N-Hydroxy-5-((4-(naphthalen-2-yl)-6-oxo-1,6-dihydropyrimidin-2-yl)thio)pentanamide

ID: ALA4476057

PubChem CID: 155538087

Max Phase: Preclinical

Molecular Formula: C19H19N3O3S

Molecular Weight: 369.45

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  O=C(CCCCSc1nc(-c2ccc3ccccc3c2)cc(=O)[nH]1)NO

Standard InChI:  InChI=1S/C19H19N3O3S/c23-17(22-25)7-3-4-10-26-19-20-16(12-18(24)21-19)15-9-8-13-5-1-2-6-14(13)11-15/h1-2,5-6,8-9,11-12,25H,3-4,7,10H2,(H,22,23)(H,20,21,24)

Standard InChI Key:  TVGKKFWZZRSYCE-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 26 28  0  0  0  0  0  0  0  0999 V2000
   35.7190  -21.7156    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   36.4288  -21.3051    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   36.4262  -20.4829    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   35.7078  -20.0730    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   37.1303  -20.0674    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   37.8440  -20.4787    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   38.5517  -20.0658    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   38.5517  -19.2400    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   37.8380  -18.8370    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   37.1242  -19.2474    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   37.8366  -18.0157    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   39.2640  -20.4776    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   39.9712  -20.0640    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   40.6836  -20.4758    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   41.3949  -20.0621    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   42.1073  -20.4739    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   42.8186  -20.0602    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   43.5309  -20.4720    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   42.8175  -19.2389    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   43.5320  -21.2934    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   35.0053  -21.3080    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   35.0014  -20.4902    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.2959  -20.0844    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.5897  -20.4994    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.5976  -21.3203    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.3078  -21.7183    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 21  1  2  0
  1  2  1  0
  2  3  2  0
  3  4  1  0
  4 22  2  0
  5  6  1  0
  5 10  2  0
  6  7  2  0
  7  8  1  0
  8  9  1  0
  9 10  1  0
  3  5  1  0
  9 11  2  0
  7 12  1  0
 12 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  1  0
 16 17  1  0
 17 18  1  0
 17 19  2  0
 18 20  1  0
 21 22  1  0
 22 23  1  0
 23 24  2  0
 24 25  1  0
 25 26  2  0
 26 21  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4476057

   ---

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: 369.45

Molecular Weight (Monoisotopic): 369.1147

AlogP: 3.36

#Rotatable Bonds: 7

Polar Surface Area: 95.08

Molecular Species: NEUTRAL

HBA: 5

HBD: 3

#RO5 Violations: ┄

HBA (Lipinski): 6

HBD (Lipinski): 3

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 7.67

CX Basic pKa: 0.61

CX LogP: 2.69

CX LogD: 2.52

Aromatic Rings: 3

Heavy Atoms: 26

QED Weighted: 0.20

Np Likeness Score: -1.06

References

1. Bouchut A, Rotili D, Pierrot C, Valente S, Lafitte S, Schultz J, Hoglund U, Mazzone R, Lucidi A, Fabrizi G, Pechalrieu D, Arimondo PB, Skinner-Adams TS, Chua MJ, Andrews KT, Mai A, Khalife J..  (2019)  Identification of novel quinazoline derivatives as potent antiplasmodial agents.,  161  [PMID:30366254] [10.1016/j.ejmech.2018.10.041]

Source

Source(1):

• Scientific Literature