Canonical Smiles : Cc1=Cc(=O)Cc(C1(C=Cc(C)Oc2C(C(C(C(O2)Co)O)O)O)O)(C)C
Inchi Key : Swyrvcgnmnafek-Mhxffugfsa-N
IUPAC : (4S)-4-Hydroxy-3,5,5-Trimethyl-4-[(E,3R)-3-[(2R,3R,4S,5S,6R)-3,4,5-Trihydroxy-6-(Hydroxymethyl)Oxan-2-Yl]Oxybut-1-Enyl]Cyclohex-2-En-1-One
Pubchem ID : 9930064
Smiles : CC1=CC(=O)CC(C)(C)C1(O)C=CC(C)OC1OC(CO)C(O)C(O)C1O
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PHYSICOCHEMICAL PROPERTIES
Molecular Weight : 386.19
Volume : 382.48
Density : 1.01
nHA : 8
nHD : 5
nRot : 5
nRing : 2
Max Ring : 6
nHet: 8
fChar : 0
nRig : 14
Flexibility : 0.357
Stereo Centers : 7
TPSA : 136.68
logS : -1.397
logP: -0.177
logD7.4 : 0.829
ABSORPTION
Caco-2 Permeability : -5.429
MDCK Permeability : 0.000484745
Pgp-inhibitor : 0
Pgp-substrate : 0.293
HIA : 0.864
F20% : 0.008
F30% : 0.082
DISTRIBUTION
PPB : 0.401176
VD : 0.427
BBB Penetration : 0.421
Fu : 0.601261
METABOLISM
CYP 1A2 inhibitor : 0.002
CYP 1A2 substrate : 0.108
CYP 2C19 inhibitor : 0.012
CYP 2C19 substrate : 0.825
CYP 2C9 inhibitor : 0.001
CYP 2C9 substrate : 0.193
CYP 2D6 inhibitor : 0
CYP 2D6 substrate : 0.143
CYP 3A4 inhibitor : 0.007
CYP 3A4 substrate : 0.141
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MEDICINAL CHEMISTRY
QED : 0.396
SAscore : 4.753
Fsp : 0.737
MCE-18 : 49.697
NPscore : 2.7
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 : 0.018
H-HT : 0.146
DILI : 0.49
AMES Toxicity : 0.458
Rat Oral Acute Toxicity : 0.367
FDAMDD : 0.021
Skin Sensitization : 0.041
Carcinogencity : 0.425
Eye Corrosion : 0.003
Eye Irritation : 0.007
Respiratory Toxicity : 0.102
Bioconcentration Factor : 0.426
IGC50 : 1.902
LC50FM : 2.526
LC50DM : 3.463
NR-AR : 0.056
NR-AR-LBD: 0.067
NR-AhR : 0.009
NR-Aromatase : 0.281
NR-ER : 0.156
NR-ER-LBD : 0.018
NR-PPAR-gamma : 0.028
SR-ARE : 0.042
SR-ATAD5 : 0.019
SR-HSE : 0.011
SR-MMP : 0.054
SR-p53 : 0.011
Acute/Aquatic Toxicity Rule : 4
Genotoxic Carcinogenicity Rule : 1
Non Genotoxic Carcinogenicity Rule : 1
Skin Sensitization Rule : 4
Non Biodegradable Rule : 2
SureChEMBL Rule : 0
FAF-Drugs4 Rule : 1
EXCRETION
CL : 1.453
t1/2 : 0.5
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