(R)-2-((4-(3-Aminopiperidin-1-yl)-3-(but-2-yn-1-yl)-2,6-dioxo-3,6-dihydropyrimidin-1(2H)-yl)methyl)-4-cyanobenzoic acid

ID: ALA4516959

Chembl Id: CHEMBL4516959

PubChem CID: 155540375

Max Phase: Preclinical

Molecular Formula: C22H23N5O4

Molecular Weight: 421.46

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  CC#CCn1c(N2CCC[C@@H](N)C2)cc(=O)n(Cc2cc(C#N)ccc2C(=O)O)c1=O

Standard InChI:  InChI=1S/C22H23N5O4/c1-2-3-9-26-19(25-8-4-5-17(24)14-25)11-20(28)27(22(26)31)13-16-10-15(12-23)6-7-18(16)21(29)30/h6-7,10-11,17H,4-5,8-9,13-14,24H2,1H3,(H,29,30)/t17-/m1/s1

Standard InChI Key:  BXJCLYZXPDLVFN-QGZVFWFLSA-N

Alternative Forms

1. Parent:

   

   ALA4516959

   ---

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: 421.46

Molecular Weight (Monoisotopic): 421.1750

AlogP: 0.58

#Rotatable Bonds: 5

Polar Surface Area: 134.35

Molecular Species: ZWITTERION

HBA: 8

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 9

HBD (Lipinski): 3

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 3.66

CX Basic pKa: 9.47

CX LogP: -0.39

CX LogD: -0.39

Aromatic Rings: 2

Heavy Atoms: 31

QED Weighted: 0.67

Np Likeness Score: -0.88

References

1. 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]

Source

Source(1):

• Scientific Literature