UCSF

ZINC01489478

Draw Identity 99% 90% 80% 70%

Substance Information

In ZINC since Heavy atoms Benign functionality
October 30th, 2005 28 Yes

Popular Name: Sitagliptin Sitagliptin

Find On: PubMed — Wikipedia — Google

CAS Numbers: 213182-22-0 , 486460-32-6 , 654671-77-9 , 654671-78-0 , 790712-60-6 , 823817-56-7 , 847445-79-8 , [486460-32-6] , [654671-77-9] , [654671-78-0]

Other Names:

(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

(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; MK-0431

(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)-1-butanone

(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)-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)-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 phosphate hydrate

gliptin

1,2,4-Triazolo(4,3-a)pyrazine, 7-((3R)-3-amino-1-oxo-4-(2,4,5-trifluorophenyl)butyl)-5,6,7,8-tetrahydor-3-(trifluoromethyl)-

1x70

486460-32-6

486460-32-6; D08516; Sitagliptin (Prop.INN)

654671-77-9; D06645; Januvia (TN); Sitagliptin phosphate (USAN); Sitagliptin phosphate hydrate (JAN); Sitagliptin phosphate monohydrate

7-[(3R)-3-Amino-1-oxo-4-(2,4,5-trifluorophenyl)butyl]-5,6,7,8-tetrahydro-3-(trifluoromethyl)-1,2,4-triazolo[4,3-A]pyrazine phosphate

AB1004599

AC1N9ZYR

AM3102

BRD-K19416115-001-01-2

BSPBio_002262

CHEBI:40237

CHEMBL1422

CID4369359

D08516

DAP000639

DB01261

DB07214

Glactiv

HMS2093F20

HSDB 7516

Janumet

JANUMET; LS-188014; METFORMIN HYDROCHLORIDE; SITAGLIPTIN PHOSPHATE

Januvia

Januvia (Merck & Co.)

LS-187389

MFCD09838015

MFCD09952339

MFCD10001393

MK-0431

MK-0431;Sitagliptan;Sitagliptin phosphate

MK-431

MolPort-003-666-756

ONO-5435

QA-7469

QB-2367

rac-Sitagliptin

Sitagliptan

Sitagliptin (INN); Sitagliptin Phosphate (FDA

Sitagliptin (Prop.INN)

SITAGLIPTIN MONOPHOSPHATE MONOHYDRATE

Sitagliptin Phosphate

Sitagliptin Phosphate (FDA

Sitagliptin phosphate monohydrate

Sitagliptin phosphate, 98.5%+

sitagliptin; sitagliptina; sitagliptine; sitagliptinum

Tesavel

UNII-QFP0P1DV7Z

USAN)

Xelevia

Download: MOL2 SDF SMILES Flexibase

Annotations

Vendors

Physical Representations

Type pH range xlogP Des A‑Pol Apolar desolvation (kcal/mol) Des Pol Polar desolvation (kcal/mol) H Don H-bond donors H Acc H-bond acceptors Chg Net charge tPSA (Ų) MWT Molecular weight (g/mol) RB Rotatable bonds DL
Ref Reference (pH 7) 2.06 7.46 -56.1 3 6 1 79 408.326 5 ↓

Vendor Notes

Note Type Comments Provided By
ALOGPS_SOLUBILITY 3.40e-02 g/l DrugBank-approved
purity 9.500000000000000e+001 Enamine Building Blocks Enamine Building Blocks
Indications antidiabetic KeyOrganics Bioactives
biological_use Antidiabetic drug IBScreen Bioactives
mechanism Dipeptidyl peptidase-4 (DPP-4) inhibitor IBScreen Bioactives
Target DPP-4 Selleck Chemicals
Therapy DPP4 inhibitor, antidiabetic SMDC Pharmakon
Patent Database Links EP1946777; EP1946778; US2006270701; US2008269279; WO2006116157; WO2007118680; WO2007136571; WO2007136607; WO2008130581; WO2008130584; WO2008149382 ChEBI
UniProt Database Links SO4C1_HUMAN; SO4C1_MOUSE; SO4C1_PONAB; SO4C1_RAT ChEBI
Indications type II diabetes KeyOrganics Bioactives

Activity (Go SEA)

Clustered Target Annotations
Code Description Organism Class Affinity (nM) LE (kcal/mol/atom) Type
DPP4-1-E Dipeptidyl Peptidase IV (cluster #1 Of 3), Eukaryotic Eukaryotes 69 0.36 Binding ≤ 10μM
ChEMBL Target Annotations
Uniprot Swissprot Description Affinity (nM) LE (kcal/mol/atom) Type
DPP4_MOUSE P28843 Dipeptidyl Peptidase IV, Mouse 69 0.36 Binding ≤ 1μM
DPP4_HUMAN P27487 Dipeptidyl Peptidase IV, Human 110 0.35 Binding ≤ 1μM
DPP4_MOUSE P28843 Dipeptidyl Peptidase IV, Mouse 69 0.36 Binding ≤ 10μM
DPP4_HUMAN P27487 Dipeptidyl Peptidase IV, Human 110 0.35 Binding ≤ 10μM

Reactome Annotations from Targets (via Uniprot)

Description Species
Synthesis, secretion, and inactivation of Glucagon-like Peptide-1 (GLP-1)
Synthesis, secretion, and inactivation of Glucose-dependent Insulinotropic Polyp

Analogs ( Draw Identity 99% 90% 80% 70% )

No pre-computed analogs available. Try a structural similarity search.