Canonical Smiles : Cc1Cc(=O)C2(C1C(Oc=C2C(=O)Oc)Oc3C(C(C(C(O3)Co)O)O)O)O
Inchi Key : Przvxhgujjpsme-Czmszwgtsa-N
IUPAC : Methyl (1S,4Ar,7S,7Ar)-4A-Hydroxy-7-Methyl-5-Oxo-1-[(2S,3R,4S,5S,6R)-3,4,5-Trihydroxy-6-(Hydroxymethyl)Oxan-2-Yl]Oxy-1,6,7,7A-Tetrahydrocyclopenta[C]Pyran-4-Carboxylate
Pubchem ID : 92043450
Smiles : COC(=O)C1=COC(OC2OC(CO)C(O)C(O)C2O)C2C(C)CC(=O)C12O
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PHYSICOCHEMICAL PROPERTIES
Molecular Weight : 404.13
Volume : 365.702
Density : 1.105
nHA : 11
nHD : 5
nRot : 5
nRing : 3
Max Ring : 9
nHet: 11
fChar : 0
nRig : 18
Flexibility : 0.278
Stereo Centers : 9
TPSA : 172.21
logS : -0.941
logP: -0.778
logD7.4 : -0.441
ABSORPTION
Caco-2 Permeability : -6.028
MDCK Permeability : 0.000203268
Pgp-inhibitor : 0
Pgp-substrate : 0.858
HIA : 0.917
F20% : 0.283
F30% : 0.991
DISTRIBUTION
PPB : 0.230311
VD : 0.291
BBB Penetration : 0.357
Fu : 0.698807
METABOLISM
CYP 1A2 inhibitor : 0.003
CYP 1A2 substrate : 0.149
CYP 2C19 inhibitor : 0.011
CYP 2C19 substrate : 0.765
CYP 2C9 inhibitor : 0.001
CYP 2C9 substrate : 0.082
CYP 2D6 inhibitor : 0.001
CYP 2D6 substrate : 0.1
CYP 3A4 inhibitor : 0.007
CYP 3A4 substrate : 0.151
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MEDICINAL CHEMISTRY
QED : 0.306
SAscore : 4.839
Fsp : 0.765
MCE-18 : 61.333
NPscore : 2.615
Lipinski Rule : Accepted
Pfizer Rule : Accepted
GSK Rule : Rejected
Golden Triangle : Accepted
PAINS : 0
ALARM NMR Rule : 1
BMS Rule : 0
Chelator Rule : 0
TOXICOLOGY
hERG Blockers : 0.013
H-HT : 0.283
DILI : 0.915
AMES Toxicity : 0.226
Rat Oral Acute Toxicity : 0.516
FDAMDD : 0.017
Skin Sensitization : 0.014
Carcinogencity : 0.857
Eye Corrosion : 0.003
Eye Irritation : 0.008
Respiratory Toxicity : 0.317
Bioconcentration Factor : 0.337
IGC50 : 1.856
LC50FM : 1.799
LC50DM : 3.646
NR-AR : 0.033
NR-AR-LBD: 0.119
NR-AhR : 0.009
NR-Aromatase : 0.007
NR-ER : 0.101
NR-ER-LBD : 0.028
NR-PPAR-gamma : 0.002
SR-ARE : 0.02
SR-ATAD5 : 0.17
SR-HSE : 0.005
SR-MMP : 0.028
SR-p53 : 0.035
Acute/Aquatic Toxicity Rule : 6
Genotoxic Carcinogenicity Rule : 1
Non Genotoxic Carcinogenicity Rule : 0
Skin Sensitization Rule : 3
Non Biodegradable Rule : 2
SureChEMBL Rule : 0
FAF-Drugs4 Rule : 1
EXCRETION
CL : 1.589
t1/2 : 0.533
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