General Information of the Compound
Compound ID
CP0007316
Compound Name
(1R)-3-oxo-3-[3-(trifluoroethyl)-5,6-dihydro[1,2,4]triazolo[4,3-a]pyrazin-7(8H)-yl]-1-(2,4,5-trifluorobenzyl)propylamine
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Synonyms
Janumet
(2R)-4-OXO-4-[3-(TRIFLUOROMETHYL)-5,6-DIHYDRO[1,2,4]TRIAZOLO[4,3-A]PYRAZIN-7(8H)-YL]-1-(2,4,5-TRIFLUOROPHENYL)BUTAN-2-AMINE
(3R)-3-AMINO-1-[3-(TRIFLUOROMETHYL)-5H,6H,7H,8H-[1,2,4]TRIAZOLO[4,3-A]PYRAZIN-7-YL]-4-(2,4,5-TRIFLUOROPHENYL)BUTAN-1-ONE
(3R)-3-Amino-1-[3-(trifluoromethyl)-5,6,7,8-tetrahydro-1,2,4-triazolo[4,3-a]pyrazin-7-yl]-4-(2,4,5-trifluorophenyl)butan-1-one
(3R)-3-amino-1-[3-(trifluoromethyl)-5,6-dihydro[1,2,4]triazolo[4,3-a]pyrazin-7(8H)-yl]-4-(2,4,5-trifluorophenyl)butan-1-one
(3R)-3-amino-1-[3-(trifluoromethyl)-6,8-dihydro-5H-[1,2,4]triazolo[4,3-a]pyrazin-7-yl]-4-(2,4,5-trifluorophenyl)butan-1-one
(R)-3-AMINO-1-(3-(TRIFLUOROMETHYL)-5,6-DIHYDRO-[1,2,4]TRIAZOLO[4,3-A]PYRAZIN-7(8H)-YL)-4-(2,4,5-TRIFLUOROPHENYL)BUTAN-1-ONE
486460-32-6
CHEBI:40237
Januvia
Januvia (TN)
Januvia (merck & Co)
MK-0431
QFP0P1DV7Z
Sitagliptan
Sitagliptin
Sitagliptin (PropINN)
Sitagliptin phosphate
Sitagliptin/atovastatin
Tesavel
UNII-QFP0P1DV7Z
Xelevia
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Structure
Formula
C16H15F6N5O
Molecular Weight
407.318
Canonical SMILES
N[C@@H](CC(=O)N1CCn2c(C1)nnc2C(F)(F)F)Cc1cc(F)c(F)cc1F
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InChI
InChI=1S/C16H15F6N5O/c17-10-6-12(19)11(18)4-8(10)3-9(23)5-14(28)26-1-2-27-13(7-26)24-25-15(27)16(20,21)22/h4,6,9H,1-3,5,7,23H2/t9-/m1/s1
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InChIKey
MFFMDFFZMYYVKS-SECBINFHSA-N
CAS
486460-32-6
Physicochemical Property
logP
2.0165
Rotatable Bonds
4
Heavy Atom Count
28
Polar Areas
77.04
Hydrogen Bond Donor Count
1
Hydrogen Bond Acceptor Count
5
Complexity
28

"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: 4369359
SID: 14904024
ChEMBL ID
CHEMBL1422
DrugBank ID
DB01261
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: PT00989, Dipeptidyl peptidase 2
Cell-based Assay
Cell Line ID Cell Line Name Cell Line Organism
CL000023 BTI-Tn-5B1-4 Trichoplusia ni (Cabbage looper)  1
1
IC50 > 100000 nM
   TI
   LI
   LO
   TS
Biochemical Assays
1 IC50 = 59830 nM
2 IC50 > 20000 nM
3 IC50 > 100000 nM
Protein ID: PT00907, Dipeptidyl peptidase 4
