Canonical Smiles : C1C(Oc2=C(C(=Cc(=C2C1=O)O)O)C3=C4C(=C(C=C3O)O)C(=O)Cc(O4)C5=Cc=C(C=C5)O)C6=Cc=C(C=C6)O
Inchi Key : Xwgkqxqvqgqjqx-Zeqrlzlvsa-N
IUPAC : (2S)-8-[(2S)-5,7-Dihydroxy-2-(4-Hydroxyphenyl)-4-Oxo-2,3-Dihydrochromen-8-Yl]-5,7-Dihydroxy-2-(4-Hydroxyphenyl)-2,3-Dihydrochromen-4-One
Pubchem ID : 101324837
Smiles : O=C1CC(c2ccc(O)cc2)Oc2c1c(O)cc(O)c2-c1c(O)cc(O)c2c1OC(c1ccc(O)cc1)CC2=O
Click here to download sdf file
PHYSICOCHEMICAL PROPERTIES
Molecular Weight : 542.12
Volume : 527.089
Density : 1.029
nHA : 10
nHD : 6
nRot : 3
nRing : 6
Max Ring : 10
nHet: 10
fChar : 0
nRig : 36
Flexibility : 0.083
Stereo Centers : 2
TPSA : 173.98
logS : -6.337
logP: 5.188
logD7.4 : 3.199
ABSORPTION
Caco-2 Permeability : -5.725
MDCK Permeability : 0.00000510904
Pgp-inhibitor : 0.019
Pgp-substrate : 0
HIA : 0.148
F20% : 0.831
F30% : 0.998
DISTRIBUTION
PPB : 0.995612
VD : 0.335
BBB Penetration : 0.002
Fu : 0.0191919
METABOLISM
CYP 1A2 inhibitor : 0.276
CYP 1A2 substrate : 0.088
CYP 2C19 inhibitor : 0.871
CYP 2C19 substrate : 0.046
CYP 2C9 inhibitor : 0.918
CYP 2C9 substrate : 0.956
CYP 2D6 inhibitor : 0.1
CYP 2D6 substrate : 0.269
CYP 3A4 inhibitor : 0.39
CYP 3A4 substrate : 0.101
|
|
MEDICINAL CHEMISTRY
QED : 0.207
SAscore : 3.785
Fsp : 0.133
MCE-18 : 116.471
NPscore : 0.903
Lipinski Rule : Rejected
Pfizer Rule : Accepted
GSK Rule : Rejected
Golden Triangle : Rejected
PAINS : 0
ALARM NMR Rule : 2
BMS Rule : 2
Chelator Rule : 0
TOXICOLOGY
hERG Blockers : 0.089
H-HT : 0.07
DILI : 0.984
AMES Toxicity : 0.486
Rat Oral Acute Toxicity : 0.953
FDAMDD : 0.423
Skin Sensitization : 0.943
Carcinogencity : 0.147
Eye Corrosion : 0.003
Eye Irritation : 0.904
Respiratory Toxicity : 0.049
Bioconcentration Factor : 0.921
IGC50 : 5.364
LC50FM : 6.67
LC50DM : 7.264
NR-AR : 0.002
NR-AR-LBD: 0.16
NR-AhR : 0.931
NR-Aromatase : 0.431
NR-ER : 0.691
NR-ER-LBD : 0.98
NR-PPAR-gamma : 0.651
SR-ARE : 0.915
SR-ATAD5 : 0.217
SR-HSE : 0.811
SR-MMP : 0.968
SR-p53 : 0.75
Acute/Aquatic Toxicity Rule : 0
Genotoxic Carcinogenicity Rule : 0
Non Genotoxic Carcinogenicity Rule : 0
Skin Sensitization Rule : 7
Non Biodegradable Rule : 1
SureChEMBL Rule : 0
FAF-Drugs4 Rule : 2
EXCRETION
CL : 9.192
t1/2 : 0.119
|