(R)-2-((4-(3-aminopiperidin-1-yl)-3-(but-2-ynyl)-2,6-dioxo-2,3-dihydropyrimidin-1(6H)-yl)methyl)-6-fluorobenzoic acid

ID: ALA4446618

Chembl Id: CHEMBL4446618

PubChem CID: 155518381

Max Phase: Preclinical

Molecular Formula: C21H23FN4O4

Molecular Weight: 414.44

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  CC#CCn1c(N2CCC[C@@H](N)C2)cc(=O)n(Cc2cccc(F)c2C(=O)O)c1=O

Standard InChI:  InChI=1S/C21H23FN4O4/c1-2-3-10-25-17(24-9-5-7-15(23)13-24)11-18(27)26(21(25)30)12-14-6-4-8-16(22)19(14)20(28)29/h4,6,8,11,15H,5,7,9-10,12-13,23H2,1H3,(H,28,29)/t15-/m1/s1

Standard InChI Key:  VNQIDHNDEPDUTF-OAHLLOKOSA-N

Alternative Forms

1. Parent:

   

   ALA4446618

   ---

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type: Unknown

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 414.44

Molecular Weight (Monoisotopic): 414.1703

AlogP: 0.85

#Rotatable Bonds: 5

Polar Surface Area: 110.56

Molecular Species: ZWITTERION

HBA: 7

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 8

HBD (Lipinski): 3

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 3.03

CX Basic pKa: 9.47

CX LogP: -0.10

CX LogD: -0.10

Aromatic Rings: 2

Heavy Atoms: 30

QED Weighted: 0.70

Np Likeness Score: -0.84

References

1. Li Q, Meng L, Zhou S, Deng X, Wang N, Ji Y, Peng Y, Xing J, Yao G..  (2019)  Rapid generation of novel benzoic acid-based xanthine derivatives as highly potent, selective and long acting DPP-4 inhibitors: Scaffold-hopping and prodrug study.,  180  [PMID:31336309] [10.1016/j.ejmech.2019.07.045]

2. Huang J, Deng X, Zhou S, Wang N, Qin Y, Meng L, Li G, Xiong Y, Fan Y, Guo L, Lan D, Xing J, Jiang W, Li Q..  (2019)  Identification of novel uracil derivatives incorporating benzoic acid moieties as highly potent Dipeptidyl Peptidase-IV inhibitors.,  27  (4): [PMID:30642693] [10.1016/j.bmc.2019.01.001]

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(1):

• Scientific Literature