General Information of the Compound
Compound ID
CP0053608
Compound Name
2-({6-[(3R)-3-aminopiperidin-1-yl]-3-methyl-2,4-dioxo-1,2,3,4-tetrahydropyrimidin-1-yl}methyl)benzonitrile
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Synonyms
UNII-JHC049LO86
(R)-2-((6-(3-aminopiperidin-1-yl)-3-methyl-2,4-dioxo-3,4-dihydropyrimidin-1(2H)-yl)methyl)benzonitrile
2-({6-[(3R)-3-aminopiperidin-1-yl]-3-methyl-2,4-dioxo-1,2,3,4-tetrahydropyrimidin-1-yl}methyl)benzonitrile
2-({6-[(3r)-3-Aminopiperidin-1-Yl]-3-Methyl-2,4-Dioxo-3,4-Dihydropyrimidin-1(2h)-Yl}methyl)benzonitrile
850649-61-5
AK322010
Alogliptin
Alogliptin (SYR-322)
Alogliptin [INN]
CHEBI:72323
HSDB 8203
JHC049LO86
SYR-322
UNII-JHC049LO86
alogliptina
alogliptine
alogliptinum
vipidia
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Structure
Formula
C18H21N5O2
Molecular Weight
339.399
Canonical SMILES
Cn1c(=O)cc(N2CCC[C@@H](N)C2)n(Cc2ccccc2C#N)c1=O
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InChI
InChI=1S/C18H21N5O2/c1-21-17(24)9-16(22-8-4-7-15(20)12-22)23(18(21)25)11-14-6-3-2-5-13(14)10-19/h2-3,5-6,9,15H,4,7-8,11-12,20H2,1H3/t15-/m1/s1
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InChIKey
ZSBOMTDTBDDKMP-OAHLLOKOSA-N
CAS
850649-61-5
Physicochemical Property
logP
0.39448
Rotatable Bonds
3
Heavy Atom Count
25
Polar Areas
97.05
Hydrogen Bond Donor Count
1
Hydrogen Bond Acceptor Count
7
Complexity
25

"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: 11450633
SID: 16549582
ChEMBL ID
CHEMBL376359
DrugBank ID
DB06203
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: PT00907, Dipeptidyl peptidase 4
 Protein Info 
Cell-based Assay
Cell Line ID Cell Line Name Cell Line Organism
CL000013 Sf9
 Cell Line Info 
Spodoptera frugiperda (Fall armyworm)  2
1
IC50 = 2.7 nM
 Bioactivity Info 
   TI
   LI
   LO
   TS
2
IC50 = 4.46 nM
 Bioactivity Info 
   TI
   LI
   LO
   TS
CL000034 Caco-2
 Cell Line Info 
Homo sapiens (Human)  1
1
IC50 = 4 nM
 Bioactivity Info 
   TI
   LI
   LO
   TS
Biochemical Assays
1 IC50 = 1 nM
2 IC50 = 1.5 nM
3 IC50 = 3.1 nM
4 IC50 = 3.4 nM
5 IC50 = 4 nM
6 IC50 = 5.3 nM
7 IC50 = 6.9 nM
8 IC50 = 7 nM
9 IC50 = 7.5 nM
10 IC50 = 7.6 nM
11 IC50 < 10 nM
12 Kd = 2.4 nM
13 Kd = 28.5 nM
Clinical Information about the Compound
Drug 1 ( Alogliptin )
Drug Name Alogliptin
Company Takeda
Indication
Type-2 diabetes
Approved
Target(s)
Dipeptidyl peptidase 4 (DPP-4)
 Target Info 
Inhibitor