General Information of the Compound
Compound ID
CP0039344
Compound Name
(1S,3S,5S)-2-[(2S)-2-amino-2-(3-hydroxyadamantan-1-yl)acetyl]-2-azabicyclo[3.1.0]hexane-3-carbonitrile; 2,2,2-trifluoroacetic acid
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Synonyms
(1S,5S)-2-[2-amino-2-(3-hydroxy-1-adamantyl)acetyl]-2-azabicyclo[3.1.0]hexane-3-carbonitrile
2-Azabicyclo[3.1.0]hexane-3-carbonitrile, 2-[(2S)-amino(3-hydroxytricyclo[3.3
BMS 477118-11
BMS-477118
BMS-477118-11
Kombiglyze XR (TN)
OPC-262
Onglyza
Onglyza (TN)
Saxagliptin
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Structure
Formula
C18H25N3O2
Molecular Weight
315.417
Canonical SMILES
N[C@H](C(=O)N1[C@H]2C[C@H]2C[C@H]1C#N)C12CC3CC(CC(O)(C3)C1)C2
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InChI
InChI=1S/C18H25N3O2/c19-8-13-2-12-3-14(12)21(13)16(22)15(20)17-4-10-1-11(5-17)7-18(23,6-10)9-17/h10-15,23H,1-7,9,20H2/t10?,11?,12-,13+,14+,15-,17?,18?/m1/s1
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InChIKey
QGJUIPDUBHWZPV-SGTAVMJGSA-N
CAS
361442-04-8
Physicochemical Property
logP
1.15798
Rotatable Bonds
2
Heavy Atom Count
23
Polar Areas
90.35
Hydrogen Bond Donor Count
2
Hydrogen Bond Acceptor Count
4
Complexity
23

"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: 11243969
SID: 16328544
ChEMBL ID
CHEMBL385517
DrugBank ID
DB06335
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
CL000034 Caco-2
 Cell Line Info 
Homo sapiens (Human)  1
1
Ki = 0.6 nM
 Bioactivity Info 
   TI
   LI
   LO
   TS
Biochemical Assays
1 IC50 = 0.6 nM
2 IC50 = 1.5 nM
3 IC50 = 3 nM
4 IC50 = 3.37 nM
5 IC50 = 3.4 nM
6 IC50 = 30.3 nM
7 IC50 = 50 nM
8 Kd = 0.3 nM
9 Kd = 15.9 nM
10 Ki = 0.6 nM
Clinical Information about the Compound
Drug 1 ( Saxagliptin )
Drug Name Saxagliptin
Company Bristol-Myers Squibb; AstraZeneca
Indication
Type-2 diabetes
Approved
Target(s)
Dipeptidyl peptidase 4 (DPP-4)
 Target Info 
Inhibitor