General Information of the Compound
Compound ID
CP0165583
Compound Name
(2R,3S,4S,5R,6S)-2-(hydroxymethyl)-6-{2-[(4-methoxyphenyl)methyl]phenoxy}oxane-3,4,5-triol
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Synonyms
(2R,3S,4S,5R,6S)-2-(hydroxymethyl)-6-{2-[(4-methoxyphenyl)methyl]phenoxy}oxane-3,4,5-triol
2-(4-methoxy-benzyl)phenyl beta-D-glucopyranoside
2-(4-methoxybenzyl)-phenyl beta-D-glucopyranoside
2-(4-methoxybenzyl)phenyl beta-D-glucopyranoside
2-(4-methoxybenzyl)phenyl betaD-glucopyranoside
AR34521QFL
BDBM20878
CHEMBL270766
HFLCZNNDZKKXCS-OUUBHVDSSA-N
J3.551.075C
O-glucoside, 4a
SCHEMBL2574820
SERGLIFLOZIN A
UNII-AR34521QFL
beta-D-Glucopyranoside, 2-((4-methoxyphenyl)methyl)phenyl
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Structure
Formula
C20H24O7
Molecular Weight
376.405
Canonical SMILES
COc1ccc(Cc2ccccc2O[C@@H]2O[C@H](CO)[C@@H](O)[C@H](O)[C@H]2O)cc1
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InChI
InChI=1S/C20H24O7/c1-25-14-8-6-12(7-9-14)10-13-4-2-3-5-15(13)26-20-19(24)18(23)17(22)16(11-21)27-20/h2-9,16-24H,10-11H2,1H3/t16-,17-,18+,19-,20-/m1/s1
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InChIKey
HFLCZNNDZKKXCS-OUUBHVDSSA-N
Physicochemical Property
logP
0.4647
Rotatable Bonds
6
Heavy Atom Count
27
Polar Areas
108.61
Hydrogen Bond Donor Count
4
Hydrogen Bond Acceptor Count
7
Complexity
27

"RO5" indicates the cutoff set by lipinski's rule of five:

(1) Molecular weight less than 500 Dalton;

(2) xlogp less than 5;

(3) No more than 5 hbonddonor (Hydrogen Bond Donor Count);

(4) No more than 10 hbondacc (Hydrogen Bond Acceptor Count);

(5) No more than 10 rotbonds (Rotatable Bond Count).

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PubChem ID
CID: 10177526
SID: 15172955
ChEMBL ID
CHEMBL270766
Map of Molecular Bioactivity Related to the Compound
Map of Molecular Bioactivity Related to the Compound

Compound
Cell Line
Protein

Bioactivity Value:

<= 0.1 μM
> 0.1 μM and <= 10 μM
> 10 μM
Imprecise Activity
Table of Molecular Bioactivities Related to the Compound
Protein ID: PT06111, Probable glucose sensor protein SLC5A4
Cell-based Assay
Cell Line ID Cell Line Name Cell Line Organism
CL000011 CHO Cricetulus griseus (Chinese hamster)  1
1
IC50 = 4.8 nM
   TI
   LI
   LO
   TS
Protein ID: PT03804, Sodium/glucose cotransporter 1
Cell-based Assay
Cell Line ID Cell Line Name Cell Line Organism
CL000011 CHO Cricetulus griseus (Chinese hamster)  2
1
EC50 > 8000 nM
   TI
   LI
   LO
   TS
2
IC50 = 2300 nM
   TI
   LI
   LO
   TS
CL000026 CHO-K1 Cricetulus griseus (Chinese hamster)  1
1
IC50 = 2300 nM
   TI
   LI
   LO
   TS
Biochemical Assays
1 EC50 > 8000 nM
Protein ID: PT02415, Sodium/glucose cotransporter 2
Cell-based Assay
Cell Line ID Cell Line Name Cell Line Organism
CL000011 CHO Cricetulus griseus (Chinese hamster)  2
1
EC50 = 9.2 nM
   TI
   LI
   LO
   TS
2
IC50 = 6.25 nM
   TI
   LI
   LO
   TS
CL000026 CHO-K1 Cricetulus griseus (Chinese hamster)  1
1
IC50 = 4.8 nM
   TI
   LI
   LO
   TS
Biochemical Assays
1 EC50 = 9 nM
2 EC50 = 9.2 nM
3 Ki = 2.4 nM
Clinical Information about the Compound
Drug 1 ( SERGLIFLOZIN A )
Drug Name SERGLIFLOZIN A
Target(s)
SLC5A2 messenger RNA (SLC5A2 mRNA)
Inhibitor