MMV1689212

ID: ALA4889097

PubChem CID: 70768356

Max Phase: Preclinical

Molecular Formula: C16H17N3O2

Molecular Weight: 283.33

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  CCCCNC(=O)c1ccc(-c2ccnc3[nH]ccc23)o1

Standard InChI:  InChI=1S/C16H17N3O2/c1-2-3-8-19-16(20)14-5-4-13(21-14)11-6-9-17-15-12(11)7-10-18-15/h4-7,9-10H,2-3,8H2,1H3,(H,17,18)(H,19,20)

Standard InChI Key:  VGSAUWLWCSOOHD-UHFFFAOYSA-N

Molfile:  

Compound 45926
     RDKit          2D

 21 23  0  0  0  0  0  0  0  0999 V2000
    0.0000   -0.0000   -0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3030    0.7513   -0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6059    0.0117   -0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3147    2.2538   -0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9089    0.7630   -0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1174    3.1459   -0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5355    3.1459   -0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2118    0.0235   -0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5869    4.5780   -0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0894    4.5780   -0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5148    0.7747   -0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2817    5.7988   -0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.8178    0.0352   -0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3404    7.1722   -0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7490    5.6579   -0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5282    8.3930   -0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7725    7.6417   -0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6177    6.8787   -0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9955    8.2521   -0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3639    9.6137   -0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7842    9.1442   -0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  2  4  1  0
  3  5  1  0
  4  6  1  0
  4  7  2  0
  5  8  1  0
  6  9  1  0
  7 10  1  0
  8 11  1  0
  9 12  1  0
 11 13  1  0
 12 14  2  0
 12 15  1  0
 14 16  1  0
 14 17  1  0
 15 18  2  0
 16 19  2  0
 16 20  1  0
 17 21  2  0
  9 10  2  0
 18 19  1  0
 20 21  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4889097

   N-butyl-5-(1H-pyrrolo[2,3-b]pyridin-4-yl)-2-furamide

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: 283.33

Molecular Weight (Monoisotopic): 283.1321

AlogP: 3.35

#Rotatable Bonds: 5

Polar Surface Area: 70.92

Molecular Species: NEUTRAL

HBA: 3

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 5

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 2.22

CX LogP: 2.25

CX LogD: 2.25

Aromatic Rings: 3

Heavy Atoms: 21

QED Weighted: 0.71

Np Likeness Score: -1.18

References

1. Dechering K; Duffey M.  (2022)  Replenishing the malaria drug discovery pipeline: Screening and hit evaluation of the MMV Hit Generation Library 1 (HGL1) against asexual blood stage Plasmodium falciparum ,using a nano luciferase reporter read-out,  [10.6019/CHEMBL4888484]

Source

Source(1):

• MMV Malaria HGL