N-(Pyrrolo[2,3-b]pyridine-1-carbonyl)-4-methylbenzenesulfonamide

ID: ALA4868352

PubChem CID: 155808095

Max Phase: Preclinical

Molecular Formula: C15H13N3O3S

Molecular Weight: 315.35

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  Cc1ccc(S(=O)(=O)NC(=O)n2ccc3cccnc32)cc1

Standard InChI:  InChI=1S/C15H13N3O3S/c1-11-4-6-13(7-5-11)22(20,21)17-15(19)18-10-8-12-3-2-9-16-14(12)18/h2-10H,1H3,(H,17,19)

Standard InChI Key:  VTPNECLDTAKYIT-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 22 24  0  0  0  0  0  0  0  0999 V2000
   41.9244   -4.7463    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   42.1390   -3.9580    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   41.3490   -4.1663    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   38.6377   -1.1638    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   38.6366   -1.9834    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   39.3446   -2.3923    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   39.3428   -0.7550    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   40.0514   -1.1602    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   40.0517   -1.9834    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   40.8347   -2.2376    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   41.3184   -1.5714    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   40.8342   -0.9057    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   41.0874   -3.0147    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   41.8868   -3.1844    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   40.5407   -3.6222    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   42.9389   -4.1312    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   43.1889   -4.9062    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   43.9874   -5.0760    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   44.5350   -4.4683    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   44.2784   -3.6879    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   43.4805   -3.5217    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   45.3346   -4.6369    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  2  0
  3  2  2  0
  4  5  2  0
  5  6  1  0
  6  9  2  0
  8  7  2  0
  7  4  1  0
  8  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  2  0
 12  8  1  0
 10 13  1  0
 13 14  1  0
 13 15  2  0
 14  2  1  0
  2 16  1  0
 16 17  2  0
 17 18  1  0
 18 19  2  0
 19 20  1  0
 20 21  2  0
 21 16  1  0
 19 22  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4868352

   ---

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: 315.35

Molecular Weight (Monoisotopic): 315.0678

AlogP: 2.29

#Rotatable Bonds: 2

Polar Surface Area: 81.06

Molecular Species: ACID

HBA: 5

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 6

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 3.34

CX Basic pKa: 0.80

CX LogP: 2.32

CX LogD: 1.38

Aromatic Rings: 3

Heavy Atoms: 22

QED Weighted: 0.79

Np Likeness Score: -1.42

References

1. Ullah S, El-Gamal MI, El-Gamal R, Pelletier J, Sévigny J, Shehata MK, Anbar HS, Iqbal J..  (2021)  Synthesis, biological evaluation, and docking studies of novel pyrrolo[2,3-b]pyridine derivatives as both ectonucleotide pyrophosphatase/phosphodiesterase inhibitors and antiproliferative agents.,  217  [PMID:33744686] [10.1016/j.ejmech.2021.113339]

2. Ahmad, Haseen and 7 more authors.  2020-12-15  Synthesis of biphenyl oxazole derivatives via Suzuki coupling and biological evaluations as nucleotide pyrophosphatase/phosphodiesterase-1 and -3 inhibitors.  [PMID:32883636]

Source

Source(1):

• Scientific Literature