(R)-(1-(4-Acetamidobenzoyl)pyrrolidin-2-yl)boronic acid

ID: ALA4531021

PubChem CID: 155545965

Max Phase: Preclinical

Molecular Formula: C13H17BN2O4

Molecular Weight: 276.10

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  CC(=O)Nc1ccc(C(=O)N2CCC[C@H]2B(O)O)cc1

Standard InChI:  InChI=1S/C13H17BN2O4/c1-9(17)15-11-6-4-10(5-7-11)13(18)16-8-2-3-12(16)14(19)20/h4-7,12,19-20H,2-3,8H2,1H3,(H,15,17)/t12-/m0/s1

Standard InChI Key:  XMOQCYFKLKTWRB-LBPRGKRZSA-N

Molfile:  

 
     RDKit          2D

 20 21  0  0  0  0  0  0  0  0999 V2000
    4.0200   -8.2543    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0188   -9.0816    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7342   -9.4966    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4471   -9.0812    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4443   -8.2507    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7324   -7.8436    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3049   -7.8440    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.5899   -8.2546    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8748   -7.8444    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5901   -9.0796    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.1628   -9.4947    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1640  -10.3197    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.8772   -9.0789    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    7.6281   -9.4105    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.1806   -8.7997    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.7648   -8.0852    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9581   -8.2572    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.6200  -10.2319    0.0000 B   0  0  0  0  0  0  0  0  0  0  0  0
    6.9051  -10.6353    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.3268  -10.6493    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  3  4  2  0
  4  5  1  0
  5  6  2  0
  6  1  1  0
  1  7  1  0
  7  8  1  0
  8  9  1  0
  8 10  2  0
  4 11  1  0
 11 12  2  0
 11 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  1  0
 16 17  1  0
 17 13  1  0
 14 18  1  1
 18 19  1  0
 18 20  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4531021

   ---

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: 276.10

Molecular Weight (Monoisotopic): 276.1281

AlogP: ┄

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HBA: ┄

HBD: ┄

#RO5 Violations: ┄

HBA (Lipinski): ┄

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: ┄

CX LogP: ┄

CX LogD: ┄

Aromatic Rings: ┄

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QED Weighted: ┄

Np Likeness Score: ┄

References

1. Plescia J, Dufresne C, Janmamode N, Wahba AS, Mittermaier AK, Moitessier N..  (2020)  Discovery of covalent prolyl oligopeptidase boronic ester inhibitors.,  185  [PMID:31732257] [10.1016/j.ejmech.2019.111783]

Source

Source(1):

• Scientific Literature