2-{2-[(Pyrazine-2-carbonyl)-amino]-acryloylamino}-acrylic acid methyl ester

ID: ALA195095

PubChem CID: 44400767

Max Phase: Preclinical

Molecular Formula: C12H12N4O4

Molecular Weight: 276.25

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  C=C(NC(=O)c1cnccn1)C(=O)NC(=C)C(=O)OC

Standard InChI:  InChI=1S/C12H12N4O4/c1-7(10(17)16-8(2)12(19)20-3)15-11(18)9-6-13-4-5-14-9/h4-6H,1-2H2,3H3,(H,15,18)(H,16,17)

Standard InChI Key:  UPIXUJGBKYKVBV-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 20 20  0  0  0  0  0  0  0  0999 V2000
    2.5000    1.6375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3417    2.0500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7792    2.0500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0625    1.6375    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.2167    2.0500    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.9375    1.6375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3708    1.6375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6542    2.0500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3708    0.8208    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.3417    2.8833    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.5000    0.8083    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.6417    2.8958    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8083    1.6458    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.7792    2.8833    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9375    0.8083    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0875    2.0583    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3625    1.6333    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0875    0.4000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8083    0.8208    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0792    2.0375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  2  4  1  0
  3  1  1  0
  4  3  1  0
  5  1  1  0
  6  5  1  0
  7  2  1  0
  8  6  1  0
  9  7  1  0
 10  2  2  0
 11  1  2  0
 12  8  2  0
 13 16  1  0
 14  3  2  0
 15  6  2  0
 16  7  2  0
 17  8  1  0
 18  9  2  0
 19 13  2  0
 20 17  1  0
 19 18  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA195095

   Methyl 2-[2-(pyrazine-2-carbonylamino)prop-2-enoylamino]prop-2-enoate

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: 276.25

Molecular Weight (Monoisotopic): 276.0859

AlogP: -0.48

#Rotatable Bonds: 5

Polar Surface Area: 110.28

Molecular Species: NEUTRAL

HBA: 6

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 8

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 10.94

CX Basic pKa: ┄

CX LogP: -1.20

CX LogD: -1.20

Aromatic Rings: 1

Heavy Atoms: 20

QED Weighted: 0.56

Np Likeness Score: -0.71

References

1. Ayida BK, Simonsen KB, Vourloumis D, Hermann T..  (2005)  Synthesis of dehydroalanine fragments as thiostrepton side chain mimetics.,  15  (10): [PMID:15863296] [10.1016/j.bmcl.2005.03.084]

Source

Source(1):

• Scientific Literature