Canonical Smiles : Cc(=Ccc1=C(C(=C(C=C1O)Oc)C(=O)C=Cc2=Cc=C(C=C2)O)O)C
Inchi Key : Orxqgkiucdpeaj-Yrnvussqsa-N
IUPAC : (E)-1-[2,4-Dihydroxy-6-Methoxy-3-(3-Methylbut-2-Enyl)Phenyl]-3-(4-Hydroxyphenyl)Prop-2-En-1-One
Pubchem ID : 639665
Smiles : COc1cc(O)c(CC=C(C)C)c(O)c1C(=O)C=Cc1ccc(O)cc1
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PHYSICOCHEMICAL PROPERTIES
Molecular Weight : 354.15
Volume : 374.882
Density : 0.945
nHA : 5
nHD : 3
nRot : 6
nRing : 2
Max Ring : 6
nHet: 5
fChar : 0
nRig : 15
Flexibility : 0.4
Stereo Centers : 0
TPSA : 86.99
logS : -3.91
logP: 4.503
logD7.4 : 3.371
ABSORPTION
Caco-2 Permeability : -4.901
MDCK Permeability : 0.0000167295
Pgp-inhibitor : 0.03
Pgp-substrate : 0.092
HIA : 0.01
F20% : 0.068
F30% : 0.103
DISTRIBUTION
PPB : 1.00165
VD : 0.63
BBB Penetration : 0.015
Fu : 0.014018
METABOLISM
CYP 1A2 inhibitor : 0.943
CYP 1A2 substrate : 0.785
CYP 2C19 inhibitor : 0.871
CYP 2C19 substrate : 0.067
CYP 2C9 inhibitor : 0.848
CYP 2C9 substrate : 0.928
CYP 2D6 inhibitor : 0.87
CYP 2D6 substrate : 0.794
CYP 3A4 inhibitor : 0.578
CYP 3A4 substrate : 0.173
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MEDICINAL CHEMISTRY
QED : 0.411
SAscore : 2.607
Fsp : 0.19
MCE-18 : 15
NPscore : 1.633
Lipinski Rule : Accepted
Pfizer Rule : Accepted
GSK Rule : Rejected
Golden Triangle : Accepted
PAINS : 0
ALARM NMR Rule : 3
BMS Rule : 0
Chelator Rule : 0
TOXICOLOGY
hERG Blockers : 0.041
H-HT : 0.447
DILI : 0.632
AMES Toxicity : 0.407
Rat Oral Acute Toxicity : 0.661
FDAMDD : 0.639
Skin Sensitization : 0.944
Carcinogencity : 0.494
Eye Corrosion : 0.003
Eye Irritation : 0.839
Respiratory Toxicity : 0.76
Bioconcentration Factor : 1.481
IGC50 : 5.284
LC50FM : 6.646
LC50DM : 6.55
NR-AR : 0.012
NR-AR-LBD: 0.5
NR-AhR : 0.941
NR-Aromatase : 0.85
NR-ER : 0.92
NR-ER-LBD : 0.931
NR-PPAR-gamma : 0.958
SR-ARE : 0.944
SR-ATAD5 : 0.728
SR-HSE : 0.965
SR-MMP : 0.988
SR-p53 : 0.973
Acute/Aquatic Toxicity Rule : 2
Genotoxic Carcinogenicity Rule : 1
Non Genotoxic Carcinogenicity Rule : 1
Skin Sensitization Rule : 6
Non Biodegradable Rule : 1
SureChEMBL Rule : 1
FAF-Drugs4 Rule : 2
EXCRETION
CL : 14.089
t1/2 : 0.782
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