US8592371, 3

ID: ALA3645492

Chembl Id: CHEMBL3645492

PubChem CID: 89488720

Max Phase: Preclinical

Molecular Formula: C21H26F2N4O3S

Molecular Weight: 452.53

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  N[C@H]1C[C@@H](N2Cc3cnn(S(=O)(=O)C4CCCC4)c3C2)CO[C@@H]1c1cc(F)ccc1F

Standard InChI:  InChI=1S/C21H26F2N4O3S/c22-14-5-6-18(23)17(7-14)21-19(24)8-15(12-30-21)26-10-13-9-25-27(20(13)11-26)31(28,29)16-3-1-2-4-16/h5-7,9,15-16,19,21H,1-4,8,10-12,24H2/t15-,19+,21-/m1/s1

Standard InChI Key:  OQYMNVVXGACVAN-MFMILTCTSA-N

Alternative Forms

1. Parent:

   

   ALA3645492

   (2R,3S,5R)-5-(1-cyclopentylsulfonyl-4,6-dihydropyrrolo[3,4-c]pyrazol-5-yl)-2-(2,5-difluorophenyl)oxan-3-amine

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type: Small molecule

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 452.53

Molecular Weight (Monoisotopic): 452.1694

AlogP: 2.45

#Rotatable Bonds: 4

Polar Surface Area: 90.45

Molecular Species: BASE

HBA: 7

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 7

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 8.81

CX LogP: 1.60

CX LogD: 0.18

Aromatic Rings: 2

Heavy Atoms: 31

QED Weighted: 0.77

Np Likeness Score: -0.76

References

1.  (2013)  Aminotetrahydropyrans as dipeptidyl peptidase-IV inhibitors for the treatment or prevention of diabetes, 

2. Chen P, Feng D, Qian X, Apgar J, Wilkening R, Kuethe JT, Gao YD, Scapin G, Cox J, Doss G, Eiermann G, He H, Li X, Lyons KA, Metzger J, Petrov A, Wu JK, Xu S, Weber AE, Yan Y, Roy RS, Biftu T..  (2015)  Structure-activity-relationship of amide and sulfonamide analogs of omarigliptin.,  25  (24): [PMID:26546218] [10.1016/j.bmcl.2015.10.070]

3. Kumar S, Mittal A, Mittal A..  (2021)  A review upon medicinal perspective and designing rationale of DPP-4 inhibitors.,  46  [PMID:34428715] [10.1016/j.bmc.2021.116354]

Source

Source(2):

• Scientific Literature
• BindingDB Database