Canonical Smiles : C1=C(C=C(C(=C1O)O)OC2=C(C(=O)C3=C4C2=C(OC5=C4C(=C(O3)O)C=C(C5=O)O)O)O)C(=O)O
Inchi Key : KENINNFPWDPMKJ-UHFFFAOYSA-N
IUPAC : 3,4-dihydroxy-5-[(3,6,10,13-tetrahydroxy-7,14-dioxo-2,9-dioxatetracyclo[6.6.2.04,16.011,15]hexadeca-1(15),3,5,8(16),10,12-hexaen-5-yl)oxy]benzoic acid
Pubchem ID : 136784551
Smiles : C1=C(C=C(C(=C1O)O)OC2=C(C(=O)C3=C4C2=C(OC5=C4C(=C(O3)O)C=C(C5=O)O)O)O)C(=O)O
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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 : -5.505
logP: 1.756
logD7.4 : 0.964
ABSORPTION
Caco-2 Permeability : -5.606
MDCK Permeability : 0.00000943139
Pgp-inhibitor : 0
Pgp-substrate : 0.019
HIA : 0.776
F20% : 0.17
F30% : 0.91
DISTRIBUTION
PPB : 0.811282
VD : 0.651
BBB Penetration : 0.007
Fu : 0.343536
METABOLISM
CYP 1A2 inhibitor : 0.091
CYP 1A2 substrate : 0.043
CYP 2C19 inhibitor : 0.007
CYP 2C19 substrate : 0.026
CYP 2C9 inhibitor : 0.409
CYP 2C9 substrate : 0.03
CYP 2D6 inhibitor : 0
CYP 2D6 substrate : 0.063
CYP 3A4 inhibitor : 0.005
CYP 3A4 substrate : 0.002
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MEDICINAL CHEMISTRY
QED : 0.148
SAscore : 3.721
Fsp : 0
MCE-18 : 33
NPscore : 0.958
Lipinski Rule : Rejected
Pfizer Rule : Accepted
GSK Rule : Rejected
Golden Triangle : Accepted
PAINS : 1
ALARM NMR Rule : 4
BMS Rule : 2
Chelator Rule : 1
TOXICOLOGY
hERG Blockers : 0
H-HT : 0.559
DILI : 0.997
AMES Toxicity : 0.076
Rat Oral Acute Toxicity : 0.166
FDAMDD : 0.121
Skin Sensitization : 0.785
Carcinogencity : 0.104
Eye Corrosion : 0.003
Eye Irritation : 0.798
Respiratory Toxicity : 0.031
Bioconcentration Factor : 0.288
IGC50 : 3.367
LC50FM : 4.78
LC50DM : 5.164
NR-AR : 0.008
NR-AR-LBD: 0.018
NR-AhR : 0.857
NR-Aromatase : 0.418
NR-ER : 0.588
NR-ER-LBD : 0.435
NR-PPAR-gamma : 0.168
SR-ARE : 0.331
SR-ATAD5 : 0.018
SR-HSE : 0.018
SR-MMP : 0.862
SR-p53 : 0.736
Acute/Aquatic Toxicity Rule : 0
Genotoxic Carcinogenicity Rule : 4
Non Genotoxic Carcinogenicity Rule : 2
Skin Sensitization Rule : 6
Non Biodegradable Rule : 1
SureChEMBL Rule : 0
FAF-Drugs4 Rule : 3
EXCRETION
CL : 0.724
t1/2 : 0.94
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