N-(2-amino-4-fluorophenyl)-5-(benzylamino)pyrazine-2-carboxamide

ID: ALA4583282

PubChem CID: 155566195

Max Phase: Preclinical

Molecular Formula: C18H16FN5O

Molecular Weight: 337.36

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  Nc1cc(F)ccc1NC(=O)c1cnc(NCc2ccccc2)cn1

Standard InChI:  InChI=1S/C18H16FN5O/c19-13-6-7-15(14(20)8-13)24-18(25)16-10-23-17(11-21-16)22-9-12-4-2-1-3-5-12/h1-8,10-11H,9,20H2,(H,22,23)(H,24,25)

Standard InChI Key:  QPCVVEWSBUFRRL-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 25 27  0  0  0  0  0  0  0  0999 V2000
   21.2208   -3.6072    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.2196   -4.4267    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.9277   -4.8357    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   22.6374   -4.4262    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.6345   -3.6036    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.9259   -3.1983    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   23.3407   -3.1923    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.0499   -3.5982    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   23.3376   -2.3751    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   24.7561   -3.1870    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.4638   -3.5963    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.1694   -3.1857    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.1668   -2.3677    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.4526   -1.9619    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.7498   -2.3748    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.4648   -4.4135    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   26.8724   -1.9555    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   20.5116   -4.8347    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   20.5110   -5.6519    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.8029   -6.0600    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.0973   -5.6480    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.3897   -6.0554    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.3886   -6.8735    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.1010   -7.2825    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.8056   -6.8728    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  3  4  2  0
  4  5  1  0
  5  6  2  0
  6  1  1  0
  5  7  1  0
  7  8  1  0
  7  9  2  0
  8 10  1  0
 10 11  2  0
 11 12  1  0
 12 13  2  0
 13 14  1  0
 14 15  2  0
 15 10  1  0
 11 16  1  0
 13 17  1  0
  2 18  1  0
 18 19  1  0
 19 20  1  0
 20 21  2  0
 21 22  1  0
 22 23  2  0
 23 24  1  0
 24 25  2  0
 25 20  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4583282

   ---

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: 337.36

Molecular Weight (Monoisotopic): 337.1339

AlogP: 3.06

#Rotatable Bonds: 5

Polar Surface Area: 92.93

Molecular Species: NEUTRAL

HBA: 5

HBD: 3

#RO5 Violations: ┄

HBA (Lipinski): 6

HBD (Lipinski): 4

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 2.12

CX LogP: 2.12

CX LogD: 2.12

Aromatic Rings: 3

Heavy Atoms: 25

QED Weighted: 0.62

Np Likeness Score: -1.82

References

1. Amin SA, Adhikari N, Kotagiri S, Jha T, Ghosh B..  (2019)  Histone deacetylase 3 inhibitors in learning and memory processes with special emphasis on benzamides.,  166  [PMID:30735902] [10.1016/j.ejmech.2019.01.077]

Source

Source(1):

• Scientific Literature