Canonical Smiles : C1C(C(Oc2=C1C(=Cc(=C2C3C(C(Oc4=Cc(=Cc(=C34)O)O)C5=Cc(=C(C=C5)O)O)O)O)O)C6=Cc(=C(C=C6)O)O)O
Inchi Key : Xfzjeeaowlfhdh-Nfjbmhmqsa-N
IUPAC : (2R,3R)-2-(3,4-Dihydroxyphenyl)-8-[(2R,3R,4R)-2-(3,4-Dihydroxyphenyl)-3,5,7-Trihydroxy-3,4-Dihydro-2H-Chromen-4-Yl]-3,4-Dihydro-2H-Chromene-3,5,7-Triol
Pubchem ID : 122738
Smiles : Oc1cc(O)c2c(c1)OC(c1ccc(O)c(O)c1)C(O)C2c1c(O)cc(O)c2c1OC(c1ccc(O)c(O)c1)C(O)C2
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PHYSICOCHEMICAL PROPERTIES
Molecular Weight : 578.14
Volume : 549.942
Density : 1.051
nHA : 12
nHD : 10
nRot : 3
nRing : 6
Max Ring : 10
nHet: 12
fChar : 0
nRig : 34
Flexibility : 0.088
Stereo Centers : 5
TPSA : 220.76
logS : -3.968
logP: 1.853
logD7.4 : 1.663
ABSORPTION
Caco-2 Permeability : -6.774
MDCK Permeability : 0.00000429893
Pgp-inhibitor : 0.041
Pgp-substrate : 0
HIA : 0.964
F20% : 0.949
F30% : 1
DISTRIBUTION
PPB : 0.887066
VD : 0.436
BBB Penetration : 0.006
Fu : 0.0787454
METABOLISM
CYP 1A2 inhibitor : 0.016
CYP 1A2 substrate : 0.134
CYP 2C19 inhibitor : 0.024
CYP 2C19 substrate : 0.045
CYP 2C9 inhibitor : 0.542
CYP 2C9 substrate : 0.903
CYP 2D6 inhibitor : 0.003
CYP 2D6 substrate : 0.232
CYP 3A4 inhibitor : 0.066
CYP 3A4 substrate : 0.446
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MEDICINAL CHEMISTRY
QED : 0.159
SAscore : 4.519
Fsp : 0.2
MCE-18 : 126.667
NPscore : 1.929
Lipinski Rule : Rejected
Pfizer Rule : Accepted
GSK Rule : Rejected
Golden Triangle : Rejected
PAINS : 1
ALARM NMR Rule : 2
BMS Rule : 1
Chelator Rule : 1
TOXICOLOGY
hERG Blockers : 0.023
H-HT : 0.06
DILI : 0.671
AMES Toxicity : 0.27
Rat Oral Acute Toxicity : 0.603
FDAMDD : 0.559
Skin Sensitization : 0.954
Carcinogencity : 0.03
Eye Corrosion : 0.003
Eye Irritation : 0.902
Respiratory Toxicity : 0.021
Bioconcentration Factor : 1.189
IGC50 : 4.896
LC50FM : 6.5
LC50DM : 6.335
NR-AR : 0.001
NR-AR-LBD: 0.104
NR-AhR : 0.63
NR-Aromatase : 0.759
NR-ER : 0.591
NR-ER-LBD : 0.967
NR-PPAR-gamma : 0.91
SR-ARE : 0.492
SR-ATAD5 : 0.038
SR-HSE : 0.926
SR-MMP : 0.914
SR-p53 : 0.621
Acute/Aquatic Toxicity Rule : 2
Genotoxic Carcinogenicity Rule : 0
Non Genotoxic Carcinogenicity Rule : 0
Skin Sensitization Rule : 9
Non Biodegradable Rule : 1
SureChEMBL Rule : 0
FAF-Drugs4 Rule : 2
EXCRETION
CL : 13.419
t1/2 : 0.612
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