Canonical Smiles : Cc(C)Cc(=O)C1=C2C(=C3C(=C1O)C(=Cc(=O)O3)C4=Cc=Cc=C4)C=Cc(O2)(C)C
Inchi Key : Vsdjrzadbkxdhp-Uhfffaoysa-N
IUPAC : 5-Hydroxy-8,8-Dimethyl-6-(3-Methylbutanoyl)-4-Phenylpyrano[2,3-H]Chromen-2-One
Pubchem ID : 5319255
Smiles : CC(C)CC(=O)c1c2c(c3oc(=O)cc(-c4ccccc4)c3c1O)C=CC(C)(C)O2
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PHYSICOCHEMICAL PROPERTIES
Molecular Weight : 404.16
Volume : 424.317
Density : 0.952
nHA : 5
nHD : 1
nRot : 4
nRing : 4
Max Ring : 14
nHet: 5
fChar : 0
nRig : 24
Flexibility : 0.167
Stereo Centers : 0
TPSA : 76.74
logS : -4.152
logP: 5.988
logD7.4 : 4.574
ABSORPTION
Caco-2 Permeability : -4.685
MDCK Permeability : 0.0000172007
Pgp-inhibitor : 0.998
Pgp-substrate : 0
HIA : 0.021
F20% : 0.002
F30% : 0.106
DISTRIBUTION
PPB : 1.00096
VD : 0.465
BBB Penetration : 0.024
Fu : 0.00955611
METABOLISM
CYP 1A2 inhibitor : 0.408
CYP 1A2 substrate : 0.313
CYP 2C19 inhibitor : 0.914
CYP 2C19 substrate : 0.098
CYP 2C9 inhibitor : 0.913
CYP 2C9 substrate : 0.842
CYP 2D6 inhibitor : 0.269
CYP 2D6 substrate : 0.209
CYP 3A4 inhibitor : 0.337
CYP 3A4 substrate : 0.168
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MEDICINAL CHEMISTRY
QED : 0.454
SAscore : 2.939
Fsp : 0.28
MCE-18 : 53.625
NPscore : 1.898
Lipinski Rule : Accepted
Pfizer Rule : Accepted
GSK Rule : Rejected
Golden Triangle : Accepted
PAINS : 0
ALARM NMR Rule : 2
BMS Rule : 0
Chelator Rule : 0
TOXICOLOGY
hERG Blockers : 0.021
H-HT : 0.846
DILI : 0.98
AMES Toxicity : 0.388
Rat Oral Acute Toxicity : 0.876
FDAMDD : 0.534
Skin Sensitization : 0.411
Carcinogencity : 0.869
Eye Corrosion : 0.003
Eye Irritation : 0.022
Respiratory Toxicity : 0.576
Bioconcentration Factor : 1.428
IGC50 : 4.45
LC50FM : 5.691
LC50DM : 5.905
NR-AR : 0.014
NR-AR-LBD: 0.515
NR-AhR : 0.95
NR-Aromatase : 0.79
NR-ER : 0.337
NR-ER-LBD : 0.638
NR-PPAR-gamma : 0.869
SR-ARE : 0.872
SR-ATAD5 : 0.28
SR-HSE : 0.596
SR-MMP : 0.923
SR-p53 : 0.965
Acute/Aquatic Toxicity Rule : 0
Genotoxic Carcinogenicity Rule : 1
Non Genotoxic Carcinogenicity Rule : 0
Skin Sensitization Rule : 3
Non Biodegradable Rule : 0
SureChEMBL Rule : 0
FAF-Drugs4 Rule : 2
EXCRETION
CL : 3.381
t1/2 : 0.124
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