Canonical Smiles : Cc12C3C(C45Cc(=C)C(C4)(Ccc5C3(Cc6C1O6)Oc2=O)O)C(=O)O
Inchi Key : Xnbwkkypkjhukd-Jxhflfezsa-N
IUPAC : (1R,2R,5S,8S,9S,10R,12R,14S)-5-Hydroxy-11-Methyl-6-Methylidene-17-Oxo-13,16-Dioxahexacyclo[9.4.2.15,8.01,10.02,8.012,14]Octadecane-9-Carboxylic Acid
Pubchem ID : 443449
Smiles : C=C1CC23CC1(O)CCC2C12CC4OC4C(C)(C(=O)O1)C2C3C(=O)O
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PHYSICOCHEMICAL PROPERTIES
Molecular Weight : 346.14
Volume : 330.673
Density : 1.047
nHA : 6
nHD : 2
nRot : 1
nRing : 6
Max Ring : 8
nHet: 6
fChar : 0
nRig : 26
Flexibility : 0.038
Stereo Centers : 9
TPSA : 96.36
logS : -3.329
logP: 0.826
logD7.4 : 0.795
ABSORPTION
Caco-2 Permeability : -5.736
MDCK Permeability : 0.000013762
Pgp-inhibitor : 0.003
Pgp-substrate : 0.001
HIA : 0.311
F20% : 0.944
F30% : 0.085
DISTRIBUTION
PPB : 0.435566
VD : 0.305
BBB Penetration : 0.439
Fu : 0.503767
METABOLISM
CYP 1A2 inhibitor : 0.002
CYP 1A2 substrate : 0.934
CYP 2C19 inhibitor : 0.012
CYP 2C19 substrate : 0.593
CYP 2C9 inhibitor : 0.015
CYP 2C9 substrate : 0.093
CYP 2D6 inhibitor : 0.009
CYP 2D6 substrate : 0.135
CYP 3A4 inhibitor : 0.099
CYP 3A4 substrate : 0.04
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MEDICINAL CHEMISTRY
QED : 0.422
SAscore : 6.765
Fsp : 0.789
MCE-18 : 145.294
NPscore : 3.688
Lipinski Rule : Accepted
Pfizer Rule : Accepted
GSK Rule : Accepted
Golden Triangle : Accepted
PAINS : 0
ALARM NMR Rule : 1
BMS Rule : 0
Chelator Rule : 0
TOXICOLOGY
hERG Blockers : 0.008
H-HT : 0.116
DILI : 0.216
AMES Toxicity : 0.03
Rat Oral Acute Toxicity : 0.969
FDAMDD : 0.265
Skin Sensitization : 0.012
Carcinogencity : 0.891
Eye Corrosion : 0.003
Eye Irritation : 0.054
Respiratory Toxicity : 0.941
Bioconcentration Factor : 0.068
IGC50 : 2.608
LC50FM : 2.608
LC50DM : 4.012
NR-AR : 0.006
NR-AR-LBD: 0.737
NR-AhR : 0.012
NR-Aromatase : 0.823
NR-ER : 0.089
NR-ER-LBD : 0.537
NR-PPAR-gamma : 0.933
SR-ARE : 0.695
SR-ATAD5 : 0.93
SR-HSE : 0.483
SR-MMP : 0.145
SR-p53 : 0.965
Acute/Aquatic Toxicity Rule : 6
Genotoxic Carcinogenicity Rule : 5
Non Genotoxic Carcinogenicity Rule : 1
Skin Sensitization Rule : 2
Non Biodegradable Rule : 2
SureChEMBL Rule : 2
FAF-Drugs4 Rule : 1
EXCRETION
CL : 8.767
t1/2 : 0.116
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