Canonical Smiles : Cc1=Cccc(=Cccc(=Cc2C(Cc1)C(=C)C(=O)O2)C)C(=O)O
Inchi Key : Soryerhbqftrik-Xmlqbhoosa-N
IUPAC : (6E,10Z,14Z)-6,14-Dimethyl-3-Methylidene-2-Oxo-3A,4,5,8,9,12,13,15A-Octahydrocyclotetradeca[B]Furan-10-Carboxylic Acid
Pubchem ID : 5358705
Smiles : C=C1C(=O)OC2C=C(C)CC=CC(C(=O)O)CCC=C(C)CCC12
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PHYSICOCHEMICAL PROPERTIES
Molecular Weight : 330.18
Volume : 356.705
Density : 0.926
nHA : 4
nHD : 1
nRot : 1
nRing : 2
Max Ring : 17
nHet: 4
fChar : 0
nRig : 21
Flexibility : 0.048
Stereo Centers : 3
TPSA : 63.6
logS : -3.001
logP: 4.131
logD7.4 : 2.796
ABSORPTION
Caco-2 Permeability : -4.832
MDCK Permeability : 0.0000197756
Pgp-inhibitor : 0
Pgp-substrate : 0
HIA : 0.355
F20% : 0.858
F30% : 0.619
DISTRIBUTION
PPB : 0.931873
VD : 0.669
BBB Penetration : 0.086
Fu : 0.0371743
METABOLISM
CYP 1A2 inhibitor : 0.116
CYP 1A2 substrate : 0.139
CYP 2C19 inhibitor : 0.048
CYP 2C19 substrate : 0.098
CYP 2C9 inhibitor : 0.3
CYP 2C9 substrate : 0.957
CYP 2D6 inhibitor : 0.008
CYP 2D6 substrate : 0.182
CYP 3A4 inhibitor : 0.07
CYP 3A4 substrate : 0.142
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MEDICINAL CHEMISTRY
QED : 0.445
SAscore : 4.762
Fsp : 0.5
MCE-18 : 35.467
NPscore : 2.849
Lipinski Rule : Accepted
Pfizer Rule : Rejected
GSK Rule : Rejected
Golden Triangle : Accepted
PAINS : 0
ALARM NMR Rule : 2
BMS Rule : 2
Chelator Rule : 0
TOXICOLOGY
hERG Blockers : 0.002
H-HT : 0.196
DILI : 0.908
AMES Toxicity : 0.007
Rat Oral Acute Toxicity : 0.317
FDAMDD : 0.09
Skin Sensitization : 0.218
Carcinogencity : 0.743
Eye Corrosion : 0.004
Eye Irritation : 0.033
Respiratory Toxicity : 0.92
Bioconcentration Factor : 0.5
IGC50 : 3.388
LC50FM : 5.03
LC50DM : 4.994
NR-AR : 0.093
NR-AR-LBD: 0.244
NR-AhR : 0.018
NR-Aromatase : 0.03
NR-ER : 0.151
NR-ER-LBD : 0.602
NR-PPAR-gamma : 0.954
SR-ARE : 0.875
SR-ATAD5 : 0.01
SR-HSE : 0.896
SR-MMP : 0.379
SR-p53 : 0.651
Acute/Aquatic Toxicity Rule : 4
Genotoxic Carcinogenicity Rule : 1
Non Genotoxic Carcinogenicity Rule : 0
Skin Sensitization Rule : 4
Non Biodegradable Rule : 0
SureChEMBL Rule : 0
FAF-Drugs4 Rule : 1
EXCRETION
CL : 2.683
t1/2 : 0.408
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