Canonical Smiles : CC1CC(C2=C(C1(C)C(CC(C)(C=C)O)OC(=O)C)CCC(=O)C2(C)COC(=O)C)OC(=O)C
Inchi Key : MFWAONAGQVIAJO-RZABVCLVSA-N
IUPAC : [(1S,5S,6S,8R)-8-acetyloxy-5-(1-acetyloxy-3-hydroxy-3-methylpent-4-enyl)-1,5,6-trimethyl-2-oxo-4,6,7,8-tetrahydro-3H-naphthalen-1-yl]methyl acetate
Pubchem ID : 11843975
Smiles : CC1CC(C2=C(C1(C)C(CC(C)(C=C)O)OC(=O)C)CCC(=O)C2(C)COC(=O)C)OC(=O)C
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PHYSICOCHEMICAL PROPERTIES
Molecular Weight : 478.26
Volume : 495.642
Density : 0.965
nHA : 8
nHD : 1
nRot : 11
nRing : 2
Max Ring : 10
nHet: 8
fChar : 0
nRig : 16
Flexibility : 0.688
Stereo Centers : 6
TPSA : 116.2
logS : -3.074
logP: 2.144
logD7.4 : 1.647
ABSORPTION
Caco-2 Permeability : -4.742
MDCK Permeability : 0.0000375547
Pgp-inhibitor : 0.997
Pgp-substrate : 0.105
HIA : 0.561
F20% : 0.19
F30% : 0.092
DISTRIBUTION
PPB : 0.608517
VD : 0.764
BBB Penetration : 0.988
Fu : 0.362641
METABOLISM
CYP 1A2 inhibitor : 0.004
CYP 1A2 substrate : 0.099
CYP 2C19 inhibitor : 0.029
CYP 2C19 substrate : 0.861
CYP 2C9 inhibitor : 0.031
CYP 2C9 substrate : 0.25
CYP 2D6 inhibitor : 0.002
CYP 2D6 substrate : 0.048
CYP 3A4 inhibitor : 0.799
CYP 3A4 substrate : 0.842
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MEDICINAL CHEMISTRY
QED : 0.32
SAscore : 5.118
Fsp : 0.692
MCE-18 : 55.636
NPscore : 2.644
Lipinski Rule : Accepted
Pfizer Rule : Accepted
GSK Rule : Rejected
Golden Triangle : Accepted
PAINS : 0
ALARM NMR Rule : 0
BMS Rule : 0
Chelator Rule : 0
TOXICOLOGY
hERG Blockers : 0
H-HT : 0.083
DILI : 0.626
AMES Toxicity : 0.055
Rat Oral Acute Toxicity : 0.113
FDAMDD : 0.215
Skin Sensitization : 0.015
Carcinogencity : 0.861
Eye Corrosion : 0.039
Eye Irritation : 0.167
Respiratory Toxicity : 0.321
Bioconcentration Factor : 0.438
IGC50 : 3.546
LC50FM : 5.322
LC50DM : 4.297
NR-AR : 0.546
NR-AR-LBD: 0.331
NR-AhR : 0.01
NR-Aromatase : 0.178
NR-ER : 0.118
NR-ER-LBD : 0.683
NR-PPAR-gamma : 0.77
SR-ARE : 0.148
SR-ATAD5 : 0.405
SR-HSE : 0.445
SR-MMP : 0.886
SR-p53 : 0.926
Acute/Aquatic Toxicity Rule : 2
Genotoxic Carcinogenicity Rule : 0
Non Genotoxic Carcinogenicity Rule : 0
Skin Sensitization Rule : 3
Non Biodegradable Rule : 1
SureChEMBL Rule : 0
FAF-Drugs4 Rule : 1
EXCRETION
CL : 1.634
t1/2 : 0.568
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