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

ID: ALA4581959

Chembl Id: CHEMBL4581959

PubChem CID: 155561682

Max Phase: Preclinical

Molecular Formula: C22H26N4O5

Molecular Weight: 426.47

Molecule Type: Unknown

Names and Identifiers

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

Standard InChI:  InChI=1S/C22H26N4O5/c1-3-4-10-25-19(24-9-5-6-16(23)14-24)12-20(27)26(22(25)30)13-15-11-17(31-2)7-8-18(15)21(28)29/h7-8,11-12,16H,5-6,9-10,13-14,23H2,1-2H3,(H,28,29)/t16-/m1/s1

Standard InChI Key:  RGNLAHNPWJNRRK-MRXNPFEDSA-N

Alternative Forms

1. Parent:

   

   ALA4581959

   ---

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: 426.47

Molecular Weight (Monoisotopic): 426.1903

AlogP: 0.72

#Rotatable Bonds: 6

Polar Surface Area: 119.79

Molecular Species: ZWITTERION

HBA: 8

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 9

HBD (Lipinski): 3

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 4.09

CX Basic pKa: 9.47

CX LogP: -0.40

CX LogD: -0.40

Aromatic Rings: 2

Heavy Atoms: 31

QED Weighted: 0.65

Np Likeness Score: -0.53

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