Canonical Smiles : C1C(C2C3=C(C=CC(=C3C1=O)O)C4=C5C2(C=CC(=O)C5=C(C=C4)O)O)O
Inchi Key : MTOHOIPTYJIUCH-KPOBHBOGSA-N
IUPAC : (1S,12aR,12bS)-1,4,9,12a-tetrahydroxy-2,12b-dihydro-1H-perylene-3,10-dione
Pubchem ID : 125848
Smiles : C1C(C2C3=C(C=CC(=C3C1=O)O)C4=C5C2(C=CC(=O)C5=C(C=C4)O)O)O
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PHYSICOCHEMICAL PROPERTIES
Molecular Weight : 350.08
Volume : 340.707
Density : 1.028
nHA : 6
nHD : 4
nRot : 0
nRing : 5
Max Ring : 18
nHet: 6
fChar : 0
nRig : 26
Flexibility : 0
Stereo Centers : 3
TPSA : 115.06
logS : -4.724
logP: 2.2
logD7.4 : 1.77
ABSORPTION
Caco-2 Permeability : -5.17
MDCK Permeability : 0.00000795115
Pgp-inhibitor : 0.004
Pgp-substrate : 0.002
HIA : 0.116
F20% : 0.008
F30% : 0.363
DISTRIBUTION
PPB : 0.946285
VD : 0.751
BBB Penetration : 0.037
Fu : 0.0309976
METABOLISM
CYP 1A2 inhibitor : 0.562
CYP 1A2 substrate : 0.151
CYP 2C19 inhibitor : 0.154
CYP 2C19 substrate : 0.057
CYP 2C9 inhibitor : 0.599
CYP 2C9 substrate : 0.796
CYP 2D6 inhibitor : 0.625
CYP 2D6 substrate : 0.147
CYP 3A4 inhibitor : 0.808
CYP 3A4 substrate : 0.184
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MEDICINAL CHEMISTRY
QED : 0.575
SAscore : 4.148
Fsp : 0.2
MCE-18 : 100
NPscore : 2.28
Lipinski Rule : Accepted
Pfizer Rule : Accepted
GSK Rule : Accepted
Golden Triangle : Accepted
PAINS : 0
ALARM NMR Rule : 2
BMS Rule : 0
Chelator Rule : 0
TOXICOLOGY
hERG Blockers : 0.088
H-HT : 0.14
DILI : 0.577
AMES Toxicity : 0.902
Rat Oral Acute Toxicity : 0.521
FDAMDD : 0.934
Skin Sensitization : 0.893
Carcinogencity : 0.74
Eye Corrosion : 0.003
Eye Irritation : 0.225
Respiratory Toxicity : 0.685
Bioconcentration Factor : 1.221
IGC50 : 5.683
LC50FM : 6.707
LC50DM : 6.403
NR-AR : 0.006
NR-AR-LBD: 0.861
NR-AhR : 0.941
NR-Aromatase : 0.917
NR-ER : 0.317
NR-ER-LBD : 0.624
NR-PPAR-gamma : 0.965
SR-ARE : 0.94
SR-ATAD5 : 0.798
SR-HSE : 0.722
SR-MMP : 0.923
SR-p53 : 0.928
Acute/Aquatic Toxicity Rule : 4
Genotoxic Carcinogenicity Rule : 4
Non Genotoxic Carcinogenicity Rule : 2
Skin Sensitization Rule : 2
Non Biodegradable Rule : 0
SureChEMBL Rule : 0
FAF-Drugs4 Rule : 3
EXCRETION
CL : 3.19
t1/2 : 0.066
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