Canonical Smiles : CC1=C(C2=C(C(=C1OC3C(C(C(C(O3)COC(=O)CC(C)(CC(=O)O)O)O)O)O)C)OC(CC2=O)C4=CC=CC=C4)O
Inchi Key : GFQPYMAACFELLT-NXOUPTLBSA-N
IUPAC : 3-hydroxy-3-methyl-5-oxo-5-[[(3S,4S,6S)-3,4,5-trihydroxy-6-[[(2S)-5-hydroxy-6,8-dimethyl-4-oxo-2-phenyl-2,3-dihydrochromen-7-yl]oxy]oxan-2-yl]methoxy]pentanoic acid
Pubchem ID : 42607854
Smiles : Cc1c(O)c2c(c(C)c1OC1OC(COC(=O)CC(C)(O)CC(=O)O)C(O)C(O)C1O)OC(c1ccccc1)CC2=O
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PHYSICOCHEMICAL PROPERTIES
Molecular Weight : 590.2
Volume : 566.459
Density : 1.042
nHA : 13
nHD : 6
nRot : 10
nRing : 4
Max Ring : 10
nHet: 13
fChar : 0
nRig : 26
Flexibility : 0.385
Stereo Centers : 7
TPSA : 209.51
logS : -3.218
logP: 1.889
logD7.4 : 1.174
ABSORPTION
Caco-2 Permeability : -6.206
MDCK Permeability : 0.00000449942
Pgp-inhibitor : 0.005
Pgp-substrate : 0.981
HIA : 0.591
F20% : 0.02
F30% : 0.948
DISTRIBUTION
PPB : 0.91346
VD : 0.245
BBB Penetration : 0.048
Fu : 0.0410863
METABOLISM
CYP 1A2 inhibitor : 0.007
CYP 1A2 substrate : 0.052
CYP 2C19 inhibitor : 0.011
CYP 2C19 substrate : 0.196
CYP 2C9 inhibitor : 0.002
CYP 2C9 substrate : 0.816
CYP 2D6 inhibitor : 0.004
CYP 2D6 substrate : 0.133
CYP 3A4 inhibitor : 0.02
CYP 3A4 substrate : 0.132
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MEDICINAL CHEMISTRY
QED : 0.226
SAscore : 4.574
Fsp : 0.483
MCE-18 : 103.093
NPscore : 2.005
Lipinski Rule : Rejected
Pfizer Rule : Accepted
GSK Rule : Rejected
Golden Triangle : Rejected
PAINS : 0
ALARM NMR Rule : 1
BMS Rule : 1
Chelator Rule : 0
TOXICOLOGY
hERG Blockers : 0.017
H-HT : 0.283
DILI : 0.942
AMES Toxicity : 0.14
Rat Oral Acute Toxicity : 0.503
FDAMDD : 0.026
Skin Sensitization : 0.054
Carcinogencity : 0.28
Eye Corrosion : 0.003
Eye Irritation : 0.006
Respiratory Toxicity : 0.012
Bioconcentration Factor : 0.367
IGC50 : 3.695
LC50FM : 4.545
LC50DM : 5.172
NR-AR : 0.144
NR-AR-LBD: 0.22
NR-AhR : 0.257
NR-Aromatase : 0.093
NR-ER : 0.105
NR-ER-LBD : 0.016
NR-PPAR-gamma : 0.94
SR-ARE : 0.458
SR-ATAD5 : 0.266
SR-HSE : 0.024
SR-MMP : 0.659
SR-p53 : 0.891
Acute/Aquatic Toxicity Rule : 2
Genotoxic Carcinogenicity Rule : 0
Non Genotoxic Carcinogenicity Rule : 0
Skin Sensitization Rule : 4
Non Biodegradable Rule : 1
SureChEMBL Rule : 0
FAF-Drugs4 Rule : 1
EXCRETION
CL : 3.124
t1/2 : 0.572
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