Canonical Smiles : C1C2=CC(=C(C=C2OC3=C(C=C4C=CC(=C(C4=C31)C(=O)O)C(=O)O)O)O)O
Inchi Key : MSOACVYTUCTJRN-UHFFFAOYSA-N
IUPAC : 6,9,10-trihydroxy-12H-benzo[a]xanthene-1,2-dicarboxylic acid
Pubchem ID : 129848156
Smiles : O=c1cc2oc3c(=O)cc4ccc(=C(O)O)c(C(O)O)c4c3cc2cc1O
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PHYSICOCHEMICAL PROPERTIES
Molecular Weight : 368.05
Volume : 346.912
Density : 1.061
nHA : 8
nHD : 5
nRot : 1
nRing : 4
Max Ring : 18
nHet: 8
fChar : 0
nRig : 24
Flexibility : 0.042
Stereo Centers : 0
TPSA : 148.43
logS : -5.351
logP: 0.387
logD7.4 : 0.243
ABSORPTION
Caco-2 Permeability : -5.667
MDCK Permeability : 0.0000368175
Pgp-inhibitor : 0
Pgp-substrate : 0.996
HIA : 0.158
F20% : 0.006
F30% : 0.984
DISTRIBUTION
PPB : 0.818945
VD : 1.048
BBB Penetration : 0.032
Fu : 0.145477
METABOLISM
CYP 1A2 inhibitor : 0.243
CYP 1A2 substrate : 0.064
CYP 2C19 inhibitor : 0.03
CYP 2C19 substrate : 0.047
CYP 2C9 inhibitor : 0.016
CYP 2C9 substrate : 0.028
CYP 2D6 inhibitor : 0.01
CYP 2D6 substrate : 0.065
CYP 3A4 inhibitor : 0.023
CYP 3A4 substrate : 0.013
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MEDICINAL CHEMISTRY
QED : 0.19
SAscore : 3.483
Fsp : 0.053
MCE-18 : 25
NPscore : 1.041
Lipinski Rule : Accepted
Pfizer Rule : Accepted
GSK Rule : Accepted
Golden Triangle : Accepted
PAINS : 0
ALARM NMR Rule : 1
BMS Rule : 2
Chelator Rule : 0
TOXICOLOGY
hERG Blockers : 0.004
H-HT : 0.565
DILI : 0.994
AMES Toxicity : 0.2
Rat Oral Acute Toxicity : 0.031
FDAMDD : 0.971
Skin Sensitization : 0.79
Carcinogencity : 0.737
Eye Corrosion : 0.003
Eye Irritation : 0.041
Respiratory Toxicity : 0.932
Bioconcentration Factor : -0.504
IGC50 : 2.318
LC50FM : 4.103
LC50DM : 4.348
NR-AR : 0.007
NR-AR-LBD: 0.03
NR-AhR : 0.947
NR-Aromatase : 0.009
NR-ER : 0.213
NR-ER-LBD : 0.008
NR-PPAR-gamma : 0.011
SR-ARE : 0.684
SR-ATAD5 : 0.004
SR-HSE : 0.007
SR-MMP : 0.943
SR-p53 : 0.348
Acute/Aquatic Toxicity Rule : 0
Genotoxic Carcinogenicity Rule : 4
Non Genotoxic Carcinogenicity Rule : 1
Skin Sensitization Rule : 1
Non Biodegradable Rule : 0
SureChEMBL Rule : 0
FAF-Drugs4 Rule : 3
EXCRETION
CL : 1.247
t1/2 : 0.665
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