Canonical Smiles : C1=CC(=CC=C1C2C(C(=O)C3=C(C=C(C=C3O2)O)O)C4=C5C(=C(C=C4O)O)C(=O)C(C(O5)C6=CC=C(C=C6)O)O)O
Inchi Key : AFDANKUHSLVEBJ-BENTYHEHSA-N
IUPAC : (2R,3R)-8-[(2S,3R)-5,7-dihydroxy-2-(4-hydroxyphenyl)-4-oxo-2,3-dihydrochromen-3-yl]-3,5,7-trihydroxy-2-(4-hydroxyphenyl)-2,3-dihydrochromen-4-one
Pubchem ID : 161087
Smiles : O=c1c(-c2c(O)cc(O)c3c2OC(c2ccc(O)cc2)C(O)C3O)c(-c2ccc(O)cc2)oc2cc(O)cc(O)c12
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PHYSICOCHEMICAL PROPERTIES
Molecular Weight : 558.12
Volume : 535.879
Density : 1.042
nHA : 11
nHD : 8
nRot : 3
nRing : 6
Max Ring : 10
nHet: 11
fChar : 0
nRig : 35
Flexibility : 0.086
Stereo Centers : 3
TPSA : 201.28
logS : -5.061
logP: 3.27
logD7.4 : 2.386
ABSORPTION
Caco-2 Permeability : -6.18
MDCK Permeability : 0.00000528409
Pgp-inhibitor : 0.016
Pgp-substrate : 0.001
HIA : 0.623
F20% : 0.528
F30% : 0.999
DISTRIBUTION
PPB : 0.966642
VD : 0.483
BBB Penetration : 0.002
Fu : 0.0323292
METABOLISM
CYP 1A2 inhibitor : 0.233
CYP 1A2 substrate : 0.061
CYP 2C19 inhibitor : 0.154
CYP 2C19 substrate : 0.043
CYP 2C9 inhibitor : 0.685
CYP 2C9 substrate : 0.952
CYP 2D6 inhibitor : 0.16
CYP 2D6 substrate : 0.25
CYP 3A4 inhibitor : 0.194
CYP 3A4 substrate : 0.093
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MEDICINAL CHEMISTRY
QED : 0.16
SAscore : 4.102
Fsp : 0.1
MCE-18 : 117.727
NPscore : 1.763
Lipinski Rule : Rejected
Pfizer Rule : Accepted
GSK Rule : Rejected
Golden Triangle : Rejected
PAINS : 0
ALARM NMR Rule : 2
BMS Rule : 1
Chelator Rule : 0
TOXICOLOGY
hERG Blockers : 0.07
H-HT : 0.199
DILI : 0.988
AMES Toxicity : 0.695
Rat Oral Acute Toxicity : 0.172
FDAMDD : 0.042
Skin Sensitization : 0.147
Carcinogencity : 0.03
Eye Corrosion : 0.003
Eye Irritation : 0.694
Respiratory Toxicity : 0.017
Bioconcentration Factor : 0.995
IGC50 : 5.039
LC50FM : 6.178
LC50DM : 6.212
NR-AR : 0.01
NR-AR-LBD: 0.338
NR-AhR : 0.946
NR-Aromatase : 0.97
NR-ER : 0.941
NR-ER-LBD : 0.995
NR-PPAR-gamma : 0.925
SR-ARE : 0.747
SR-ATAD5 : 0.194
SR-HSE : 0.661
SR-MMP : 0.979
SR-p53 : 0.86
Acute/Aquatic Toxicity Rule : 2
Genotoxic Carcinogenicity Rule : 0
Non Genotoxic Carcinogenicity Rule : 0
Skin Sensitization Rule : 5
Non Biodegradable Rule : 1
SureChEMBL Rule : 0
FAF-Drugs4 Rule : 1
EXCRETION
CL : 4.576
t1/2 : 0.545
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