2-Methylimidazo[1,2-a]pyrrolo[3,2-c]pyridine-8-carboxylic acid

ID: ALA1088677

PubChem CID: 135914622

Max Phase: Preclinical

Molecular Formula: C11H9N3O2

Molecular Weight: 215.21

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  Cc1cn2ccc3[nH]c(C(=O)O)cc3c2n1

Standard InChI:  InChI=1S/C11H9N3O2/c1-6-5-14-3-2-8-7(10(14)12-6)4-9(13-8)11(15)16/h2-5,13H,1H3,(H,15,16)

Standard InChI Key:  VPWLTWGNYYMRQD-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 16 18  0  0  0  0  0  0  0  0999 V2000
   15.4057    0.0704    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.5807    0.0704    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.1682   -0.6470    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.5807   -1.3603    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.4057   -1.3603    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.8182   -0.6470    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   13.3622   -0.4778    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   14.0276    0.6832    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.2732    0.3499    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.9546    0.6832    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   16.7091    0.3499    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.6242   -0.4778    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.5573    0.7624    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.5573    1.5874    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   11.8456    0.3499    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   17.4249    0.7624    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  3  4  1  0
  4  5  2  0
  5  6  1  0
  1  6  1  0
  8  9  2  0
  7  9  1  0
  2  8  1  0
  3  7  1  0
 10 11  1  0
 11 12  2  0
  6 12  1  0
  1 10  2  0
 13 14  2  0
 13 15  1  0
  9 13  1  0
 11 16  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA1088677

   ---

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: 215.21

Molecular Weight (Monoisotopic): 215.0695

AlogP: 1.82

#Rotatable Bonds: 1

Polar Surface Area: 70.39

Molecular Species: ACID

HBA: 3

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 5

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 3.51

CX Basic pKa: 6.08

CX LogP: -1.15

CX LogD: -2.35

Aromatic Rings: 3

Heavy Atoms: 16

QED Weighted: 0.65

Np Likeness Score: -1.08

References

1. Chezal JM, Paeshuyse J, Gaumet V, Canitrot D, Maisonial A, Lartigue C, Gueiffier A, Moreau E, Teulade JC, Chavignon O, Neyts J..  (2010)  Synthesis and antiviral activity of an imidazo[1,2-a]pyrrolo[2,3-c]pyridine series against the bovine viral diarrhea virus.,  45  (5): [PMID:20149501] [10.1016/j.ejmech.2010.01.023]

Source

Source(1):

• Scientific Literature