Canonical Smiles : C1=C2C3=C(C(=C1C4=C(C(=C(C=C4C(=O)O)O)O)O)O)OC(=O)C5=CC(=C(C(=C53)OC2=O)O)O
Inchi Key : ICEBGCDIMFYRLU-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)benzoic acid
Pubchem ID : 71308199
Smiles : C1=C2C3=C(C(=C1C4=C(C(=C(C=C4C(=O)O)O)O)O)O)OC(=O)C5=CC(=C(C(=C53)OC2=O)O)O
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PHYSICOCHEMICAL PROPERTIES
Molecular Weight : 454.02
Volume : 402.835
Density : 1.127
nHA : 12
nHD : 6
nRot : 2
nRing : 5
Max Ring : 14
nHet: 12
fChar : 0
nRig : 29
Flexibility : 0.069
Stereo Centers : 0
TPSA : 215.94
logS : -5.053
logP: -0.222
logD7.4 : -0.307
ABSORPTION
Caco-2 Permeability : -6.234
MDCK Permeability : 0.00001292
Pgp-inhibitor : 0.001
Pgp-substrate : 0.993
HIA : 0.91
F20% : 0.462
F30% : 1
DISTRIBUTION
PPB : 0.766906
VD : 0.771
BBB Penetration : 0.01
Fu : 0.271669
METABOLISM
CYP 1A2 inhibitor : 0.151
CYP 1A2 substrate : 0.088
CYP 2C19 inhibitor : 0.012
CYP 2C19 substrate : 0.043
CYP 2C9 inhibitor : 0.115
CYP 2C9 substrate : 0.112
CYP 2D6 inhibitor : 0.001
CYP 2D6 substrate : 0.107
CYP 3A4 inhibitor : 0.052
CYP 3A4 substrate : 0.004
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MEDICINAL CHEMISTRY
QED : 0.069
SAscore : 3.572
Fsp : 0.048
MCE-18 : 33
NPscore : 1.295
Lipinski Rule : Rejected
Pfizer Rule : Accepted
GSK Rule : Rejected
Golden Triangle : Accepted
PAINS : 3
ALARM NMR Rule : 4
BMS Rule : 2
Chelator Rule : 1
TOXICOLOGY
hERG Blockers : 0.013
H-HT : 0.885
DILI : 0.994
AMES Toxicity : 0.069
Rat Oral Acute Toxicity : 0.004
FDAMDD : 0.469
Skin Sensitization : 0.854
Carcinogencity : 0.026
Eye Corrosion : 0.003
Eye Irritation : 0.086
Respiratory Toxicity : 0.026
Bioconcentration Factor : 0.973
IGC50 : 3.554
LC50FM : 4.762
LC50DM : 5.017
NR-AR : 0.061
NR-AR-LBD: 0.117
NR-AhR : 0.846
NR-Aromatase : 0.728
NR-ER : 0.433
NR-ER-LBD : 0.532
NR-PPAR-gamma : 0.41
SR-ARE : 0.593
SR-ATAD5 : 0.041
SR-HSE : 0.013
SR-MMP : 0.902
SR-p53 : 0.974
Acute/Aquatic Toxicity Rule : 0
Genotoxic Carcinogenicity Rule : 6
Non Genotoxic Carcinogenicity Rule : 3
Skin Sensitization Rule : 11
Non Biodegradable Rule : 1
SureChEMBL Rule : 2
FAF-Drugs4 Rule : 4
EXCRETION
CL : 0.683
t1/2 : 0.752
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