Canonical Smiles : Cc1Ccc2(Ccc3(C(=Ccc4C3(Ccc5C4(Ccc(C5(C)C(=O)O)Oc(=O)C)C)C)C2C1C)C)C
Inchi Key : Yjbvhjiknlbfdx-Mqurjehksa-N
IUPAC : (3R,4R,4Ar,6Ar,6Bs,8Ar,11R,12S,12Ar,14Ar,14Br)-3-Acetyloxy-4,6A,6B,8A,11,12,14B-Heptamethyl-2,3,4A,5,6,7,8,9,10,11,12,12A,14,14A-Tetradecahydro-1H-Picene-4-Carboxylic Acid
Pubchem ID : 11386458
Smiles : CC(=O)OC1CCC2(C)C(CCC3(C)C2CC=C2C4C(C)C(C)CCC4(C)CCC23C)C1(C)C(=O)O
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PHYSICOCHEMICAL PROPERTIES
Molecular Weight : 498.37
Volume : 546.497
Density : 0.912
nHA : 4
nHD : 1
nRot : 3
nRing : 5
Max Ring : 22
nHet: 4
fChar : 0
nRig : 28
Flexibility : 0.107
Stereo Centers : 11
TPSA : 63.6
logS : -5.263
logP: 6.254
logD7.4 : 5.266
ABSORPTION
Caco-2 Permeability : -5.063
MDCK Permeability : 0.0000155713
Pgp-inhibitor : 0.003
Pgp-substrate : 0
HIA : 0.01
F20% : 0.005
F30% : 0.774
DISTRIBUTION
PPB : 1.00015
VD : 0.722
BBB Penetration : 0.563
Fu : 0.0198782
METABOLISM
CYP 1A2 inhibitor : 0.008
CYP 1A2 substrate : 0.421
CYP 2C19 inhibitor : 0.019
CYP 2C19 substrate : 0.96
CYP 2C9 inhibitor : 0.083
CYP 2C9 substrate : 0.292
CYP 2D6 inhibitor : 0.004
CYP 2D6 substrate : 0.125
CYP 3A4 inhibitor : 0.136
CYP 3A4 substrate : 0.612
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MEDICINAL CHEMISTRY
QED : 0.313
SAscore : 4.907
Fsp : 0.875
MCE-18 : 104
NPscore : 3.165
Lipinski Rule : Accepted
Pfizer Rule : Rejected
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 : 0.193
DILI : 0.031
AMES Toxicity : 0.014
Rat Oral Acute Toxicity : 0.285
FDAMDD : 0.492
Skin Sensitization : 0.022
Carcinogencity : 0.063
Eye Corrosion : 0.003
Eye Irritation : 0.17
Respiratory Toxicity : 0.954
Bioconcentration Factor : 3.06
IGC50 : 5.132
LC50FM : 6.174
LC50DM : 6.245
NR-AR : 0.013
NR-AR-LBD: 0.025
NR-AhR : 0
NR-Aromatase : 0.812
NR-ER : 0.094
NR-ER-LBD : 0.792
NR-PPAR-gamma : 0.874
SR-ARE : 0.317
SR-ATAD5 : 0.01
SR-HSE : 0.293
SR-MMP : 0.914
SR-p53 : 0.355
Acute/Aquatic Toxicity Rule : 0
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 : 2.325
t1/2 : 0.021
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