD : 3
nRot : 7
nRing : 2
Max Ring : 6
nHet: 4
fChar : 0
nRig : 14
Flexibility : 0.5
Stereo Centers : 2
TPSA : 77.76
logS : -3.006
logP: 6.395
logD7.4 : 3.634
ABSORPTION
Caco-2 Permeability : -4.85
MDCK Permeability : 0.0000134663
Pgp-inhibitor : 0.038
Pgp-substrate : 0.001
HIA : 0.008
F20% : 0.886
F30% : 0.082
DISTRIBUTION
PPB : 0.995768
VD : 2.144
BBB Penetration : 0.026
Fu : 0.00758883
METABOLISM
CYP 1A2 inhibitor : 0.121
CYP 1A2 substrate : 0.906
CYP 2C19 inhibitor : 0.086
CYP 2C19 substrate : 0.167
CYP 2C9 inhibitor : 0.639
CYP 2C9 substrate : 0.489
CYP 2D6 inhibitor : 0.493
CYP 2D6 substrate : 0.15
CYP 3A4 inhibitor : 0.108
CYP 3A4 substrate : 0.115
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MEDICINAL CHEMISTRY
QED : 0.441
SAscore : 3.626
Fsp : 0.5
MCE-18 : 51.879
NPscore : 2.259
Lipinski Rule : Accepted
Pfizer Rule : Accepted
GSK Rule : Rejected
Golden Triangle : Accepted
PAINS : 0
ALARM NMR Rule : 2
BMS Rule : 0
Chelator Rule : 1
TOXICOLOGY
hERG Blockers : 0.045
H-HT : 0.887
DILI : 0.966
AMES Toxicity : 0.023
Rat Oral Acute Toxicity : 0.449
FDAMDD : 0.787
Skin Sensitization : 0.118
Carcinogencity : 0.112
Eye Corrosion : 0.003
Eye Irritation : 0.014
Respiratory Toxicity : 0.909
Bioconcentration Factor : 0.421
IGC50 : 3.632
LC50FM : 5.699
LC50DM : 5.535
NR-AR : 0.118
NR-AR-LBD: 0.024
NR-AhR : 0.809
NR-Aromatase : 0.204
NR-ER : 0.415
NR-ER-LBD : 0.439
NR-PPAR-gamma : 0.961
SR-ARE : 0.469
SR-ATAD5 : 0.016
SR-HSE : 0.883
SR-MMP : 0.945
SR-p53 : 0.513
Acute/Aquatic Toxicity Rule : 0
Genotoxic Carcinogenicity Rule : 0
Non Genotoxic Carcinogenicity Rule : 0
Skin Sensitization Rule : 3
Non Biodegradable Rule : 1
SureChEMBL Rule : 1
FAF-Drugs4 Rule : 1
EXCRETION
CL : 1.041
t1/2 : 0.156
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