SID87337274

ID: ALA1720757

Cas Number: 326916-05-6

PubChem CID: 44601718

Max Phase: Preclinical

Molecular Formula: C26H22Cl2FN3O2

Molecular Weight: 498.39

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  N#C/C(=C/C1=C(N2CCOCC2)/C(=C/c2ccc(Cl)cc2Cl)CC1)C(=O)Nc1ccccc1F

Standard InChI:  InChI=1S/C26H22Cl2FN3O2/c27-21-8-7-17(22(28)15-21)13-18-5-6-19(25(18)32-9-11-34-12-10-32)14-20(16-30)26(33)31-24-4-2-1-3-23(24)29/h1-4,7-8,13-15H,5-6,9-12H2,(H,31,33)/b18-13+,20-14-

Standard InChI Key:  RHRADDNSRSJNRL-DKPWPWCWSA-N

Molfile:  

     RDKit          2D

 34 37  0  0  0  0  0  0  0  0999 V2000
    0.4278   -0.8998    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    1.3109   -3.6178    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   -2.1333   -3.5335    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5935    1.2954    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1002   -3.3207    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5935   -0.3546    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7025   -3.0236    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2279   -1.4518    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5935   -1.1796    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9261   -1.6646    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2609   -1.6646    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1810   -2.4492    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0060   -2.4492    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1414   -1.4096    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0456   -1.4096    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5284   -1.9617    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6587   -1.9617    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   -3.3080    0.0579    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2563   -1.7067    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4871   -2.7686    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6999   -2.7686    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8694   -2.2588    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5310   -3.8305    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8790    0.8829    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3080    0.8829    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6978   -3.0657    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4433   -1.7067    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0868   -3.3207    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7464   -4.0855    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1441   -4.3826    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5748   -4.8925    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9726   -5.1896    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1879   -5.4445    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1 20  1  0
  2 27  1  0
  3 30  1  0
  4 25  1  0
  4 26  1  0
  5 21  2  0
  6  9  1  0
  6 18  1  0
  6 19  1  0
  7 21  1  0
  7 24  1  0
  8 28  3  0
  9 10  1  0
  9 11  2  0
 10 12  1  0
 10 14  2  0
 11 13  1  0
 11 15  1  0
 12 13  1  0
 14 16  1  0
 15 17  2  0
 16 20  1  0
 16 22  2  0
 17 21  1  0
 17 28  1  0
 18 25  1  0
 19 26  1  0
 20 23  2  0
 22 29  1  0
 23 27  1  0
 24 30  1  0
 24 31  2  0
 27 29  2  0
 30 32  2  0
 31 33  1  0
 32 34  1  0
 33 34  2  0
M  END

Alternative Forms

1. Parent:

   

   ALA1720757

   2-cyano-3-{3-[(2,4-dichlorophenyl)methylidene]-2-(morpholin-4-yl)cyclopent-1-en-1-yl}-N-(2-fluorophenyl)prop-2-enamide

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: 498.39

Molecular Weight (Monoisotopic): 497.1073

AlogP: 5.98

#Rotatable Bonds: 5

Polar Surface Area: 65.36

Molecular Species: NEUTRAL

HBA: 4

HBD: 1

#RO5 Violations: 1

HBA (Lipinski): 5

HBD (Lipinski): 1

#RO5 Violations (Lipinski): 1

CX Acidic pKa: 11.28

CX Basic pKa: 4.62

CX LogP: 5.10

CX LogD: 5.10

Aromatic Rings: 2

Heavy Atoms: 34

QED Weighted: 0.41

Np Likeness Score: -1.61

References

1. PubChem BioAssay data set, 

Source

Source(1):

• PubChem BioAssays