Canonical Smiles : CC(=CCO)CCC1C(=C)CC(C2C1(CCCC2(C)C(=O)O)C)OC(=O)C3=CC=CC=C3
Inchi Key : GIQOHSBJFWWSAH-QFMUUKLNSA-N
IUPAC : (1R)-8-benzoyloxy-5-[(E)-5-hydroxy-3-methylpent-3-enyl]-1,4a-dimethyl-6-methylidene-3,4,5,7,8,8a-hexahydro-2H-naphthalene-1-carboxylic acid
Pubchem ID : 101616639
Smiles : C=C1CC(OC(=O)c2ccccc2)C2C(C)(C(=O)O)CCCC2(C)C1CCC(C)=CCO
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PHYSICOCHEMICAL PROPERTIES
Molecular Weight : 440.26
Volume : 475.375
Density : 0.926
nHA : 5
nHD : 2
nRot : 8
nRing : 3
Max Ring : 10
nHet: 5
fChar : 0
nRig : 21
Flexibility : 0.381
Stereo Centers : 5
TPSA : 83.83
logS : -4.538
logP: 4.933
logD7.4 : 4.581
ABSORPTION
Caco-2 Permeability : -5.244
MDCK Permeability : 0.0000284172
Pgp-inhibitor : 0.001
Pgp-substrate : 0
HIA : 0.017
F20% : 0.661
F30% : 0.029
DISTRIBUTION
PPB : 0.977194
VD : 0.487
BBB Penetration : 0.112
Fu : 0.0149964
METABOLISM
CYP 1A2 inhibitor : 0.036
CYP 1A2 substrate : 0.128
CYP 2C19 inhibitor : 0.018
CYP 2C19 substrate : 0.453
CYP 2C9 inhibitor : 0.231
CYP 2C9 substrate : 0.402
CYP 2D6 inhibitor : 0.003
CYP 2D6 substrate : 0.128
CYP 3A4 inhibitor : 0.13
CYP 3A4 substrate : 0.21
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MEDICINAL CHEMISTRY
QED : 0.438
SAscore : 4.254
Fsp : 0.556
MCE-18 : 78.857
NPscore : 2.523
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 : 0.002
H-HT : 0.225
DILI : 0.151
AMES Toxicity : 0.007
Rat Oral Acute Toxicity : 0.787
FDAMDD : 0.051
Skin Sensitization : 0.102
Carcinogencity : 0.161
Eye Corrosion : 0.003
Eye Irritation : 0.037
Respiratory Toxicity : 0.122
Bioconcentration Factor : 0.426
IGC50 : 4.619
LC50FM : 5.628
LC50DM : 5.12
NR-AR : 0.03
NR-AR-LBD: 0.016
NR-AhR : 0.006
NR-Aromatase : 0.371
NR-ER : 0.112
NR-ER-LBD : 0.238
NR-PPAR-gamma : 0.409
SR-ARE : 0.239
SR-ATAD5 : 0.014
SR-HSE : 0.307
SR-MMP : 0.47
SR-p53 : 0.03
Acute/Aquatic Toxicity Rule : 0
Genotoxic Carcinogenicity Rule : 1
Non Genotoxic Carcinogenicity Rule : 0
Skin Sensitization Rule : 1
Non Biodegradable Rule : 0
SureChEMBL Rule : 0
FAF-Drugs4 Rule : 0
EXCRETION
CL : 2.305
t1/2 : 0.322
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