Canonical Smiles : C1C(Oc2=C(C1=O)C=Cc(=C2)Oc3C(C(C(C(O3)Co)O)O)O)C4=Cc(=C(C=C4)O)Oc5C(C(C(C(O5)Co)O)O)O
Inchi Key : Qvcqyyytmizogk-Vqbazxirsa-N
IUPAC : (2S)-2-[4-Hydroxy-3-[(2S,3R,4S,5S,6R)-3,4,5-Trihydroxy-6-(Hydroxymethyl)Oxan-2-Yl]Oxyphenyl]-7-[(2S,3R,4S,5S,6R)-3,4,5-Trihydroxy-6-(Hydroxymethyl)Oxan-2-Yl]Oxy-2,3-Dihydrochromen-4-One
Pubchem ID : 164630
Smiles : O=C1CC(c2ccc(O)c(OC3OC(CO)C(O)C(O)C3O)c2)Oc2cc(OC3OC(CO)C(O)C(O)C3O)ccc21
Click here to download sdf file
PHYSICOCHEMICAL PROPERTIES
Molecular Weight : 596.17
Volume : 546.164
Density : 1.092
nHA : 15
nHD : 9
nRot : 7
nRing : 5
Max Ring : 10
nHet: 15
fChar : 0
nRig : 30
Flexibility : 0.233
Stereo Centers : 11
TPSA : 245.29
logS : -2.829
logP: -1.405
logD7.4 : 0.285
ABSORPTION
Caco-2 Permeability : -6.551
MDCK Permeability : 0.000146343
Pgp-inhibitor : 0
Pgp-substrate : 0.982
HIA : 0.948
F20% : 0.026
F30% : 1
DISTRIBUTION
PPB : 0.3991
VD : 0.463
BBB Penetration : 0.531
Fu : 0.282475
METABOLISM
CYP 1A2 inhibitor : 0.005
CYP 1A2 substrate : 0.013
CYP 2C19 inhibitor : 0.005
CYP 2C19 substrate : 0.089
CYP 2C9 inhibitor : 0
CYP 2C9 substrate : 0.451
CYP 2D6 inhibitor : 0.004
CYP 2D6 substrate : 0.196
CYP 3A4 inhibitor : 0.007
CYP 3A4 substrate : 0.023
|
|
MEDICINAL CHEMISTRY
QED : 0.16
SAscore : 4.72
Fsp : 0.519
MCE-18 : 118.317
NPscore : 1.501
Lipinski Rule : Rejected
Pfizer Rule : Accepted
GSK Rule : Rejected
Golden Triangle : Rejected
PAINS : 0
ALARM NMR Rule : 3
BMS Rule : 2
Chelator Rule : 1
TOXICOLOGY
hERG Blockers : 0.016
H-HT : 0.127
DILI : 0.938
AMES Toxicity : 0.347
Rat Oral Acute Toxicity : 0.253
FDAMDD : 0.005
Skin Sensitization : 0.016
Carcinogencity : 0.91
Eye Corrosion : 0.003
Eye Irritation : 0.006
Respiratory Toxicity : 0.012
Bioconcentration Factor : 0.6
IGC50 : 4.284
LC50FM : 5.277
LC50DM : 5.526
NR-AR : 0.104
NR-AR-LBD: 0.494
NR-AhR : 0.305
NR-Aromatase : 0.487
NR-ER : 0.15
NR-ER-LBD : 0.091
NR-PPAR-gamma : 0.727
SR-ARE : 0.324
SR-ATAD5 : 0.778
SR-HSE : 0.017
SR-MMP : 0.235
SR-p53 : 0.424
Acute/Aquatic Toxicity Rule : 2
Genotoxic Carcinogenicity Rule : 0
Non Genotoxic Carcinogenicity Rule : 0
Skin Sensitization Rule : 6
Non Biodegradable Rule : 1
SureChEMBL Rule : 0
FAF-Drugs4 Rule : 1
EXCRETION
CL : 1.404
t1/2 : 0.221
|