SID104223913

ID: ALA3181855

PubChem CID: 49853074

Max Phase: Preclinical

Molecular Formula: C24H17FN6O4

Molecular Weight: 472.44

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  N#CNC(=O)c1ccc(-n2cccc2/C=C2\NC(=O)N(CC(=O)Nc3ccc(F)cc3)C2=O)cc1

Standard InChI:  InChI=1S/C24H17FN6O4/c25-16-5-7-17(8-6-16)28-21(32)13-31-23(34)20(29-24(31)35)12-19-2-1-11-30(19)18-9-3-15(4-10-18)22(33)27-14-26/h1-12H,13H2,(H,27,33)(H,28,32)(H,29,35)/b20-12-

Standard InChI Key:  JQBUUUZEEOBSQY-NDENLUEZSA-N

Molfile:  

     RDKit          2D

 35 38  0  0  0  0  0  0  0  0999 V2000
    3.9343    0.7209    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
    0.0018   -1.1628    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3013   -4.0509    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.9745   -1.2899    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5106    2.4067    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0791   -2.6311    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2099   -1.3047    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2266   -2.9085    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.1732   -2.0684    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9343    2.4067    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9343    4.0509    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1406   -2.0879    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3340   -1.9166    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4726   -3.2440    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5387   -1.7907    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7544   -1.5363    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2099   -0.4797    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8994   -2.7171    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7941   -2.5739    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8735   -1.7896    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3493   -2.0250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6191   -2.5761    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5007   -0.0672    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9285   -0.0667    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2226    1.1708    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5032    0.7583    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9302    0.7589    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6223   -1.3771    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2226    1.9958    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4462   -1.4205    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2480   -0.6420    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5218    0.0059    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8958   -0.7292    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6973    0.0496    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9343    3.2286    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1 32  1  0
  2 13  2  0
  3 14  2  0
  4 21  2  0
  5 29  2  0
  6 13  1  0
  6 14  1  0
  6 18  1  0
  7 15  1  0
  7 17  1  0
  7 20  1  0
  8 12  1  0
  8 14  1  0
  9 21  1  0
  9 28  1  0
 10 29  1  0
 10 35  1  0
 11 35  3  0
 12 13  1  0
 12 16  2  0
 15 16  1  0
 15 19  2  0
 17 23  2  0
 17 24  1  0
 18 21  1  0
 19 22  1  0
 20 22  2  0
 23 26  1  0
 24 27  2  0
 25 26  2  0
 25 27  1  0
 25 29  1  0
 28 30  2  0
 28 31  1  0
 30 33  1  0
 31 34  2  0
 32 33  2  0
 32 34  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA3181855

   N-cyano-4-[2-[(Z)-[1-[2-(4-fluoroanilino)-2-oxoethyl]-2,5-dioxoimidazolidin-4-ylidene]methyl]pyrrol-1-yl]benzamide

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: 472.44

Molecular Weight (Monoisotopic): 472.1295

AlogP: 2.36

#Rotatable Bonds: 6

Polar Surface Area: 136.33

Molecular Species: NEUTRAL

HBA: 6

HBD: 3

#RO5 Violations: ┄

HBA (Lipinski): 10

HBD (Lipinski): 3

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 9.49

CX Basic pKa: ┄

CX LogP: 1.89

CX LogD: 1.89

Aromatic Rings: 3

Heavy Atoms: 35

QED Weighted: 0.22

Np Likeness Score: -1.88

References

1. PubChem BioAssay data set, 

Source

Source(1):

• PubChem BioAssays