Canonical Smiles : C1C2C(C(C(C(O2)OC(=O)C3=CC(=C(C(=C3)O)O)O)O)O)OC(=O)C4=CC(=C(C(=C4C5=C(C(=C(C=C5C(=O)O1)O)O)O)O)O)O
Inchi Key : FYIJLTSMNXUNLT-CXQFPWCTSA-N
IUPAC : [(10S,11R,12R,13S,15R)-3,4,5,11,12,21,22,23-octahydroxy-8,18-dioxo-9,14,17-trioxatetracyclo[17.4.0.02,7.010,15]tricosa-1(23),2,4,6,19,21-hexaen-13-yl] 3,4,5-trihydroxybenzoate
Pubchem ID : 73330
Smiles : O=C(OC1OC2COC(=O)c3cc(O)c(O)c(O)c3-c3c(cc(O)c(O)c3O)C(=O)OC2C(O)C1O)c1cc(O)c(O)c(O)c1
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PHYSICOCHEMICAL PROPERTIES
Molecular Weight : 634.08
Volume : 559.352
Density : 1.134
nHA : 18
nHD : 11
nRot : 3
nRing : 5
Max Ring : 23
nHet: 18
fChar : 0
nRig : 35
Flexibility : 0.086
Stereo Centers : 5
TPSA : 310.66
logS : -2.92
logP: 0.637
logD7.4 : 0.613
ABSORPTION
Caco-2 Permeability : -6.892
MDCK Permeability : 0.00000775835
Pgp-inhibitor : 0.058
Pgp-substrate : 0.008
HIA : 0.992
F20% : 0.99
F30% : 1
DISTRIBUTION
PPB : 0.893079
VD : 0.561
BBB Penetration : 0.004
Fu : 0.232384
METABOLISM
CYP 1A2 inhibitor : 0.038
CYP 1A2 substrate : 0.009
CYP 2C19 inhibitor : 0.008
CYP 2C19 substrate : 0.028
CYP 2C9 inhibitor : 0.099
CYP 2C9 substrate : 0.031
CYP 2D6 inhibitor : 0.001
CYP 2D6 substrate : 0.091
CYP 3A4 inhibitor : 0.015
CYP 3A4 substrate : 0.003
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MEDICINAL CHEMISTRY
QED : 0.098
SAscore : 5.104
Fsp : 0.222
MCE-18 : 124.455
NPscore : 1.588
Lipinski Rule : Rejected
Pfizer Rule : Accepted
GSK Rule : Rejected
Golden Triangle : Rejected
PAINS : 1
ALARM NMR Rule : 4
BMS Rule : 1
Chelator Rule : 1
TOXICOLOGY
hERG Blockers : 0.058
H-HT : 0.048
DILI : 0.984
AMES Toxicity : 0.178
Rat Oral Acute Toxicity : 0
FDAMDD : 0.007
Skin Sensitization : 0.919
Carcinogencity : 0.018
Eye Corrosion : 0.003
Eye Irritation : 0.883
Respiratory Toxicity : 0.004
Bioconcentration Factor : 0.927
IGC50 : 3.864
LC50FM : 4.747
LC50DM : 5.953
NR-AR : 0.001
NR-AR-LBD: 0.026
NR-AhR : 0.822
NR-Aromatase : 0.251
NR-ER : 0.542
NR-ER-LBD : 0.928
NR-PPAR-gamma : 0.633
SR-ARE : 0.174
SR-ATAD5 : 0.19
SR-HSE : 0.913
SR-MMP : 0.946
SR-p53 : 0.86
Acute/Aquatic Toxicity Rule : 2
Genotoxic Carcinogenicity Rule : 0
Non Genotoxic Carcinogenicity Rule : 0
Skin Sensitization Rule : 9
Non Biodegradable Rule : 2
SureChEMBL Rule : 1
FAF-Drugs4 Rule : 3
EXCRETION
CL : 8.978
t1/2 : 0.972
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