5-(Butylamino)-N-phenylpyrazine-2-carboxamide

ID: ALA3355692

PubChem CID: 109272620

Max Phase: Preclinical

Molecular Formula: C15H18N4O

Molecular Weight: 270.34

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CCCCNc1cnc(C(=O)Nc2ccccc2)cn1

Standard InChI:  InChI=1S/C15H18N4O/c1-2-3-9-16-14-11-17-13(10-18-14)15(20)19-12-7-5-4-6-8-12/h4-8,10-11H,2-3,9H2,1H3,(H,16,18)(H,19,20)

Standard InChI Key:  BBHWHPUSPABEKO-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 20 21  0  0  0  0  0  0  0  0999 V2000
   16.2628   -3.4359    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.8542   -4.1450    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.8542   -2.7310    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   15.0370   -4.1450    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   14.6284   -3.4359    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.0370   -2.7310    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.0800   -3.4359    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.4886   -4.1450    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   17.4886   -2.7310    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   18.3058   -2.7310    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.7144   -2.0219    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.5315   -2.0219    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.9401   -2.7310    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.5315   -3.4359    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.7144   -3.4359    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.8112   -3.4359    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   13.4026   -4.1450    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.5854   -4.1450    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.1768   -4.8500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.3596   -4.8500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  1  3  2  0
  2  4  2  0
  4  5  1  0
  5  6  2  0
  3  6  1  0
  7  8  2  0
  7  9  1  0
  1  7  1  0
 10 11  1  0
 11 12  2  0
 12 13  1  0
 13 14  2  0
 14 15  1  0
 10 15  2  0
  9 10  1  0
 17 18  1  0
 18 19  1  0
 19 20  1  0
 16 17  1  0
  5 16  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA3355692

   5-(butylamino)-N-phenyl-pyrazine-2-carboxamide

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type: Small molecule

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 270.34

Molecular Weight (Monoisotopic): 270.1481

AlogP: 2.94

#Rotatable Bonds: 6

Polar Surface Area: 66.91

Molecular Species: NEUTRAL

HBA: 4

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 5

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 1.54

CX LogP: 2.41

CX LogD: 2.41

Aromatic Rings: 2

Heavy Atoms: 20

QED Weighted: 0.79

Np Likeness Score: -1.69

References

1. Zitko J, Servusová B, Janoutová A, Paterová P, Mandíková J, Garaj V, Vejsová M, Marek J, Doležal M, Doležal M..  (2015)  Synthesis and antimycobacterial evaluation of 5-alkylamino-N-phenylpyrazine-2-carboxamides.,  23  (1): [PMID:25438883] [10.1016/j.bmc.2014.11.014]

Source

Source(1):

• Scientific Literature