Canonical Smiles : C1=C2C3=C(C(=C1O)O)OC(=O)C4=CC(=C(C(=C43)OC2=O)O)OC5=C(C(=C(C=C5C(=O)O)O)O)O
Inchi Key : BPAOAXAAABIQKR-UHFFFAOYSA-N
IUPAC : 3,4,5-trihydroxy-2-[(7,13,14-trihydroxy-3,10-dioxo-2,9-dioxatetracyclo[6.6.2.04,16.011,15]hexadeca-1(15),4,6,8(16),11,13-hexaen-6-yl)oxy]benzoic acid
Pubchem ID : 10151874
Smiles : O=C(O)c1cc(O)c(O)c(O)c1Oc1cc2c(=O)oc3c(O)c(O)cc4c(=O)oc(c1O)c2c34
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PHYSICOCHEMICAL PROPERTIES
Molecular Weight : 470.01
Volume : 411.625
Density : 1.142
nHA : 13
nHD : 7
nRot : 3
nRing : 5
Max Ring : 14
nHet: 13
fChar : 0
nRig : 28
Flexibility : 0.107
Stereo Centers : 0
TPSA : 228.33
logS : -4.828
logP: 1.301
logD7.4 : 0.481
ABSORPTION
Caco-2 Permeability : -5.964
MDCK Permeability : 0.00000829244
Pgp-inhibitor : 0.001
Pgp-substrate : 0.261
HIA : 0.794
F20% : 0.643
F30% : 0.999
DISTRIBUTION
PPB : 0.852556
VD : 0.547
BBB Penetration : 0.007
Fu : 0.368953
METABOLISM
CYP 1A2 inhibitor : 0.247
CYP 1A2 substrate : 0.068
CYP 2C19 inhibitor : 0.01
CYP 2C19 substrate : 0.031
CYP 2C9 inhibitor : 0.507
CYP 2C9 substrate : 0.045
CYP 2D6 inhibitor : 0
CYP 2D6 substrate : 0.078
CYP 3A4 inhibitor : 0.009
CYP 3A4 substrate : 0.003
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MEDICINAL CHEMISTRY
QED : 0.114
SAscore : 3.274
Fsp : 0
MCE-18 : 33
NPscore : 1.224
Lipinski Rule : Rejected
Pfizer Rule : Accepted
GSK Rule : Rejected
Golden Triangle : Accepted
PAINS : 1
ALARM NMR Rule : 6
BMS Rule : 2
Chelator Rule : 1
TOXICOLOGY
hERG Blockers : 0.005
H-HT : 0.91
DILI : 0.998
AMES Toxicity : 0.043
Rat Oral Acute Toxicity : 0.055
FDAMDD : 0.739
Skin Sensitization : 0.916
Carcinogencity : 0.055
Eye Corrosion : 0.004
Eye Irritation : 0.876
Respiratory Toxicity : 0.025
Bioconcentration Factor : 0.468
IGC50 : 3.555
LC50FM : 4.857
LC50DM : 5.247
NR-AR : 0.006
NR-AR-LBD: 0.022
NR-AhR : 0.886
NR-Aromatase : 0.338
NR-ER : 0.61
NR-ER-LBD : 0.563
NR-PPAR-gamma : 0.426
SR-ARE : 0.568
SR-ATAD5 : 0.021
SR-HSE : 0.035
SR-MMP : 0.847
SR-p53 : 0.874
Acute/Aquatic Toxicity Rule : 0
Genotoxic Carcinogenicity Rule : 5
Non Genotoxic Carcinogenicity Rule : 2
Skin Sensitization Rule : 7
Non Biodegradable Rule : 1
SureChEMBL Rule : 2
FAF-Drugs4 Rule : 3
EXCRETION
CL : 1.715
t1/2 : 0.928
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