2-methyl-6-(pyrrolidin-1-yl)furo[2,3-b]pyridine-3-carboxylic acid

ID: ALA4581808

PubChem CID: 155561464

Max Phase: Preclinical

Molecular Formula: C13H14N2O3

Molecular Weight: 246.27

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  Cc1oc2nc(N3CCCC3)ccc2c1C(=O)O

Standard InChI:  InChI=1S/C13H14N2O3/c1-8-11(13(16)17)9-4-5-10(14-12(9)18-8)15-6-2-3-7-15/h4-5H,2-3,6-7H2,1H3,(H,16,17)

Standard InChI Key:  XTRZQTBPOZZIDG-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 18 20  0  0  0  0  0  0  0  0999 V2000
   12.8838   -3.6195    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.8826   -4.4391    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.5907   -4.8480    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   13.5889   -3.2107    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.2975   -3.6159    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.3023   -4.4346    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.0823   -4.6830    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   15.5597   -4.0179    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.0746   -3.3585    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.4879   -2.6543    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.3051   -2.6606    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   15.0847   -1.9435    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   16.3769   -4.0131    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.1740   -5.6643    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.1727   -4.8509    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   11.3988   -4.6007    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.9216   -5.2595    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.4007   -5.9168    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  3  6  2  0
  5  4  2  0
  4  1  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  2  0
  9  5  1  0
  9 10  1  0
 10 11  1  0
 10 12  2  0
  8 13  1  0
  2 15  1  0
 14 15  1  0
 15 16  1  0
 16 17  1  0
 17 18  1  0
 18 14  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4581808

   ---

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: 246.27

Molecular Weight (Monoisotopic): 246.1004

AlogP: 2.43

#Rotatable Bonds: 2

Polar Surface Area: 66.57

Molecular Species: ACID

HBA: 4

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 5

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 4.07

CX Basic pKa: 0.50

CX LogP: 2.25

CX LogD: -0.87

Aromatic Rings: 2

Heavy Atoms: 18

QED Weighted: 0.88

Np Likeness Score: -1.17

References

1. Fumagalli F, de Melo SMG, Ribeiro CM, Solcia MC, Pavan FR, da Silva Emery F..  (2019)  Exploiting the furo[2,3-b]pyridine core against multidrug-resistant Mycobacterium tuberculosis.,  29  (8): [PMID:30803803] [10.1016/j.bmcl.2019.02.019]

Source

Source(1):

• Scientific Literature