Canonical Smiles : C[N+]1=CC=CC(=C1)C(=O)OC2=C(C=C(C=C2[O-])C(=O)O)O
Inchi Key : KIDWQBQBVJXTPW-UHFFFAOYSA-N
IUPAC : 5-carboxy-3-hydroxy-2-(1-methylpyridin-1-ium-3-carbonyl)oxyphenolate
Pubchem ID : 54704420
Smiles : C[N+]1=CC=CC(=C1)C(=O)OC2=C(C=C(C=C2[O-])C(=O)O)O
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PHYSICOCHEMICAL PROPERTIES
Molecular Weight : 289.06
Volume : 276.234
Density : 1.046
nHA : 7
nHD : 2
nRot : 4
nRing : 2
Max Ring : 6
nHet: 7
fChar : 0
nRig : 14
Flexibility : 0.286
Stereo Centers : 0
TPSA : 110.77
logS : -2.55
logP: -0.6
logD7.4 : -0.648
ABSORPTION
Caco-2 Permeability : -5.748
MDCK Permeability : 0.0000237215
Pgp-inhibitor : 0.003
Pgp-substrate : 0.74
HIA : 0.969
F20% : 0.992
F30% : 0.976
DISTRIBUTION
PPB : 0.418582
VD : 0.596
BBB Penetration : 0.099
Fu : 0.740065
METABOLISM
CYP 1A2 inhibitor : 0.064
CYP 1A2 substrate : 0.226
CYP 2C19 inhibitor : 0.013
CYP 2C19 substrate : 0.054
CYP 2C9 inhibitor : 0.019
CYP 2C9 substrate : 0.037
CYP 2D6 inhibitor : 0.06
CYP 2D6 substrate : 0.081
CYP 3A4 inhibitor : 0.011
CYP 3A4 substrate : 0.062
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MEDICINAL CHEMISTRY
QED : 0.448
SAscore : 3.213
Fsp : 0.071
MCE-18 : 14
NPscore : 0.509
Lipinski Rule : Accepted
Pfizer Rule : Accepted
GSK Rule : Accepted
Golden Triangle : Accepted
PAINS : 0
ALARM NMR Rule : 3
BMS Rule : 0
Chelator Rule : 0
TOXICOLOGY
hERG Blockers : 0.007
H-HT : 0.742
DILI : 0.065
AMES Toxicity : 0.009
Rat Oral Acute Toxicity : 0.063
FDAMDD : 0.028
Skin Sensitization : 0.118
Carcinogencity : 0.054
Eye Corrosion : 0.009
Eye Irritation : 0.87
Respiratory Toxicity : 0.252
Bioconcentration Factor : 0.238
IGC50 : 2.536
LC50FM : 3.861
LC50DM : 4.089
NR-AR : 0.308
NR-AR-LBD: 0.287
NR-AhR : 0.464
NR-Aromatase : 0.005
NR-ER : 0.647
NR-ER-LBD : 0.449
NR-PPAR-gamma : 0.008
SR-ARE : 0.035
SR-ATAD5 : 0.01
SR-HSE : 0.373
SR-MMP : 0.26
SR-p53 : 0.02
Acute/Aquatic Toxicity Rule : 0
Genotoxic Carcinogenicity Rule : 0
Non Genotoxic Carcinogenicity Rule : 0
Skin Sensitization Rule : 6
Non Biodegradable Rule : 2
SureChEMBL Rule : 0
FAF-Drugs4 Rule : 1
EXCRETION
CL : 4.132
t1/2 : 0.939
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