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

ID: ALA4558007

Chembl Id: CHEMBL4558007

PubChem CID: 155554658

Max Phase: Preclinical

Molecular Formula: C21H23BrN4O4

Molecular Weight: 475.34

Molecule Type: Unknown

Names and Identifiers

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

Standard InChI:  InChI=1S/C21H23BrN4O4/c1-2-3-9-25-18(24-8-4-5-16(23)13-24)11-19(27)26(21(25)30)12-14-10-15(22)6-7-17(14)20(28)29/h6-7,10-11,16H,4-5,8-9,12-13,23H2,1H3,(H,28,29)/t16-/m1/s1

Standard InChI Key:  FYTNHPZZMNRUBG-MRXNPFEDSA-N

Alternative Forms

1. Parent:

   

   ALA4558007

   ---

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: 475.34

Molecular Weight (Monoisotopic): 474.0903

AlogP: 1.47

#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: 3.76

CX Basic pKa: 9.47

CX LogP: 0.53

CX LogD: 0.52

Aromatic Rings: 2

Heavy Atoms: 30

QED Weighted: 0.63

Np Likeness Score: -0.70

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