Canonical Smiles : COC(=O)C1=COC(C2C1C(C(C2CO)O)O)OC3C(C(C(C(O3)CO)O)O)O
Inchi Key : JDBBFQGXBSMMHP-AZPIFPLPSA-N
IUPAC : methyl (1S,4aS,5S,6R,7S,7aS)-5,6-dihydroxy-7-(hydroxymethyl)-1-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-1,4a,5,6,7,7a-hexahydrocyclopenta[c]pyran-4-carboxylate
Pubchem ID : 95224501
Smiles : COC(=O)C1=COC(C2C1C(C(C2CO)O)O)OC3C(C(C(C(O3)CO)O)O)O
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PHYSICOCHEMICAL PROPERTIES
Molecular Weight : 422.14
Volume : 377.129
Density : 1.119
nHA : 12
nHD : 7
nRot : 6
nRing : 3
Max Ring : 9
nHet: 12
fChar : 0
nRig : 17
Flexibility : 0.353
Stereo Centers : 11
TPSA : 195.6
logS : -0.033
logP: -2.292
logD7.4 : -0.714
ABSORPTION
Caco-2 Permeability : -6.006
MDCK Permeability : 0.000313566
Pgp-inhibitor : 0
Pgp-substrate : 0.725
HIA : 0.982
F20% : 0.204
F30% : 0.998
DISTRIBUTION
PPB : 0.177663
VD : 0.265
BBB Penetration : 0.607
Fu : 0.53214
METABOLISM
CYP 1A2 inhibitor : 0.003
CYP 1A2 substrate : 0.046
CYP 2C19 inhibitor : 0.005
CYP 2C19 substrate : 0.223
CYP 2C9 inhibitor : 0
CYP 2C9 substrate : 0.065
CYP 2D6 inhibitor : 0.001
CYP 2D6 substrate : 0.091
CYP 3A4 inhibitor : 0.004
CYP 3A4 substrate : 0.021
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MEDICINAL CHEMISTRY
QED : 0.211
SAscore : 4.904
Fsp : 0.824
MCE-18 : 59.613
NPscore : 2.383
Lipinski Rule : Rejected
Pfizer Rule : Accepted
GSK Rule : Rejected
Golden Triangle : Accepted
PAINS : 0
ALARM NMR Rule : 1
BMS Rule : 1
Chelator Rule : 0
TOXICOLOGY
hERG Blockers : 0.021
H-HT : 0.269
DILI : 0.852
AMES Toxicity : 0.126
Rat Oral Acute Toxicity : 0.3
FDAMDD : 0.051
Skin Sensitization : 0.011
Carcinogencity : 0.809
Eye Corrosion : 0.003
Eye Irritation : 0.006
Respiratory Toxicity : 0.41
Bioconcentration Factor : 0.327
IGC50 : 1.562
LC50FM : 1.699
LC50DM : 3.504
NR-AR : 0.139
NR-AR-LBD: 0.148
NR-AhR : 0.005
NR-Aromatase : 0.002
NR-ER : 0.142
NR-ER-LBD : 0.279
NR-PPAR-gamma : 0.003
SR-ARE : 0.031
SR-ATAD5 : 0.646
SR-HSE : 0.005
SR-MMP : 0.073
SR-p53 : 0.008
Acute/Aquatic Toxicity Rule : 5
Genotoxic Carcinogenicity Rule : 1
Non Genotoxic Carcinogenicity Rule : 0
Skin Sensitization Rule : 2
Non Biodegradable Rule : 1
SureChEMBL Rule : 0
FAF-Drugs4 Rule : 1
EXCRETION
CL : 1.38
t1/2 : 0.59
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