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

ID: ALA3355693

PubChem CID: 109288123

Max Phase: Preclinical

Molecular Formula: C16H20N4O

Molecular Weight: 284.36

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CCCCCNc1cnc(C(=O)Nc2ccccc2)cn1

Standard InChI:  InChI=1S/C16H20N4O/c1-2-3-7-10-17-15-12-18-14(11-19-15)16(21)20-13-8-5-4-6-9-13/h4-6,8-9,11-12H,2-3,7,10H2,1H3,(H,17,19)(H,20,21)

Standard InChI Key:  GWWLJMQQPJIJQH-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 21 22  0  0  0  0  0  0  0  0999 V2000
   22.3708   -2.7553    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.0799   -2.3467    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.3708   -3.5725    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   23.7890   -2.7553    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   23.7890   -3.5725    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.0799   -3.9811    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.6658   -2.3467    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.6658   -1.5295    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   20.9567   -2.7553    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   20.2476   -2.3467    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.5427   -2.7553    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.8336   -2.3467    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.8336   -1.5295    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.5427   -1.1209    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.2476   -1.5295    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.4939   -3.9811    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   25.2030   -3.5725    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.9121   -3.9811    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.6171   -3.5725    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.3261   -3.9811    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.0352   -3.5725    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
 20 21  1  0
 16 17  1  0
  5 16  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA3355693

   5-(pentylamino)-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: 284.36

Molecular Weight (Monoisotopic): 284.1637

AlogP: 3.33

#Rotatable Bonds: 7

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: 2.85

CX LogD: 2.85

Aromatic Rings: 2

Heavy Atoms: 21

QED Weighted: 0.77

Np Likeness Score: -1.51

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