Canonical Smiles : C1C(C(C(=O)O1)CC2=CC(=CC=C2)O)CC3=CC(=CC=C3)O
Inchi Key : HVDGDHBAMCBBLR-WMLDXEAASA-N
IUPAC : (3R,4R)-3,4-bis[(3-hydroxyphenyl)methyl]oxolan-2-one
Pubchem ID : 10685477
Smiles : C1C(C(C(=O)O1)CC2=CC(=CC=C2)O)CC3=CC(=CC=C3)O
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PHYSICOCHEMICAL PROPERTIES
Molecular Weight : 298.12
Volume : 310.921
Density : 0.959
nHA : 4
nHD : 2
nRot : 4
nRing : 3
Max Ring : 6
nHet: 4
fChar : 0
nRig : 18
Flexibility : 0.222
Stereo Centers : 2
TPSA : 66.76
logS : -3.201
logP: 3.19
logD7.4 : 3.206
ABSORPTION
Caco-2 Permeability : -4.738
MDCK Permeability : 0.0000182022
Pgp-inhibitor : 0.035
Pgp-substrate : 0.001
HIA : 0.008
F20% : 0.989
F30% : 0.841
DISTRIBUTION
PPB : 0.901193
VD : 1.397
BBB Penetration : 0.051
Fu : 0.151067
METABOLISM
CYP 1A2 inhibitor : 0.942
CYP 1A2 substrate : 0.18
CYP 2C19 inhibitor : 0.952
CYP 2C19 substrate : 0.103
CYP 2C9 inhibitor : 0.827
CYP 2C9 substrate : 0.889
CYP 2D6 inhibitor : 0.945
CYP 2D6 substrate : 0.867
CYP 3A4 inhibitor : 0.813
CYP 3A4 substrate : 0.322
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MEDICINAL CHEMISTRY
QED : 0.852
SAscore : 3.117
Fsp : 0.278
MCE-18 : 52.174
NPscore : 1.471
Lipinski Rule : Accepted
Pfizer Rule : Rejected
GSK Rule : Accepted
Golden Triangle : Accepted
PAINS : 0
ALARM NMR Rule : 2
BMS Rule : 0
Chelator Rule : 0
TOXICOLOGY
hERG Blockers : 0.233
H-HT : 0.207
DILI : 0.045
AMES Toxicity : 0.035
Rat Oral Acute Toxicity : 0.128
FDAMDD : 0.581
Skin Sensitization : 0.942
Carcinogencity : 0.295
Eye Corrosion : 0.005
Eye Irritation : 0.89
Respiratory Toxicity : 0.053
Bioconcentration Factor : 0.873
IGC50 : 4.75
LC50FM : 4.79
LC50DM : 5.146
NR-AR : 0.149
NR-AR-LBD: 0.179
NR-AhR : 0.363
NR-Aromatase : 0.128
NR-ER : 0.881
NR-ER-LBD : 0.7
NR-PPAR-gamma : 0.006
SR-ARE : 0.346
SR-ATAD5 : 0.073
SR-HSE : 0.608
SR-MMP : 0.915
SR-p53 : 0.206
Acute/Aquatic Toxicity Rule : 2
Genotoxic Carcinogenicity Rule : 0
Non Genotoxic Carcinogenicity Rule : 0
Skin Sensitization Rule : 0
Non Biodegradable Rule : 0
SureChEMBL Rule : 0
FAF-Drugs4 Rule : 1
EXCRETION
CL : 18.301
t1/2 : 0.916
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