Canonical Smiles : C1C(N=C(C=C1C=Cn2C(Cc3=Cc(=C(C=C32)O)Oc4C(C(C(C(O4)Co)O)O)O)C(=O)O)C(=O)O)C(=O)O.Cl
Inchi Key : Paqpcyybxscbat-Hqifjqdvsa-N
IUPAC : (2S)-4-[(E)-2-[(2S)-2-Carboxy-6-Hydroxy-5-[(2S,3R,4S,5S,6R)-3,4,5-Trihydroxy-6-(Hydroxymethyl)Oxan-2-Yl]Oxy-2,3-Dihydroindol-1-Yl]Ethenyl]-2,3-Dihydropyridine-2,6-Dicarboxylic Acid;Hydrochloride
Pubchem ID : 6440483
Smiles : O=C(O)c1cc(C=CN2c3cc(O)c(OC4OC(CO)C(O)C(O)C4O)cc3CC2C(=O)O)cc(C(O)O)n1
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PHYSICOCHEMICAL PROPERTIES
Molecular Weight : 550.14
Volume : 501.973
Density : 1.096
nHA : 15
nHD : 9
nRot : 8
nRing : 4
Max Ring : 9
nHet: 15
fChar : 0
nRig : 25
Flexibility : 0.32
Stereo Centers : 6
TPSA : 250.8
logS : -2.703
logP: -1.112
logD7.4 : -0.049
ABSORPTION
Caco-2 Permeability : -6.552
MDCK Permeability : 0.000212676
Pgp-inhibitor : 0
Pgp-substrate : 0.901
HIA : 0.917
F20% : 0.51
F30% : 1
DISTRIBUTION
PPB : 0.638004
VD : 0.506
BBB Penetration : 0.388
Fu : 0.335321
METABOLISM
CYP 1A2 inhibitor : 0.014
CYP 1A2 substrate : 0.007
CYP 2C19 inhibitor : 0.007
CYP 2C19 substrate : 0.035
CYP 2C9 inhibitor : 0.001
CYP 2C9 substrate : 0.06
CYP 2D6 inhibitor : 0.002
CYP 2D6 substrate : 0.091
CYP 3A4 inhibitor : 0.013
CYP 3A4 substrate : 0
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MEDICINAL CHEMISTRY
QED : 0.163
SAscore : 4.79
Fsp : 0.375
MCE-18 : 99.303
NPscore : 1.296
Lipinski Rule : Rejected
Pfizer Rule : Accepted
GSK Rule : Rejected
Golden Triangle : Rejected
PAINS : 1
ALARM NMR Rule : 3
BMS Rule : 2
Chelator Rule : 2
TOXICOLOGY
hERG Blockers : 0.02
H-HT : 0.323
DILI : 0.987
AMES Toxicity : 0.004
Rat Oral Acute Toxicity : 0.008
FDAMDD : 0.089
Skin Sensitization : 0.023
Carcinogencity : 0.007
Eye Corrosion : 0.003
Eye Irritation : 0.005
Respiratory Toxicity : 0.341
Bioconcentration Factor : -0.102
IGC50 : 1.753
LC50FM : 2.838
LC50DM : 2.515
NR-AR : 0.715
NR-AR-LBD: 0.414
NR-AhR : 0.113
NR-Aromatase : 0.023
NR-ER : 0.21
NR-ER-LBD : 0.008
NR-PPAR-gamma : 0.035
SR-ARE : 0.047
SR-ATAD5 : 0.032
SR-HSE : 0.022
SR-MMP : 0.127
SR-p53 : 0.296
Acute/Aquatic Toxicity Rule : 0
Genotoxic Carcinogenicity Rule : 1
Non Genotoxic Carcinogenicity Rule : 0
Skin Sensitization Rule : 6
Non Biodegradable Rule : 2
SureChEMBL Rule : 1
FAF-Drugs4 Rule : 4
EXCRETION
CL : 1.324
t1/2 : 0.84
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