Canonical Smiles : C1=C(C=C(C(=C1O)O)O)C(=O)OC2=CC(=CC(=C2O)O)C(=O)O
Inchi Key : COVFEVWNJUOYRL-UHFFFAOYSA-N
IUPAC : 3,4-dihydroxy-5-(3,4,5-trihydroxybenzoyl)oxybenzoic acid
Pubchem ID : 341
Smiles : O=C(O)c1cc(O)c(O)c(OC(=O)c2cc(O)c(O)c(O)c2)c1
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PHYSICOCHEMICAL PROPERTIES
Molecular Weight : 322.03
Volume : 291.608
Density : 1.104
nHA : 9
nHD : 6
nRot : 4
nRing : 2
Max Ring : 6
nHet: 9
fChar : 0
nRig : 14
Flexibility : 0.286
Stereo Centers : 0
TPSA : 164.75
logS : -2.54
logP: 1.352
logD7.4 : 1.328
ABSORPTION
Caco-2 Permeability : -6.063
MDCK Permeability : 0.00000520827
Pgp-inhibitor : 0.002
Pgp-substrate : 0.009
HIA : 0.19
F20% : 0.994
F30% : 0.996
DISTRIBUTION
PPB : 0.907251
VD : 0.524
BBB Penetration : 0.068
Fu : 0.0828274
METABOLISM
CYP 1A2 inhibitor : 0.053
CYP 1A2 substrate : 0.036
CYP 2C19 inhibitor : 0.017
CYP 2C19 substrate : 0.029
CYP 2C9 inhibitor : 0.47
CYP 2C9 substrate : 0.036
CYP 2D6 inhibitor : 0.012
CYP 2D6 substrate : 0.09
CYP 3A4 inhibitor : 0.03
CYP 3A4 substrate : 0.013
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MEDICINAL CHEMISTRY
QED : 0.276
SAscore : 2.435
Fsp : 0
MCE-18 : 16
NPscore : 0.743
Lipinski Rule : Accepted
Pfizer Rule : Accepted
GSK Rule : Accepted
Golden Triangle : Accepted
PAINS : 1
ALARM NMR Rule : 3
BMS Rule : 1
Chelator Rule : 1
TOXICOLOGY
hERG Blockers : 0.015
H-HT : 0.407
DILI : 0.811
AMES Toxicity : 0.043
Rat Oral Acute Toxicity : 0.007
FDAMDD : 0.011
Skin Sensitization : 0.931
Carcinogencity : 0.018
Eye Corrosion : 0.058
Eye Irritation : 0.907
Respiratory Toxicity : 0.54
Bioconcentration Factor : 0.316
IGC50 : 3.071
LC50FM : 4.4
LC50DM : 4.809
NR-AR : 0.003
NR-AR-LBD: 0.064
NR-AhR : 0.518
NR-Aromatase : 0.028
NR-ER : 0.807
NR-ER-LBD : 0.817
NR-PPAR-gamma : 0.504
SR-ARE : 0.054
SR-ATAD5 : 0.025
SR-HSE : 0.751
SR-MMP : 0.796
SR-p53 : 0.251
Acute/Aquatic Toxicity Rule : 0
Genotoxic Carcinogenicity Rule : 0
Non Genotoxic Carcinogenicity Rule : 0
Skin Sensitization Rule : 9
Non Biodegradable Rule : 1
SureChEMBL Rule : 1
FAF-Drugs4 Rule : 2
EXCRETION
CL : 8.182
t1/2 : 0.97
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