Cell-based Assay
Cell Line ID Cell Line Name Cell Line Organism
CL000013 Sf9 Spodoptera frugiperda (Fall armyworm)  2
1
IC50 = 6.24 nM
   TI
   LI
   LO
   TS
2
IC50 = 6.9 nM
   TI
   LI
   LO
   TS
CL000023 BTI-Tn-5B1-4 Trichoplusia ni (Cabbage looper)  1
1
IC50 = 23 nM
   TI
   LI
   LO
   TS
CL000034 Caco-2 Homo sapiens (Human)  1
1
IC50 = 110 nM
   TI
   LI
   LO
   TS
Biochemical Assays
1 IC50 = 3.5 nM
2 IC50 = 7 nM
3 IC50 = 7.8 nM
4 IC50 = 8.4 nM
5 IC50 = 8.8 nM
6 IC50 = 10 nM
7 IC50 = 12 nM
8 IC50 = 16 nM
9 IC50 = 17 nM
10 IC50 = 18 nM
11 IC50 = 19 nM
12 IC50 = 19.4 nM
13 IC50 = 20 nM
14 IC50 = 22 nM
15 IC50 = 24.83 nM
16 IC50 = 29 nM
17 IC50 = 30 nM
18 IC50 = 40 nM
19 IC50 = 46 nM
20 IC50 = 120 nM
21 Kd = 5.3 nM
22 Kd = 12.7 nM
23 Kd = 13.5 nM
Protein ID: PT00975, Dipeptidyl peptidase 8
Cell-based Assay
Cell Line ID Cell Line Name Cell Line Organism
CL000023 BTI-Tn-5B1-4 Trichoplusia ni (Cabbage looper)  1
1
IC50 > 100000 nM
   TI
   LI
   LO
   TS
Biochemical Assays
1 IC50 = 1820 nM
2 IC50 = 19000 nM
3 IC50 = 32000 nM
4 IC50 = 32800 nM
5 IC50 = 48000 nM
6 IC50 = 51000 nM
7 IC50 = 69000 nM
8 IC50 > 20000 nM
9 IC50 > 50000 nM
10 IC50 > 100000 nM
Protein ID: PT01238, Dipeptidyl peptidase 9
Cell-based Assay
Cell Line ID Cell Line Name Cell Line Organism
CL000023 BTI-Tn-5B1-4 Trichoplusia ni (Cabbage looper)  1
1
IC50 > 100000 nM
   TI
   LI
   LO
   TS
Biochemical Assays
1 IC50 = 3060 nM
2 IC50 = 61900 nM
3 IC50 = 62000 nM
4 IC50 = 88000 nM
5 IC50 > 10000 nM
6 IC50 > 100000 nM
Protein ID: PT01241, Prolyl endopeptidase FAP
Cell-based Assay
Cell Line ID Cell Line Name Cell Line Organism
CL000102 U-87MG ATCC Homo sapiens (Human)  1
1
IC50 = 85340 nM
   TI
   LI
   LO
   TS
CL000023 BTI-Tn-5B1-4 Trichoplusia ni (Cabbage looper)  1
1
IC50 > 100000 nM
   TI
   LI
   LO
   TS
Biochemical Assays
1 IC50 = 5830 nM
2 IC50 > 20000 nM
3 IC50 > 35000 nM
4 IC50 > 100000 nM
Protein ID: PT03315, Prolyl endopeptidase FAP
Cell-based Assay
Cell Line ID Cell Line Name Cell Line Organism
CL000006 HEK293 Homo sapiens (Human)  1
1
IC50 > 100000 nM
   TI
   LI
   LO
   TS
Clinical Information about the Compound
Drug 1 ( Sitagliptin )
Drug Name Sitagliptin
Company Merck & Co
Indication
Type-2 diabetes
Phase 3
Type-2 diabetes
Phase 1/2
Peripheral arterial disease
Phase 1/2
Target(s)
Dipeptidyl peptidase 4 (DPP-4)
Inhibitor