SID56318532

ID: ALA1564075

PubChem CID: 24686190

Max Phase: Preclinical

Molecular Formula: C23H24N4O4

Molecular Weight: 420.47

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CC(=O)Nc1ccc(NC(=O)C(C)OC(=O)/C(C#N)=C/c2ccc(N(C)C)cc2)cc1

Standard InChI:  InChI=1S/C23H24N4O4/c1-15(22(29)26-20-9-7-19(8-10-20)25-16(2)28)31-23(30)18(14-24)13-17-5-11-21(12-6-17)27(3)4/h5-13,15H,1-4H3,(H,25,28)(H,26,29)/b18-13+

Standard InChI Key:  ITMISWFOAMINQG-QGOAFFKASA-N

Molfile:  

     RDKit          2D

 31 32  0  0  0  0  0  0  0  0999 V2000
    1.5478   -3.6103    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.8333   -4.8478    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.9767   -2.7853    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.9780   -2.3728    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.6912   -4.0228    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4535   -2.3728    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.5491   -2.3728    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.1188   -1.9603    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.1188   -3.6103    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8333   -4.0228    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2622   -4.0228    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9767   -3.6103    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3101   -3.6103    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4056   -3.6103    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5956   -4.0228    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7391   -2.7853    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8346   -2.7853    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4056   -2.7853    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1201   -4.0228    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0246   -4.0228    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3101   -2.7853    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7391   -3.6103    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0246   -2.3728    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1201   -2.3728    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8346   -3.6103    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1188   -2.7853    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2622   -4.8478    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.2635   -2.7853    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1680   -2.7853    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4535   -1.5478    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.2635   -3.6103    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1 10  1  0
  1 11  1  0
  2 10  2  0
  3 12  2  0
  4 28  2  0
  5 12  1  0
  5 14  1  0
  6 16  1  0
  6 29  1  0
  6 30  1  0
  7 17  1  0
  7 28  1  0
  8 26  3  0
  9 10  1  0
  9 15  2  0
  9 26  1  0
 11 12  1  0
 11 27  1  0
 13 15  1  0
 13 20  2  0
 13 21  1  0
 14 18  2  0
 14 19  1  0
 16 22  2  0
 16 23  1  0
 17 24  2  0
 17 25  1  0
 18 24  1  0
 19 25  2  0
 20 22  1  0
 21 23  2  0
 28 31  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA1564075

   (E)-2-cyano-3-[4-(dimethylamino)phenyl]acrylic acid [2-(4-acetamidoanilino)-2-keto-1-methyl-ethyl] ester

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: 420.47

Molecular Weight (Monoisotopic): 420.1798

AlogP: 3.19

#Rotatable Bonds: 7

Polar Surface Area: 111.53

Molecular Species: NEUTRAL

HBA: 6

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 8

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 12.95

CX Basic pKa: 4.46

CX LogP: 3.15

CX LogD: 3.15

Aromatic Rings: 2

Heavy Atoms: 31

QED Weighted: 0.40

Np Likeness Score: -1.19

References

1. PubChem BioAssay data set, 

Source

Source(1):

• PubChem BioAssays