Canonical Smiles : Cc1C(C(C(C(O1)Oc2C(C(C(Oc2Oc3C(C(Oc(C3O)Co)Oc4=Cc=C(C=C4)[N+](=O)[O-])Nc(=O)C)Co)O)O)O)O)O
Inchi Key : Xjdweiusvbuxaa-Uhfffaoysa-N
IUPAC : N-[4-[4,5-Dihydroxy-6-(Hydroxymethyl)-3-(3,4,5-Trihydroxy-6-Methyloxan-2-Yl)Oxyoxan-2-Yl]Oxy-5-Hydroxy-6-(Hydroxymethyl)-2-(4-Nitrophenoxy)Oxan-3-Yl]Acetamide
Pubchem ID : 75213040
Smiles : CC(=O)NC1C(Oc2ccc([N+](=O)[O-])cc2)OC(CO)C(O)C1OC1OC(CO)C(O)C(O)C1OC1OC(C)C(O)C(O)C1O
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PHYSICOCHEMICAL PROPERTIES
Molecular Weight : 650.22
Volume : 582.271
Density : 1.117
nHA : 19
nHD : 9
nRot : 11
nRing : 4
Max Ring : 6
nHet: 19
fChar : 0
nRig : 26
Flexibility : 0.423
Stereo Centers : 15
TPSA : 289.46
logS : -0.566
logP: -1.79
logD7.4 : 0.191
ABSORPTION
Caco-2 Permeability : -6.259
MDCK Permeability : 0.000441999
Pgp-inhibitor : 0.007
Pgp-substrate : 0.987
HIA : 0.995
F20% : 0.386
F30% : 0.999
DISTRIBUTION
PPB : 0.182992
VD : 0.378
BBB Penetration : 0.394
Fu : 0.524679
METABOLISM
CYP 1A2 inhibitor : 0
CYP 1A2 substrate : 0.01
CYP 2C19 inhibitor : 0.01
CYP 2C19 substrate : 0.106
CYP 2C9 inhibitor : 0
CYP 2C9 substrate : 0.086
CYP 2D6 inhibitor : 0.001
CYP 2D6 substrate : 0.114
CYP 3A4 inhibitor : 0.008
CYP 3A4 substrate : 0.006
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MEDICINAL CHEMISTRY
QED : 0.085
SAscore : 4.993
Fsp : 0.731
MCE-18 : 113.667
NPscore : 1.074
Lipinski Rule : Rejected
Pfizer Rule : Accepted
GSK Rule : Rejected
Golden Triangle : Rejected
PAINS : 0
ALARM NMR Rule : 2
BMS Rule : 1
Chelator Rule : 0
TOXICOLOGY
hERG Blockers : 0.043
H-HT : 0.28
DILI : 0.904
AMES Toxicity : 0.13
Rat Oral Acute Toxicity : 0.039
FDAMDD : 0.001
Skin Sensitization : 0.011
Carcinogencity : 0.517
Eye Corrosion : 0.003
Eye Irritation : 0.003
Respiratory Toxicity : 0.007
Bioconcentration Factor : 0.412
IGC50 : 3.2
LC50FM : 2.831
LC50DM : 3.069
NR-AR : 0.194
NR-AR-LBD: 0.32
NR-AhR : 0.009
NR-Aromatase : 0.012
NR-ER : 0.376
NR-ER-LBD : 0.318
NR-PPAR-gamma : 0.016
SR-ARE : 0.146
SR-ATAD5 : 0.885
SR-HSE : 0.005
SR-MMP : 0.105
SR-p53 : 0.06
Acute/Aquatic Toxicity Rule : 0
Genotoxic Carcinogenicity Rule : 5
Non Genotoxic Carcinogenicity Rule : 0
Skin Sensitization Rule : 1
Non Biodegradable Rule : 3
SureChEMBL Rule : 0
FAF-Drugs4 Rule : 4
EXCRETION
CL : 1.17
t1/2 : 0.322
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