Canonical Smiles : Cc(C)C(=O)C1=C2C(=C3C(=C1O)C(=Cc(=O)O3)C4=Cc=Cc=C4)C=Cc(O2)(C)C
Inchi Key : Svcpilbfqwtzfw-Uhfffaoysa-N
IUPAC : 5-Hydroxy-8,8-Dimethyl-6-(2-Methylpropanoyl)-4-Phenylpyrano[2,3-H]Chromen-2-One
Pubchem ID : 5319380
Smiles : CC(C)C(=O)c1c2c(c3oc(=O)cc(-c4ccccc4)c3c1O)C=CC(C)(C)O2
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PHYSICOCHEMICAL PROPERTIES
Molecular Weight : 390.15
Volume : 407.021
Density : 0.959
nHA : 5
nHD : 1
nRot : 3
nRing : 4
Max Ring : 14
nHet: 5
fChar : 0
nRig : 24
Flexibility : 0.125
Stereo Centers : 0
TPSA : 76.74
logS : -4.39
logP: 5.355
logD7.4 : 4.057
ABSORPTION
Caco-2 Permeability : -4.713
MDCK Permeability : 0.0000185282
Pgp-inhibitor : 0.998
Pgp-substrate : 0
HIA : 0.024
F20% : 0.003
F30% : 0.329
DISTRIBUTION
PPB : 1.00685
VD : 0.38
BBB Penetration : 0.01
Fu : 0.0104144
METABOLISM
CYP 1A2 inhibitor : 0.733
CYP 1A2 substrate : 0.621
CYP 2C19 inhibitor : 0.836
CYP 2C19 substrate : 0.096
CYP 2C9 inhibitor : 0.897
CYP 2C9 substrate : 0.696
CYP 2D6 inhibitor : 0.461
CYP 2D6 substrate : 0.229
CYP 3A4 inhibitor : 0.433
CYP 3A4 substrate : 0.215
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MEDICINAL CHEMISTRY
QED : 0.492
SAscore : 2.945
Fsp : 0.25
MCE-18 : 53.733
NPscore : 2.006
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 : 0.04
H-HT : 0.826
DILI : 0.976
AMES Toxicity : 0.292
Rat Oral Acute Toxicity : 0.903
FDAMDD : 0.211
Skin Sensitization : 0.334
Carcinogencity : 0.87
Eye Corrosion : 0.003
Eye Irritation : 0.015
Respiratory Toxicity : 0.705
Bioconcentration Factor : 1.395
IGC50 : 4.202
LC50FM : 5.384
LC50DM : 5.837
NR-AR : 0.036
NR-AR-LBD: 0.552
NR-AhR : 0.948
NR-Aromatase : 0.833
NR-ER : 0.26
NR-ER-LBD : 0.682
NR-PPAR-gamma : 0.866
SR-ARE : 0.864
SR-ATAD5 : 0.179
SR-HSE : 0.674
SR-MMP : 0.926
SR-p53 : 0.969
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 : 1.535
t1/2 : 0.105
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