Canonical Smiles : C1C(C(OC2=CC(=CC(=C21)O)O)C3=CC(=O)C(=C4C(=C3)C(=CC(=C4O)O)C5C(CC6=C(C=C(C=C6O5)O)O)O)O)O
Inchi Key : IPMYMEWFZKHGAX-ZKSIBHASSA-N
IUPAC : 3,4,5-trihydroxy-1,8-bis[(2R,3R)-3,5,7-trihydroxy-3,4-dihydro-2H-chromen-2-yl]benzo[7]annulen-6-one
Pubchem ID : 114777
Smiles : C1C(C(OC2=CC(=CC(=C21)O)O)C3=CC(=O)C(=C4C(=C3)C(=CC(=C4O)O)C5C(CC6=C(C=C(C=C6O5)O)O)O)O)O
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PHYSICOCHEMICAL PROPERTIES
Molecular Weight : 564.13
Volume : 532.646
Density : 1.059
nHA : 12
nHD : 9
nRot : 2
nRing : 6
Max Ring : 11
nHet: 12
fChar : 0
nRig : 35
Flexibility : 0.057
Stereo Centers : 4
TPSA : 217.6
logS : -4.651
logP: 1.666
logD7.4 : 1.239
ABSORPTION
Caco-2 Permeability : -6.719
MDCK Permeability : 0.00000415404
Pgp-inhibitor : 0.033
Pgp-substrate : 0.001
HIA : 0.968
F20% : 0.883
F30% : 1
DISTRIBUTION
PPB : 0.871552
VD : 0.597
BBB Penetration : 0.005
Fu : 0.120626
METABOLISM
CYP 1A2 inhibitor : 0.076
CYP 1A2 substrate : 0.087
CYP 2C19 inhibitor : 0.019
CYP 2C19 substrate : 0.043
CYP 2C9 inhibitor : 0.397
CYP 2C9 substrate : 0.594
CYP 2D6 inhibitor : 0.005
CYP 2D6 substrate : 0.186
CYP 3A4 inhibitor : 0.104
CYP 3A4 substrate : 0.075
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MEDICINAL CHEMISTRY
QED : 0.16
SAscore : 4.615
Fsp : 0.207
MCE-18 : 127.029
NPscore : 1.632
Lipinski Rule : Rejected
Pfizer Rule : Accepted
GSK Rule : Rejected
Golden Triangle : Rejected
PAINS : 1
ALARM NMR Rule : 1
BMS Rule : 1
Chelator Rule : 2
TOXICOLOGY
hERG Blockers : 0.038
H-HT : 0.09
DILI : 0.719
AMES Toxicity : 0.362
Rat Oral Acute Toxicity : 0.191
FDAMDD : 0.862
Skin Sensitization : 0.963
Carcinogencity : 0.016
Eye Corrosion : 0.003
Eye Irritation : 0.889
Respiratory Toxicity : 0.023
Bioconcentration Factor : 1.063
IGC50 : 4.431
LC50FM : 5.69
LC50DM : 6.019
NR-AR : 0.002
NR-AR-LBD: 0.061
NR-AhR : 0.738
NR-Aromatase : 0.617
NR-ER : 0.739
NR-ER-LBD : 0.975
NR-PPAR-gamma : 0.927
SR-ARE : 0.445
SR-ATAD5 : 0.019
SR-HSE : 0.766
SR-MMP : 0.92
SR-p53 : 0.692
Acute/Aquatic Toxicity Rule : 2
Genotoxic Carcinogenicity Rule : 0
Non Genotoxic Carcinogenicity Rule : 0
Skin Sensitization Rule : 10
Non Biodegradable Rule : 1
SureChEMBL Rule : 0
FAF-Drugs4 Rule : 2
EXCRETION
CL : 8.29
t1/2 : 0.67
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