Canonical Smiles : OC1=C(C(=CC2=C1C1=C([C@H](CC2)NC=O)[C@H]2[C@@H]1C=C(C2=O)O)O)O
Inchi Key : RFLGVTSHLWKCTK-BFHDXFOESA-N
IUPAC : N-((7S,7bR,10aS)-1,2,3,9-tetrahydroxy-8-oxo-5,6,7,7b,8,10a-hexahydrobenzo[a]cyclopenta[3,4]cyclobuta[1,2-c][7]annulen-7-yl)formamide
Pubchem ID :
Smiles : O=CN=C1CCc2cc(O)c(O)c(O)c2C2C1C1C(=O)C(=O)C[C@@H]12
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PHYSICOCHEMICAL PROPERTIES
Molecular Weight : 329.09
Volume : 313.645
Density : 1.049
nHA : 7
nHD : 3
nRot : 1
nRing : 4
Max Ring : 16
nHet: 7
fChar : 0
nRig : 23
Flexibility : 0.043
Stereo Centers : 4
TPSA : 124.26
logS : -2.433
logP: 0.93
logD7.4 : 0.401
ABSORPTION
Caco-2 Permeability : -5.484
MDCK Permeability : 0.00000340036
Pgp-inhibitor : 0.002
Pgp-substrate : 0.001
HIA : 0.075
F20% : 0.1
F30% : 0.591
DISTRIBUTION
PPB : 0.904972
VD : 0.585
BBB Penetration : 0.01
Fu : 0.102647
METABOLISM
CYP 1A2 inhibitor : 0.031
CYP 1A2 substrate : 0.076
CYP 2C19 inhibitor : 0.017
CYP 2C19 substrate : 0.104
CYP 2C9 inhibitor : 0.022
CYP 2C9 substrate : 0.803
CYP 2D6 inhibitor : 0.013
CYP 2D6 substrate : 0.184
CYP 3A4 inhibitor : 0.096
CYP 3A4 substrate : 0.27
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MEDICINAL CHEMISTRY
QED : 0.398
SAscore : 4.843
Fsp : 0.412
MCE-18 : 86
NPscore : 1.069
Lipinski Rule : Accepted
Pfizer Rule : Accepted
GSK Rule : Accepted
Golden Triangle : Accepted
PAINS : 2
ALARM NMR Rule : 4
BMS Rule : 0
Chelator Rule : 1
TOXICOLOGY
hERG Blockers : 0.008
H-HT : 0.096
DILI : 0.788
AMES Toxicity : 0.022
Rat Oral Acute Toxicity : 0.387
FDAMDD : 0.287
Skin Sensitization : 0.574
Carcinogencity : 0.105
Eye Corrosion : 0.003
Eye Irritation : 0.029
Respiratory Toxicity : 0.191
Bioconcentration Factor : 0.457
IGC50 : 4.027
LC50FM : 4.384
LC50DM : 5.084
NR-AR : 0.002
NR-AR-LBD: 0.633
NR-AhR : 0.919
NR-Aromatase : 0.048
NR-ER : 0.15
NR-ER-LBD : 0.645
NR-PPAR-gamma : 0.922
SR-ARE : 0.936
SR-ATAD5 : 0.991
SR-HSE : 0.883
SR-MMP : 0.957
SR-p53 : 0.952
Acute/Aquatic Toxicity Rule : 0
Genotoxic Carcinogenicity Rule : 0
Non Genotoxic Carcinogenicity Rule : 0
Skin Sensitization Rule : 9
Non Biodegradable Rule : 2
SureChEMBL Rule : 1
FAF-Drugs4 Rule : 4
EXCRETION
CL : 6.651
t1/2 : 0.866
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