Ethyl 2-methyl-5-(pyrrolidin-1-yl)furo[2,3-b]pyridine-3-carboxylate

ID: ALA4525344

PubChem CID: 132527228

Max Phase: Preclinical

Molecular Formula: C15H18N2O3

Molecular Weight: 274.32

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  CCOC(=O)c1c(C)oc2ncc(N3CCCC3)cc12

Standard InChI:  InChI=1S/C15H18N2O3/c1-3-19-15(18)13-10(2)20-14-12(13)8-11(9-16-14)17-6-4-5-7-17/h8-9H,3-7H2,1-2H3

Standard InChI Key:  QMKCXFZKBXKVCB-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 20 22  0  0  0  0  0  0  0  0999 V2000
   29.5330   -9.8186    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.5319  -10.6382    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.2399  -11.0471    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   30.2381   -9.4098    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.9468   -9.8150    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.9516  -10.6337    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.7316  -10.8821    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   32.2089  -10.2170    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.7238   -9.5576    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.1339   -8.8515    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.9511   -8.8541    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   31.7276   -8.1425    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   33.0261  -10.2122    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.1384   -7.4361    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.9556   -7.4387    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.8251   -9.4110    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   28.8250   -8.5930    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.0471   -8.3403    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.5663   -9.0021    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.0472   -9.6638    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  2  0
 10 12  1  0
  8 13  1  0
 12 14  1  0
 14 15  1  0
  1 16  1  0
 16 17  1  0
 17 18  1  0
 18 19  1  0
 19 20  1  0
 20 16  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4525344

   ---

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: 274.32

Molecular Weight (Monoisotopic): 274.1317

AlogP: 2.91

#Rotatable Bonds: 3

Polar Surface Area: 55.57

Molecular Species: NEUTRAL

HBA: 5

HBD: ┄

#RO5 Violations: ┄

HBA (Lipinski): 5

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 0.41

CX LogP: 2.36

CX LogD: 2.36

Aromatic Rings: 2

Heavy Atoms: 20

QED Weighted: 0.81

Np Likeness Score: -1.27

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