Canonical Smiles : C1=C2C(=CC(=C1O)O)OC3=C(C2=O)C(=CC(=C3C4C(C(C(C(O4)CO)O)O)O)O)O
Inchi Key : CDYBOKJASDEORM-HBVDJMOISA-N
IUPAC : 1,3,6,7-tetrahydroxy-4-[(2S,3R,4R,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]xanthen-9-one
Pubchem ID : 5318597
Smiles : O=c1c2cc(O)c(O)cc2oc2c(C3OC(CO)C(O)C(O)C3O)c(O)cc(O)c12
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PHYSICOCHEMICAL PROPERTIES
Molecular Weight : 422.08
Volume : 381.192
Density : 1.107
nHA : 11
nHD : 8
nRot : 2
nRing : 4
Max Ring : 14
nHet: 11
fChar : 0
nRig : 23
Flexibility : 0.087
Stereo Centers : 5
TPSA : 201.28
logS : -3.609
logP: -0.494
logD7.4 : 0.155
ABSORPTION
Caco-2 Permeability : -6.243
MDCK Permeability : 0.0000100755
Pgp-inhibitor : 0.001
Pgp-substrate : 0.736
HIA : 0.972
F20% : 0.772
F30% : 0.999
DISTRIBUTION
PPB : 0.846485
VD : 1.036
BBB Penetration : 0.039
Fu : 0.200654
METABOLISM
CYP 1A2 inhibitor : 0.041
CYP 1A2 substrate : 0.049
CYP 2C19 inhibitor : 0.01
CYP 2C19 substrate : 0.052
CYP 2C9 inhibitor : 0.006
CYP 2C9 substrate : 0.249
CYP 2D6 inhibitor : 0.003
CYP 2D6 substrate : 0.16
CYP 3A4 inhibitor : 0.018
CYP 3A4 substrate : 0.008
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MEDICINAL CHEMISTRY
QED : 0.191
SAscore : 4.095
Fsp : 0.316
MCE-18 : 91.8
NPscore : 2.055
Lipinski Rule : Rejected
Pfizer Rule : Accepted
GSK Rule : Rejected
Golden Triangle : Accepted
PAINS : 1
ALARM NMR Rule : 2
BMS Rule : 0
Chelator Rule : 1
TOXICOLOGY
hERG Blockers : 0.01
H-HT : 0.163
DILI : 0.981
AMES Toxicity : 0.799
Rat Oral Acute Toxicity : 0.069
FDAMDD : 0.037
Skin Sensitization : 0.649
Carcinogencity : 0.021
Eye Corrosion : 0.003
Eye Irritation : 0.077
Respiratory Toxicity : 0.03
Bioconcentration Factor : 0.899
IGC50 : 3.952
LC50FM : 4.691
LC50DM : 5.209
NR-AR : 0.051
NR-AR-LBD: 0.168
NR-AhR : 0.884
NR-Aromatase : 0.872
NR-ER : 0.214
NR-ER-LBD : 0.668
NR-PPAR-gamma : 0.839
SR-ARE : 0.362
SR-ATAD5 : 0.125
SR-HSE : 0.453
SR-MMP : 0.804
SR-p53 : 0.839
Acute/Aquatic Toxicity Rule : 3
Genotoxic Carcinogenicity Rule : 3
Non Genotoxic Carcinogenicity Rule : 1
Skin Sensitization Rule : 7
Non Biodegradable Rule : 2
SureChEMBL Rule : 0
FAF-Drugs4 Rule : 3
EXCRETION
CL : 4.431
t1/2 : 0.727
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