Canonical Smiles : CCCCCCCCCCCCCC(=O)OC12C(C1(C)C)C3C=C(CC4(C(C3(C(C2O)C)O)C=C(C4=O)C)O)CO
Inchi Key : CESGKXMBHGUQTB-VONOSFMSSA-N
IUPAC : [(1S,2S,6R,10S,11R,13S,14R,15R)-1,6,14-trihydroxy-8-(hydroxymethyl)-4,12,12,15-tetramethyl-5-oxo-13-tetracyclo[8.5.0.02,6.011,13]pentadeca-3,8-dienyl] tetradecanoate
Pubchem ID : 18633279
Smiles : CCCCCCCCCCCCCC(=O)OC12C(O)C(C)C3(O)C(C=C(CO)CC4(O)C(=O)C(C)=CC43)C1C2(C)C
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PHYSICOCHEMICAL PROPERTIES
Molecular Weight : 574.39
Volume : 613.38
Density : 0.936
nHA : 7
nHD : 4
nRot : 15
nRing : 4
Max Ring : 15
nHet: 7
fChar : 0
nRig : 20
Flexibility : 0.75
Stereo Centers : 8
TPSA : 124.29
logS : -4.503
logP: 6.118
logD7.4 : 4.406
ABSORPTION
Caco-2 Permeability : -4.827
MDCK Permeability : 0.0000176502
Pgp-inhibitor : 0.988
Pgp-substrate : 0
HIA : 0.31
F20% : 0.98
F30% : 0.776
DISTRIBUTION
PPB : 0.961457
VD : 1.259
BBB Penetration : 0.884
Fu : 0.0265915
METABOLISM
CYP 1A2 inhibitor : 0.016
CYP 1A2 substrate : 0.13
CYP 2C19 inhibitor : 0.193
CYP 2C19 substrate : 0.361
CYP 2C9 inhibitor : 0.426
CYP 2C9 substrate : 0.893
CYP 2D6 inhibitor : 0.016
CYP 2D6 substrate : 0.042
CYP 3A4 inhibitor : 0.773
CYP 3A4 substrate : 0.101
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MEDICINAL CHEMISTRY
QED : 0.128
SAscore : 4.943
Fsp : 0.824
MCE-18 : 76.645
NPscore : 2.368
Lipinski Rule : Rejected
Pfizer Rule : Accepted
GSK Rule : Rejected
Golden Triangle : Rejected
PAINS : 0
ALARM NMR Rule : 1
BMS Rule : 1
Chelator Rule : 0
TOXICOLOGY
hERG Blockers : 0.672
H-HT : 0.818
DILI : 0.594
AMES Toxicity : 0.117
Rat Oral Acute Toxicity : 0.937
FDAMDD : 0.954
Skin Sensitization : 0.198
Carcinogencity : 0.029
Eye Corrosion : 0.003
Eye Irritation : 0.005
Respiratory Toxicity : 0.974
Bioconcentration Factor : 0.978
IGC50 : 5.435
LC50FM : 7.646
LC50DM : 6.504
NR-AR : 0.005
NR-AR-LBD: 0.003
NR-AhR : 0.1
NR-Aromatase : 0.982
NR-ER : 0.175
NR-ER-LBD : 0.192
NR-PPAR-gamma : 0.094
SR-ARE : 0.642
SR-ATAD5 : 0.011
SR-HSE : 0.692
SR-MMP : 0.953
SR-p53 : 0.694
Acute/Aquatic Toxicity Rule : 3
Genotoxic Carcinogenicity Rule : 2
Non Genotoxic Carcinogenicity Rule : 0
Skin Sensitization Rule : 2
Non Biodegradable Rule : 1
SureChEMBL Rule : 0
FAF-Drugs4 Rule : 1
EXCRETION
CL : 5.353
t1/2 : 0.006
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