(S)-N-sec-Butyl-2,3-dimethyl-5-[N'-(5 fluoro-2-methylphenyl)carbamoyl]-6-pyrazinecarboxamide

ID: ALA2286638

PubChem CID: 76312890

Max Phase: Preclinical

Molecular Formula: C19H23FN4O2

Molecular Weight: 358.42

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CC[C@H](C)NC(=O)c1nc(C)c(C)nc1C(=O)Nc1cc(F)ccc1C

Standard InChI:  InChI=1S/C19H23FN4O2/c1-6-11(3)21-18(25)16-17(23-13(5)12(4)22-16)19(26)24-15-9-14(20)8-7-10(15)2/h7-9,11H,6H2,1-5H3,(H,21,25)(H,24,26)/t11-/m0/s1

Standard InChI Key:  FBNIYTOAWGHEPJ-NSHDSACASA-N

Molfile:  

     RDKit          2D

 26 27  0  0  0  0  0  0  0  0999 V2000
   28.8731   -5.1957    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.8719   -6.0231    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.5867   -6.4359    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   30.3031   -6.0226    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.3003   -5.1921    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.5849   -4.7830    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   31.0215   -4.7727    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.7417   -5.1867    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   31.0184   -3.9477    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   31.0224   -6.4423    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.0196   -7.2714    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   31.7363   -6.0328    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   31.7313   -3.5326    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.4425   -3.9459    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.1550   -3.5315    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.1523   -2.7056    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.4312   -2.2960    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.7218   -2.7128    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.7326   -7.6864    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.0034   -2.3072    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.8708   -3.9415    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   28.1571   -6.4350    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.1586   -4.7834    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.7297   -8.5114    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.4485   -7.2763    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.1615   -7.6914    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  6
 19 25  1  0
 25 26  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA2286638

   3-N-[(2S)-butan-2-yl]-2-N-(5-fluoro-2-methylphenyl)-5,6-dimethylpyrazine-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: 358.42

Molecular Weight (Monoisotopic): 358.1805

AlogP: 3.32

#Rotatable Bonds: 5

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: 11.90

CX Basic pKa: ┄

CX LogP: 2.69

CX LogD: 2.69

Aromatic Rings: 2

Heavy Atoms: 26

QED Weighted: 0.86

Np Likeness Score: -1.78

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