2-(3-Methylbenzofuran-2-carboxamido)benzoic acid

ID: ALA1088335

PubChem CID: 7463654

Max Phase: Preclinical

Molecular Formula: C17H13NO4

Molecular Weight: 295.29

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  Cc1c(C(=O)Nc2ccccc2C(=O)O)oc2ccccc12

Standard InChI:  InChI=1S/C17H13NO4/c1-10-11-6-3-5-9-14(11)22-15(10)16(19)18-13-8-4-2-7-12(13)17(20)21/h2-9H,1H3,(H,18,19)(H,20,21)

Standard InChI Key:  CYUSSVGNTOTYNH-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 22 24  0  0  0  0  0  0  0  0999 V2000
    5.9403  -14.0028    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9391  -14.8295    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6535  -15.2421    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6517  -13.5903    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.3665  -13.9991    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.3714  -14.8296    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.1627  -15.0817    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.6470  -14.4068    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.1549  -13.7380    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.4050  -12.9524    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.4714  -14.4020    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.8878  -15.1135    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    9.8794  -13.6856    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.4798  -15.8299    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.6577  -15.8331    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.2498  -16.5486    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.6663  -17.2611    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.4949  -17.2536    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.8991  -16.5375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.7258  -16.5292    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.1455  -17.2389    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   11.1304  -15.8109    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  5  6  1  0
  8 11  1  0
 11 12  1  0
  2  3  1  0
 11 13  2  0
  3  6  2  0
 12 14  1  0
  1  2  2  0
 14 15  2  0
  5  4  2  0
 15 16  1  0
  6  7  1  0
 16 17  2  0
  7  8  1  0
 17 18  1  0
  8  9  2  0
 18 19  2  0
 19 14  1  0
  9  5  1  0
  4  1  1  0
  9 10  1  0
 20 21  1  0
 20 22  2  0
 19 20  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA1088335

   2-[(3-Methyl-1-benzofuran-2-carbonyl)amino]benzoic acid

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type: Small molecule

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 295.29

Molecular Weight (Monoisotopic): 295.0845

AlogP: 3.69

#Rotatable Bonds: 3

Polar Surface Area: 79.54

Molecular Species: ACID

HBA: 3

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 5

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 3.55

CX Basic pKa: ┄

CX LogP: 3.97

CX LogD: 0.60

Aromatic Rings: 3

Heavy Atoms: 22

QED Weighted: 0.77

Np Likeness Score: -0.97

References

1. Abdel-Aziz HA, Mekawey AA, Dawood KM..  (2009)  Convenient synthesis and antimicrobial evaluation of some novel 2-substituted-3-methylbenzofuran derivatives.,  44  (9): [PMID:19321238] [10.1016/j.ejmech.2009.02.020]

Source

Source(1):

• Scientific Literature