Canonical Smiles : CC(=CCC1=C2C(=C3C(=C1O)C(=O)C(=CO3)C4=CC=C(C=C4)O)C=CC(O2)(C)C)C
Inchi Key : DCTLJGWMHPGCOS-UHFFFAOYSA-N
IUPAC : 5-hydroxy-3-(4-hydroxyphenyl)-8,8-dimethyl-6-(3-methylbut-2-enyl)pyrano[2,3-h]chromen-4-one
Pubchem ID : 95168
Smiles : CC(C)=CCc1c2c(c3occ(-c4ccc(O)cc4)c(=O)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 : 2
nRot : 3
nRing : 4
Max Ring : 14
nHet: 5
fChar : 0
nRig : 24
Flexibility : 0.125
Stereo Centers : 0
TPSA : 79.9
logS : -2.409
logP: 6.207
logD7.4 : 4.058
ABSORPTION
Caco-2 Permeability : -4.696
MDCK Permeability : 0.0000202088
Pgp-inhibitor : 0.392
Pgp-substrate : 0.003
HIA : 0.067
F20% : 0.01
F30% : 0.007
DISTRIBUTION
PPB : 0.988707
VD : 0.531
BBB Penetration : 0.007
Fu : 0.031986
METABOLISM
CYP 1A2 inhibitor : 0.608
CYP 1A2 substrate : 0.15
CYP 2C19 inhibitor : 0.939
CYP 2C19 substrate : 0.062
CYP 2C9 inhibitor : 0.908
CYP 2C9 substrate : 0.929
CYP 2D6 inhibitor : 0.516
CYP 2D6 substrate : 0.274
CYP 3A4 inhibitor : 0.376
CYP 3A4 substrate : 0.127
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MEDICINAL CHEMISTRY
QED : 0.558
SAscore : 3.139
Fsp : 0.24
MCE-18 : 53.677
NPscore : 2.542
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 : 0.059
H-HT : 0.908
DILI : 0.851
AMES Toxicity : 0.061
Rat Oral Acute Toxicity : 0.968
FDAMDD : 0.562
Skin Sensitization : 0.499
Carcinogencity : 0.852
Eye Corrosion : 0.003
Eye Irritation : 0.03
Respiratory Toxicity : 0.321
Bioconcentration Factor : 1.484
IGC50 : 4.491
LC50FM : 6.016
LC50DM : 6.282
NR-AR : 0.018
NR-AR-LBD: 0.7
NR-AhR : 0.941
NR-Aromatase : 0.894
NR-ER : 0.931
NR-ER-LBD : 0.907
NR-PPAR-gamma : 0.931
SR-ARE : 0.898
SR-ATAD5 : 0.585
SR-HSE : 0.724
SR-MMP : 0.963
SR-p53 : 0.972
Acute/Aquatic Toxicity Rule : 0
Genotoxic Carcinogenicity Rule : 0
Non Genotoxic Carcinogenicity Rule : 0
Skin Sensitization Rule : 2
Non Biodegradable Rule : 0
SureChEMBL Rule : 0
FAF-Drugs4 Rule : 1
EXCRETION
CL : 3.575
t1/2 : 0.208
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