MMV1773427

ID: ALA4889095

PubChem CID: 91652563

Max Phase: Preclinical

Molecular Formula: C14H16ClN3O3

Molecular Weight: 309.75

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  CCOc1c(Cl)cccc1Cc1nc(CC(=O)NC)no1

Standard InChI:  InChI=1S/C14H16ClN3O3/c1-3-20-14-9(5-4-6-10(14)15)7-13-17-11(18-21-13)8-12(19)16-2/h4-6H,3,7-8H2,1-2H3,(H,16,19)

Standard InChI Key:  JWCAQAQVMYZVKY-UHFFFAOYSA-N

Molfile:  

Compound 40745
     RDKit          2D

 21 22  0  0  0  0  0  0  0  0999 V2000
    0.0000   -0.0000   -0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   -0.6235    1.3763   -0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2470    2.5998   -0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1174    1.5410   -0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7175    2.4586   -0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3764    3.9761   -0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7409    2.9174   -0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3174    1.1058   -0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8704    4.1408   -0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4941    5.1995   -0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7879    0.9646   -0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1294    6.5758   -0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6117    7.8816   -0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5998    6.8935   -0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4000    8.9991   -0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7645    8.3874   -0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0703    9.1403   -0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3761    8.3992   -0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3878    6.9170   -0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6818    9.1521   -0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -6.9876    8.4110   -0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  2  4  1  0
  3  5  1  0
  3  6  1  0
  4  7  2  0
  5  8  1  0
  6  9  2  0
  6 10  1  0
  8 11  1  0
 10 12  1  0
 12 13  1  0
 12 14  2  0
 13 15  1  0
 14 16  1  0
 16 17  1  0
 17 18  1  0
 18 19  2  0
 18 20  1  0
 20 21  1  0
  7  9  1  0
 15 16  2  0
M  END

Alternative Forms

1. Parent:

   

   ALA4889095

   2-[5-[(3-chloro-2-ethoxyphenyl)methyl]-1,2,4-oxadiazol-3-yl]-N-methylacetamide

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: 309.75

Molecular Weight (Monoisotopic): 309.0880

AlogP: 2.00

#Rotatable Bonds: 6

Polar Surface Area: 77.25

Molecular Species: NEUTRAL

HBA: 5

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 6

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: ┄

CX LogP: 2.31

CX LogD: 2.31

Aromatic Rings: 2

Heavy Atoms: 21

QED Weighted: 0.88

Np Likeness Score: -2.08

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