3-(2-chloroacetamido)-N-(3-(prop-2-yn-1-yloxy)phenyl)benzamide

ID: ALA5080411

PubChem CID: 146450953

Max Phase: Preclinical

Molecular Formula: C18H15ClN2O3

Molecular Weight: 342.78

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  C#CCOc1cccc(NC(=O)c2cccc(NC(=O)CCl)c2)c1

Standard InChI:  InChI=1S/C18H15ClN2O3/c1-2-9-24-16-8-4-7-15(11-16)21-18(23)13-5-3-6-14(10-13)20-17(22)12-19/h1,3-8,10-11H,9,12H2,(H,20,22)(H,21,23)

Standard InChI Key:  IKRFYUHWTVWQEK-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 24 25  0  0  0  0  0  0  0  0999 V2000
   -3.2132    0.6184    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4986    1.0307    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7868    0.6187    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7868   -0.2063    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4968   -0.6181    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2132   -0.2100    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4986    1.8558    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7840    2.2684    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7840    3.0936    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0694    1.8558    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3547    2.2684    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   -1.0721   -0.6189    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3575   -0.2063    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0721   -1.4441    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3575   -1.8567    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3572   -1.4443    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0693   -1.8563    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0693   -2.6818    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3591   -3.0936    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3575   -2.6855    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7840   -1.4437    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.7840   -0.6185    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4986   -0.2059    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2132    0.2066    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  2  0
  3  2  1  0
  4  3  2  0
  5  4  1  0
  1  6  1  0
  6  5  2  0
  2  7  1  0
  7  8  1  0
  8  9  2  0
  8 10  1  0
 10 11  1  0
  4 12  1  0
 12 13  2  0
 12 14  1  0
 14 15  1  0
 16 15  2  0
 17 16  1  0
 18 17  2  0
 19 18  1  0
 20 19  2  0
 15 20  1  0
 17 21  1  0
 21 22  1  0
 22 23  1  0
 23 24  3  0
M  END

Alternative Forms

1. Parent:

   

   ALA5080411

   ---

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: 342.78

Molecular Weight (Monoisotopic): 342.0771

AlogP: 3.13

#Rotatable Bonds: 6

Polar Surface Area: 67.43

Molecular Species: NEUTRAL

HBA: 3

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 5

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 13.14

CX Basic pKa: ┄

CX LogP: 2.91

CX LogD: 2.91

Aromatic Rings: 2

Heavy Atoms: 24

QED Weighted: 0.63

Np Likeness Score: -1.86

References

1.  (2020)  Novel inhibitors of guanosine monophosphate synthetase as therapeutic agents, 

Source

Source(1):

• Patent Bioactivity Data