Canonical Smiles : CC(=CCC1=CC(=C(C(=C1O)O)CC=C(C)C)C2CC(=O)C3=C(C=C(C=C3O2)O)O)C
Inchi Key : BVHLNRAYBCPKOY-NRFANRHFSA-N
IUPAC : (2S)-2-[3,4-dihydroxy-2,5-bis(3-methylbut-2-enyl)phenyl]-5,7-dihydroxy-2,3-dihydrochromen-4-one
Pubchem ID : 73204
Smiles : CC(C)=CCc1cc(C2CC(=O)c3c(O)cc(O)cc3O2)c(CC=C(C)C)c(O)c1O
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PHYSICOCHEMICAL PROPERTIES
Molecular Weight : 424.19
Volume : 444.3
Density : 0.955
nHA : 6
nHD : 4
nRot : 5
nRing : 3
Max Ring : 10
nHet: 6
fChar : 0
nRig : 20
Flexibility : 0.25
Stereo Centers : 1
TPSA : 107.22
logS : -3.522
logP: 5.829
logD7.4 : 3.526
ABSORPTION
Caco-2 Permeability : -4.964
MDCK Permeability : 0.00000915083
Pgp-inhibitor : 0.632
Pgp-substrate : 0.257
HIA : 0.018
F20% : 0.997
F30% : 0.993
DISTRIBUTION
PPB : 0.945537
VD : 0.997
BBB Penetration : 0.004
Fu : 0.0599127
METABOLISM
CYP 1A2 inhibitor : 0.541
CYP 1A2 substrate : 0.233
CYP 2C19 inhibitor : 0.92
CYP 2C19 substrate : 0.06
CYP 2C9 inhibitor : 0.891
CYP 2C9 substrate : 0.873
CYP 2D6 inhibitor : 0.916
CYP 2D6 substrate : 0.285
CYP 3A4 inhibitor : 0.441
CYP 3A4 substrate : 0.126
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MEDICINAL CHEMISTRY
QED : 0.387
SAscore : 3.7
Fsp : 0.32
MCE-18 : 68.667
NPscore : 2.212
Lipinski Rule : Accepted
Pfizer Rule : Accepted
GSK Rule : Rejected
Golden Triangle : Accepted
PAINS : 1
ALARM NMR Rule : 3
BMS Rule : 1
Chelator Rule : 1
TOXICOLOGY
hERG Blockers : 0.032
H-HT : 0.822
DILI : 0.83
AMES Toxicity : 0.033
Rat Oral Acute Toxicity : 0.647
FDAMDD : 0.78
Skin Sensitization : 0.951
Carcinogencity : 0.103
Eye Corrosion : 0.003
Eye Irritation : 0.819
Respiratory Toxicity : 0.704
Bioconcentration Factor : 1.42
IGC50 : 5.174
LC50FM : 7.009
LC50DM : 6.5
NR-AR : 0.008
NR-AR-LBD: 0.184
NR-AhR : 0.908
NR-Aromatase : 0.41
NR-ER : 0.847
NR-ER-LBD : 0.926
NR-PPAR-gamma : 0.973
SR-ARE : 0.933
SR-ATAD5 : 0.539
SR-HSE : 0.947
SR-MMP : 0.977
SR-p53 : 0.937
Acute/Aquatic Toxicity Rule : 0
Genotoxic Carcinogenicity Rule : 0
Non Genotoxic Carcinogenicity Rule : 0
Skin Sensitization Rule : 10
Non Biodegradable Rule : 1
SureChEMBL Rule : 1
FAF-Drugs4 Rule : 2
EXCRETION
CL : 19.228
t1/2 : 0.682
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