N2-(5-fluoro-2-methylphenyl)-5,6-dimethyl-N3-pentylpyrazine-2,3-dicarboxamide

ID: ALA2286640

PubChem CID: 76312891

Max Phase: Preclinical

Molecular Formula: C20H25FN4O2

Molecular Weight: 372.44

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CCCCCNC(=O)c1nc(C)c(C)nc1C(=O)Nc1cc(F)ccc1C

Standard InChI:  InChI=1S/C20H25FN4O2/c1-5-6-7-10-22-19(26)17-18(24-14(4)13(3)23-17)20(27)25-16-11-15(21)9-8-12(16)2/h8-9,11H,5-7,10H2,1-4H3,(H,22,26)(H,25,27)

Standard InChI Key:  IQQUCFZTKDIMDV-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 27 28  0  0  0  0  0  0  0  0999 V2000
   15.1373  -14.3380    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.1361  -15.1575    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.8442  -15.5665    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   16.5538  -15.1570    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.5510  -14.3344    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.8424  -13.9291    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   17.2654  -13.9190    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.9788  -14.3290    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   17.2623  -13.1018    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   17.2663  -15.5728    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.2635  -16.3941    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   17.9734  -15.1672    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   17.9685  -12.6905    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.6730  -13.1000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.3787  -12.6894    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.3760  -11.8713    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.6618  -11.4656    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.9591  -11.8785    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.9697  -16.8051    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.2475  -11.4767    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.0877  -13.0957    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   14.4281  -15.5655    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.4295  -13.9295    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.6789  -16.3990    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.3851  -16.8100    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.0943  -16.4039    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.8006  -16.8149    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  2  0
  7  9  1  0
  4 10  1  0
 10 11  1  0
 10 12  2  0
  9 13  1  0
 13 14  2  0
 14 15  1  0
 15 16  2  0
 16 17  1  0
 17 18  2  0
 18 13  1  0
 11 19  1  0
 18 20  1  0
 15 21  1  0
  2 22  1  0
  1 23  1  0
 19 24  1  0
 24 25  1  0
 25 26  1  0
 26 27  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA2286640

   3-N-(5-fluoro-2-methylphenyl)-5,6-dimethyl-2-N-pentylpyrazine-2,3-dicarboxamide

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: 372.44

Molecular Weight (Monoisotopic): 372.1962

AlogP: 3.71

#Rotatable Bonds: 7

Polar Surface Area: 83.98

Molecular Species: NEUTRAL

HBA: 4

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 6

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 11.79

CX Basic pKa: ┄

CX LogP: 3.16

CX LogD: 3.16

Aromatic Rings: 2

Heavy Atoms: 27

QED Weighted: 0.73

Np Likeness Score: -1.49

References

1. TSUDA T, KOBAYASHI K, ICHIMOTO I.  (1997)  Synthesis of N-Alkyl-2, 3-dimethyl-5-[N-(5-halo-2-methylphenyl)carbamoyl]-6-pyrazinecarboxamides and Their Herbicidal Activity,  22  (3): [10.1584/jpestics.22.218]

Source

Source(1):

• Scientific Literature