Canonical Smiles : C1=C2C(=C(C(=C1O)O)O)C(C(OC2=O)C(=O)O)C(CC(=O)O)C(=O)O
Inchi Key : COZMWVAACFYLBI-XJEVXTIOSA-N
IUPAC : (2S)-2-[(3S,4S)-3-carboxy-5,6,7-trihydroxy-1-oxo-3,4-dihydroisochromen-4-yl]butanedioic acid
Pubchem ID : 71308174
Smiles : O=C(O)CC(C(=O)O)c1c(C(O)O)oc(=O)c2cc(O)c(O)c(O)c12
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PHYSICOCHEMICAL PROPERTIES
Molecular Weight : 356.04
Volume : 311.825
Density : 1.142
nHA : 11
nHD : 7
nRot : 5
nRing : 2
Max Ring : 10
nHet: 11
fChar : 0
nRig : 14
Flexibility : 0.357
Stereo Centers : 1
TPSA : 205.96
logS : -1.185
logP: -0.591
logD7.4 : 0.175
ABSORPTION
Caco-2 Permeability : -6.384
MDCK Permeability : 0.000502858
Pgp-inhibitor : 0
Pgp-substrate : 0.805
HIA : 0.819
F20% : 0.878
F30% : 0.999
DISTRIBUTION
PPB : 0.819656
VD : 0.562
BBB Penetration : 0.022
Fu : 0.163116
METABOLISM
CYP 1A2 inhibitor : 0.004
CYP 1A2 substrate : 0.028
CYP 2C19 inhibitor : 0.012
CYP 2C19 substrate : 0.039
CYP 2C9 inhibitor : 0.004
CYP 2C9 substrate : 0.573
CYP 2D6 inhibitor : 0.001
CYP 2D6 substrate : 0.094
CYP 3A4 inhibitor : 0.005
CYP 3A4 substrate : 0.001
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MEDICINAL CHEMISTRY
QED : 0.269
SAscore : 3.711
Fsp : 0.214
MCE-18 : 36
NPscore : 1.139
Lipinski Rule : Rejected
Pfizer Rule : Accepted
GSK Rule : Accepted
Golden Triangle : Accepted
PAINS : 1
ALARM NMR Rule : 3
BMS Rule : 1
Chelator Rule : 1
TOXICOLOGY
hERG Blockers : 0.001
H-HT : 0.803
DILI : 0.983
AMES Toxicity : 0.008
Rat Oral Acute Toxicity : 0.005
FDAMDD : 0.039
Skin Sensitization : 0.352
Carcinogencity : 0.171
Eye Corrosion : 0.003
Eye Irritation : 0.117
Respiratory Toxicity : 0.167
Bioconcentration Factor : -0.004
IGC50 : 2.336
LC50FM : 4.028
LC50DM : 3.557
NR-AR : 0.01
NR-AR-LBD: 0.047
NR-AhR : 0.209
NR-Aromatase : 0.025
NR-ER : 0.15
NR-ER-LBD : 0.108
NR-PPAR-gamma : 0.303
SR-ARE : 0.09
SR-ATAD5 : 0.004
SR-HSE : 0.016
SR-MMP : 0.112
SR-p53 : 0.13
Acute/Aquatic Toxicity Rule : 0
Genotoxic Carcinogenicity Rule : 0
Non Genotoxic Carcinogenicity Rule : 0
Skin Sensitization Rule : 8
Non Biodegradable Rule : 1
SureChEMBL Rule : 1
FAF-Drugs4 Rule : 3
EXCRETION
CL : 1.453
t1/2 : 0.946
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