(S)-N-(4-(2-cyanopyrrolidine-1-carbonyl)phenyl)acetamide

ID: ALA4588524

PubChem CID: 155567204

Max Phase: Preclinical

Molecular Formula: C14H15N3O2

Molecular Weight: 257.29

Molecule Type: Unknown

Names and Identifiers

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

Standard InChI:  InChI=1S/C14H15N3O2/c1-10(18)16-12-6-4-11(5-7-12)14(19)17-8-2-3-13(17)9-15/h4-7,13H,2-3,8H2,1H3,(H,16,18)/t13-/m0/s1

Standard InChI Key:  ZAXPUQJDDNSKSL-ZDUSSCGKSA-N

Molfile:  

 
     RDKit          2D

 19 20  0  0  0  0  0  0  0  0999 V2000
   11.7694   -2.9633    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.7683   -3.7870    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.4805   -4.1959    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.1943   -3.7865    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.1914   -2.9597    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.4787   -2.5503    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.0575   -2.5508    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   10.3458   -2.9637    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.6338   -2.5511    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.3460   -3.7850    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   13.9067   -4.1940    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.9080   -5.0153    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   14.6179   -3.7843    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   15.3655   -4.1143    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.9113   -3.5021    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.5016   -2.7949    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.6985   -2.9662    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.3533   -4.9320    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.3452   -5.7497    0.0000 N   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  3  0
M  END

Alternative Forms

1. Parent:

   

   ALA4588524

   ---

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: 257.29

Molecular Weight (Monoisotopic): 257.1164

AlogP: 1.77

#Rotatable Bonds: 2

Polar Surface Area: 73.20

Molecular Species: NEUTRAL

HBA: 3

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 5

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 13.75

CX Basic pKa: ┄

CX LogP: 0.66

CX LogD: 0.66

Aromatic Rings: 1

Heavy Atoms: 19

QED Weighted: 0.88

Np Likeness Score: -1.33

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