Canonical Smiles : Cc1Ccc2(Ccc3(C(=Ccc4C3(Cc(C5C4(Cc(C(C5(C)Co)O)O)C)O)C)C2C1C)C)C(=O)O
Inchi Key : Prauvhzjpxoeif-Aolygapisa-N
IUPAC : (1S,2R,4As,6Ar,6As,6Br,8R,8Ar,9R,10R,11R,12Ar,14Bs)-8,10,11-Trihydroxy-9-(Hydroxymethyl)-1,2,6A,6B,9,12A-Hexamethyl-2,3,4,5,6,6A,7,8,8A,10,11,12,13,14B-Tetradecahydro-1H-Picene-4A-Carboxylic Acid
Pubchem ID : 73412
Smiles : CC1CCC2(C(=O)O)CCC3(C)C(=CCC4C5(C)CC(O)C(O)C(C)(CO)C5C(O)CC43C)C2C1C
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PHYSICOCHEMICAL PROPERTIES
Molecular Weight : 504.35
Volume : 532.122
Density : 0.948
nHA : 6
nHD : 5
nRot : 2
nRing : 5
Max Ring : 22
nHet: 6
fChar : 0
nRig : 27
Flexibility : 0.074
Stereo Centers : 13
TPSA : 118.22
logS : -3.735
logP: 3.203
logD7.4 : 3.437
ABSORPTION
Caco-2 Permeability : -5.535
MDCK Permeability : 0.0000407856
Pgp-inhibitor : 0.002
Pgp-substrate : 0.007
HIA : 0.58
F20% : 0.038
F30% : 0.038
DISTRIBUTION
PPB : 0.947456
VD : 0.532
BBB Penetration : 0.362
Fu : 0.0439978
METABOLISM
CYP 1A2 inhibitor : 0.003
CYP 1A2 substrate : 0.465
CYP 2C19 inhibitor : 0.003
CYP 2C19 substrate : 0.898
CYP 2C9 inhibitor : 0.023
CYP 2C9 substrate : 0.163
CYP 2D6 inhibitor : 0.001
CYP 2D6 substrate : 0.123
CYP 3A4 inhibitor : 0.165
CYP 3A4 substrate : 0.159
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MEDICINAL CHEMISTRY
QED : 0.363
SAscore : 5.238
Fsp : 0.9
MCE-18 : 108.07
NPscore : 3.32
Lipinski Rule : Accepted
Pfizer Rule : Accepted
GSK Rule : Rejected
Golden Triangle : Rejected
PAINS : 0
ALARM NMR Rule : 0
BMS Rule : 0
Chelator Rule : 0
TOXICOLOGY
hERG Blockers : 0.001
H-HT : 0.198
DILI : 0.019
AMES Toxicity : 0.028
Rat Oral Acute Toxicity : 0.359
FDAMDD : 0.229
Skin Sensitization : 0.007
Carcinogencity : 0.037
Eye Corrosion : 0.003
Eye Irritation : 0.007
Respiratory Toxicity : 0.522
Bioconcentration Factor : 0.337
IGC50 : 3.126
LC50FM : 3.11
LC50DM : 5.208
NR-AR : 0.004
NR-AR-LBD: 0.007
NR-AhR : 0
NR-Aromatase : 0.818
NR-ER : 0.091
NR-ER-LBD : 0.247
NR-PPAR-gamma : 0.435
SR-ARE : 0.469
SR-ATAD5 : 0.029
SR-HSE : 0.197
SR-MMP : 0.951
SR-p53 : 0.228
Acute/Aquatic Toxicity Rule : 1
Genotoxic Carcinogenicity Rule : 0
Non Genotoxic Carcinogenicity Rule : 0
Skin Sensitization Rule : 0
Non Biodegradable Rule : 0
SureChEMBL Rule : 0
FAF-Drugs4 Rule : 0
EXCRETION
CL : 3.089
t1/2 : 0.069
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