Canonical Smiles : Cccccc1=Cc2=C(C3C(Ccc(C3O2)(C)O)C(=C)C)C(=C1C(=O)O)O
Inchi Key : Oqcobnktumoohj-Rsgmmrjusa-N
IUPAC : (5As,6S,9R,9Ar)-1,6-Dihydroxy-6-Methyl-3-Pentyl-9-Prop-1-En-2-Yl-7,8,9,9A-Tetrahydro-5Ah-Dibenzofuran-2-Carboxylic Acid
Pubchem ID : 59444405
Smiles : C=C(C)C1CCC(C)(O)C2Oc3cc(CCCCC)c(C(=O)O)c(O)c3C12
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PHYSICOCHEMICAL PROPERTIES
Molecular Weight : 374.21
Volume : 394.168
Density : 0.949
nHA : 5
nHD : 3
nRot : 6
nRing : 3
Max Ring : 13
nHet: 5
fChar : 0
nRig : 17
Flexibility : 0.353
Stereo Centers : 4
TPSA : 86.99
logS : -3.582
logP: 5.509
logD7.4 : 3.253
ABSORPTION
Caco-2 Permeability : -4.931
MDCK Permeability : 0.0000162564
Pgp-inhibitor : 0.005
Pgp-substrate : 0.002
HIA : 0.014
F20% : 0.007
F30% : 0.002
DISTRIBUTION
PPB : 0.970866
VD : 0.408
BBB Penetration : 0.119
Fu : 0.0177498
METABOLISM
CYP 1A2 inhibitor : 0.053
CYP 1A2 substrate : 0.85
CYP 2C19 inhibitor : 0.026
CYP 2C19 substrate : 0.457
CYP 2C9 inhibitor : 0.198
CYP 2C9 substrate : 0.179
CYP 2D6 inhibitor : 0.148
CYP 2D6 substrate : 0.153
CYP 3A4 inhibitor : 0.056
CYP 3A4 substrate : 0.137
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MEDICINAL CHEMISTRY
QED : 0.507
SAscore : 4.18
Fsp : 0.591
MCE-18 : 73.543
NPscore : 2.446
Lipinski Rule : Accepted
Pfizer Rule : Accepted
GSK Rule : Rejected
Golden Triangle : Accepted
PAINS : 0
ALARM NMR Rule : 0
BMS Rule : 0
Chelator Rule : 1
TOXICOLOGY
hERG Blockers : 0.048
H-HT : 0.599
DILI : 0.938
AMES Toxicity : 0.011
Rat Oral Acute Toxicity : 0.608
FDAMDD : 0.353
Skin Sensitization : 0.044
Carcinogencity : 0.06
Eye Corrosion : 0.003
Eye Irritation : 0.011
Respiratory Toxicity : 0.88
Bioconcentration Factor : 0.382
IGC50 : 3.27
LC50FM : 4.757
LC50DM : 4.815
NR-AR : 0.112
NR-AR-LBD: 0.019
NR-AhR : 0.63
NR-Aromatase : 0.469
NR-ER : 0.087
NR-ER-LBD : 0.03
NR-PPAR-gamma : 0.948
SR-ARE : 0.265
SR-ATAD5 : 0.039
SR-HSE : 0.833
SR-MMP : 0.913
SR-p53 : 0.748
Acute/Aquatic Toxicity Rule : 2
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 : 1.67
t1/2 : 0.149
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