Canonical Smiles : CCCCCC1=CC2=C(C3C4C(C3(C)C)CCC4(O2)C)C(=C1C(=O)O)O
Inchi Key : JVOHLEIRDMVLHS-UHFFFAOYSA-N
IUPAC : 3-hydroxy-9,13,13-trimethyl-5-pentyl-8-oxatetracyclo[7.4.1.02,7.012,14]tetradeca-2(7),3,5-triene-4-carboxylic acid
Pubchem ID : 71437560
Smiles : CCCCCC1=CC2=C(C3C4C(C3(C)C)CCC4(O2)C)C(=C1C(=O)O)O
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PHYSICOCHEMICAL PROPERTIES
Molecular Weight : 358.21
Volume : 379.457
Density : 0.944
nHA : 4
nHD : 2
nRot : 5
nRing : 4
Max Ring : 13
nHet: 4
fChar : 0
nRig : 18
Flexibility : 0.278
Stereo Centers : 4
TPSA : 66.76
logS : -3.107
logP: 6.574
logD7.4 : 4.713
ABSORPTION
Caco-2 Permeability : -4.922
MDCK Permeability : 0.0000207539
Pgp-inhibitor : 0.163
Pgp-substrate : 0.001
HIA : 0.006
F20% : 0.01
F30% : 0.208
DISTRIBUTION
PPB : 0.997351
VD : 0.349
BBB Penetration : 0.162
Fu : 0.0103572
METABOLISM
CYP 1A2 inhibitor : 0.048
CYP 1A2 substrate : 0.784
CYP 2C19 inhibitor : 0.043
CYP 2C19 substrate : 0.533
CYP 2C9 inhibitor : 0.301
CYP 2C9 substrate : 0.735
CYP 2D6 inhibitor : 0.129
CYP 2D6 substrate : 0.107
CYP 3A4 inhibitor : 0.049
CYP 3A4 substrate : 0.118
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MEDICINAL CHEMISTRY
QED : 0.717
SAscore : 4.133
Fsp : 0.682
MCE-18 : 91.216
NPscore : 2.146
Lipinski Rule : Accepted
Pfizer Rule : Rejected
GSK Rule : Rejected
Golden Triangle : Accepted
PAINS : 0
ALARM NMR Rule : 0
BMS Rule : 0
Chelator Rule : 1
TOXICOLOGY
hERG Blockers : 0.043
H-HT : 0.344
DILI : 0.953
AMES Toxicity : 0.011
Rat Oral Acute Toxicity : 0.589
FDAMDD : 0.612
Skin Sensitization : 0.048
Carcinogencity : 0.037
Eye Corrosion : 0.003
Eye Irritation : 0.009
Respiratory Toxicity : 0.948
Bioconcentration Factor : 0.359
IGC50 : 4.057
LC50FM : 5.708
LC50DM : 5.117
NR-AR : 0.017
NR-AR-LBD: 0.005
NR-AhR : 0.15
NR-Aromatase : 0.785
NR-ER : 0.144
NR-ER-LBD : 0.237
NR-PPAR-gamma : 0.974
SR-ARE : 0.54
SR-ATAD5 : 0.009
SR-HSE : 0.756
SR-MMP : 0.961
SR-p53 : 0.677
Acute/Aquatic Toxicity Rule : 0
Genotoxic Carcinogenicity Rule : 0
Non Genotoxic Carcinogenicity Rule : 0
Skin Sensitization Rule : 1
Non Biodegradable Rule : 0
SureChEMBL Rule : 0
FAF-Drugs4 Rule : 1
EXCRETION
CL : 1.492
t1/2 : 0.066
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