MMV1638651

ID: ALA4889081

PubChem CID: 71973373

Max Phase: Preclinical

Molecular Formula: C16H21N3O3

Molecular Weight: 303.36

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  COC(=O)Nc1cccc(NCc2ncc(C(C)(C)C)o2)c1

Standard InChI:  InChI=1S/C16H21N3O3/c1-16(2,3)13-9-18-14(22-13)10-17-11-6-5-7-12(8-11)19-15(20)21-4/h5-9,17H,10H2,1-4H3,(H,19,20)

Standard InChI Key:  PVECHFUFOXJMCH-UHFFFAOYSA-N

Molfile:  

Compound 59146
     RDKit          2D

 22 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
   -0.0118    1.5053   -0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2701    2.2579   -0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3171    2.2579   -0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.5519    1.5170   -0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6225    1.5170   -0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9278    2.2697   -0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6342    0.0353   -0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2331    1.5405   -0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9396   -0.7056   -0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5385    2.2932   -0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2449    0.0588   -0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5503    3.7984   -0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.8556    4.5511   -0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.0202    6.0446   -0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -9.2315    3.9513   -0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -9.4902    6.3621   -0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -10.2429    5.0685   -0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -10.1135    7.7380   -0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -11.4894    7.1382   -0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -10.7368    9.1139   -0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.7611    8.3613   -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
  6  7  2  0
  6  8  1  0
  7  9  1  0
  8 10  2  0
  9 11  1  0
  9 12  2  0
 11 13  1  0
 13 14  1  0
 14 15  1  0
 14 16  2  0
 15 17  1  0
 16 18  1  0
 17 19  1  0
 19 20  1  0
 19 21  1  0
 19 22  1  0
 10 12  1  0
 17 18  2  0
M  END

Alternative Forms

1. Parent:

   

   ALA4889081

   methyl N-[3-[(5-tert-butyl-1,3-oxazol-2-yl)methylamino]phenyl]carbamate

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: 303.36

Molecular Weight (Monoisotopic): 303.1583

AlogP: 3.76

#Rotatable Bonds: 4

Polar Surface Area: 76.39

Molecular Species: NEUTRAL

HBA: 5

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 6

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 13.01

CX Basic pKa: 2.09

CX LogP: 2.51

CX LogD: 2.51

Aromatic Rings: 2

Heavy Atoms: 22

QED Weighted: 0.90

Np Likeness Score: -1.55

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