Canonical Smiles : C1=C2C3=C(C(=C1O)O)OC(=O)C4=CC(=C(C(=C43)OC2=O)O)OC5C(C(C(C(O5)COC6C(C(C(C(O6)CO)O)O)O)O)O)O
Inchi Key : FHIYBTOOLROABN-UHFFFAOYSA-N
IUPAC : 6,7,14-trihydroxy-13-[3,4,5-trihydroxy-6-[[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxymethyl]oxan-2-yl]oxy-2,9-dioxatetracyclo[6.6.2.04,16.011,15]hexadeca-1(15),4,6,8(16),11,13-hexaene-3,10-dione
Pubchem ID : 73981613
Smiles : O=c1c(O)cc2c(O)oc3c(=O)c(OC4OC(COC5OC(CO)C(O)C(O)C5O)C(O)C(O)C4O)cc4c(O)oc1c2c43
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PHYSICOCHEMICAL PROPERTIES
Molecular Weight : 626.11
Volume : 544.046
Density : 1.151
nHA : 18
nHD : 10
nRot : 6
nRing : 6
Max Ring : 14
nHet: 18
fChar : 0
nRig : 33
Flexibility : 0.182
Stereo Centers : 10
TPSA : 299.64
logS : -4.536
logP: -1.915
logD7.4 : 0.258
ABSORPTION
Caco-2 Permeability : -6.503
MDCK Permeability : 0.000163978
Pgp-inhibitor : 0
Pgp-substrate : 0.999
HIA : 0.977
F20% : 0.329
F30% : 1
DISTRIBUTION
PPB : 0.675915
VD : 1.052
BBB Penetration : 0.094
Fu : 0.266424
METABOLISM
CYP 1A2 inhibitor : 0.004
CYP 1A2 substrate : 0.015
CYP 2C19 inhibitor : 0.003
CYP 2C19 substrate : 0.047
CYP 2C9 inhibitor : 0
CYP 2C9 substrate : 0.054
CYP 2D6 inhibitor : 0
CYP 2D6 substrate : 0.091
CYP 3A4 inhibitor : 0.003
CYP 3A4 substrate : 0
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MEDICINAL CHEMISTRY
QED : 0.093
SAscore : 5.371
Fsp : 0.462
MCE-18 : 141.053
NPscore : 1.339
Lipinski Rule : Rejected
Pfizer Rule : Accepted
GSK Rule : Rejected
Golden Triangle : Rejected
PAINS : 0
ALARM NMR Rule : 1
BMS Rule : 2
Chelator Rule : 0
TOXICOLOGY
hERG Blockers : 0
H-HT : 0.163
DILI : 0.991
AMES Toxicity : 0.69
Rat Oral Acute Toxicity : 0.036
FDAMDD : 0.003
Skin Sensitization : 0.045
Carcinogencity : 0.15
Eye Corrosion : 0.003
Eye Irritation : 0.005
Respiratory Toxicity : 0.007
Bioconcentration Factor : 0.774
IGC50 : 3.683
LC50FM : 3.521
LC50DM : 5.095
NR-AR : 0.524
NR-AR-LBD: 0.222
NR-AhR : 0.811
NR-Aromatase : 0.631
NR-ER : 0.177
NR-ER-LBD : 0.096
NR-PPAR-gamma : 0.577
SR-ARE : 0.158
SR-ATAD5 : 0.229
SR-HSE : 0.014
SR-MMP : 0.598
SR-p53 : 0.646
Acute/Aquatic Toxicity Rule : 2
Genotoxic Carcinogenicity Rule : 4
Non Genotoxic Carcinogenicity Rule : 2
Skin Sensitization Rule : 2
Non Biodegradable Rule : 2
SureChEMBL Rule : 0
FAF-Drugs4 Rule : 1
EXCRETION
CL : 1.268
t1/2 : 0.421
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