Canonical Smiles : CC12CC3C4(C56C1C(=O)C(O5)(C7CC=C8CC=CC(=O)C8(C7CCC6(C(=O)O4)O)C)OCC2C(=O)O3)C
Inchi Key : HVTFEHJSUSPQBK-UHFFFAOYSA-N
IUPAC : 5-hydroxy-2,9,26-trimethyl-3,19,23,28-tetraoxaoctacyclo[16.9.1.118,27.01,5.02,24.08,17.09,14.021,26]nonacosa-11,14-diene-4,10,22,29-tetrone
Pubchem ID : 431000
Smiles : CC12CC3C4(C56C1C(=O)C(O5)(C7CC=C8CC=CC(=O)C8(C7CCC6(C(=O)O4)O)C)OCC2C(=O)O3)C
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PHYSICOCHEMICAL PROPERTIES
Molecular Weight : 510.19
Volume : 487.686
Density : 1.046
nHA : 9
nHD : 1
nRot : 0
nRing : 8
Max Ring : 23
nHet: 9
fChar : 0
nRig : 40
Flexibility : 0
Stereo Centers : 11
TPSA : 125.43
logS : -4.567
logP: 2.307
logD7.4 : 2.524
ABSORPTION
Caco-2 Permeability : -5.233
MDCK Permeability : 0.0000177706
Pgp-inhibitor : 1
Pgp-substrate : 0.001
HIA : 0.019
F20% : 0.997
F30% : 0.951
DISTRIBUTION
PPB : 0.799787
VD : 1.515
BBB Penetration : 0.986
Fu : 0.161713
METABOLISM
CYP 1A2 inhibitor : 0.003
CYP 1A2 substrate : 0.957
CYP 2C19 inhibitor : 0.034
CYP 2C19 substrate : 0.858
CYP 2C9 inhibitor : 0.066
CYP 2C9 substrate : 0.013
CYP 2D6 inhibitor : 0.001
CYP 2D6 substrate : 0.149
CYP 3A4 inhibitor : 0.383
CYP 3A4 substrate : 0.938
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MEDICINAL CHEMISTRY
QED : 0.483
SAscore : 7.482
Fsp : 0.714
MCE-18 : 192.833
NPscore : 3.689
Lipinski Rule : Accepted
Pfizer Rule : Accepted
GSK Rule : Rejected
Golden Triangle : Rejected
PAINS : 0
ALARM NMR Rule : 2
BMS Rule : 0
Chelator Rule : 0
TOXICOLOGY
hERG Blockers : 0.277
H-HT : 0.073
DILI : 0.458
AMES Toxicity : 0.33
Rat Oral Acute Toxicity : 0.998
FDAMDD : 0.929
Skin Sensitization : 0.04
Carcinogencity : 0.934
Eye Corrosion : 0.003
Eye Irritation : 0.007
Respiratory Toxicity : 0.934
Bioconcentration Factor : 0.373
IGC50 : 4.772
LC50FM : 5.857
LC50DM : 5.376
NR-AR : 0.34
NR-AR-LBD: 0.909
NR-AhR : 0.046
NR-Aromatase : 0.893
NR-ER : 0.204
NR-ER-LBD : 0.634
NR-PPAR-gamma : 0.859
SR-ARE : 0.926
SR-ATAD5 : 0.872
SR-HSE : 0.775
SR-MMP : 0.921
SR-p53 : 0.99
Acute/Aquatic Toxicity Rule : 6
Genotoxic Carcinogenicity Rule : 1
Non Genotoxic Carcinogenicity Rule : 1
Skin Sensitization Rule : 4
Non Biodegradable Rule : 2
SureChEMBL Rule : 0
FAF-Drugs4 Rule : 2
EXCRETION
CL : 8.11
t1/2 : 0.022
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