5-(5-((2-amino-3,7-dicyano-4,6-dimethyl-5H-cyclopenta[b]pyridin-5-ylidene)methyl)furan-2-yl)-2-chlorobenzoic acid

ID: ALA213897

PubChem CID: 5322244

Max Phase: Preclinical

Molecular Formula: C24H15ClN4O3

Molecular Weight: 442.86

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CC1=C(C#N)c2nc(N)c(C#N)c(C)c2/C1=C/c1ccc(-c2ccc(Cl)c(C(=O)O)c2)o1

Standard InChI:  InChI=1S/C24H15ClN4O3/c1-11-15(21-12(2)18(10-27)23(28)29-22(21)17(11)9-26)8-14-4-6-20(32-14)13-3-5-19(25)16(7-13)24(30)31/h3-8H,1-2H3,(H2,28,29)(H,30,31)/b15-8+

Standard InChI Key:  PQHMAHRRXJCNDH-OVCLIPMQSA-N

Molfile:  

     RDKit          2D

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    5.9303   -1.9125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    4.0408   -0.9152    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8063   -1.7074    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4878   -2.1740    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
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    8.2761   -2.6310    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
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    1.2839   -2.5987    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    0.5654   -3.8342    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2760   -4.2462    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1500   -4.2452    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1453   -2.5942    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8581   -2.1786    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.2889   -1.7738    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0244   -4.8825    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2762   -5.6682    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.0841   -3.4333    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 10 16  1  0
  2  3  1  0
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  4  5  1  0
  5  1  2  0
  7  8  2  0
  9 10  2  0
 10 11  1  0
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  2  7  1  0
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  6  2  2  0
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  8  9  1  0
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  5 15  1  0
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 18 30  1  0
 16 17  2  0
 19 32  1  0
 17 21  1  0
 20 18  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA213897

   5-{5-[(E)-(2-amino-3,7-dicyano-4,6-dimethyl-5H-cyclopenta[b]pyridin-5-ylidene)methyl]furan-2-yl}-2-chlorobenzoic acid

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: 442.86

Molecular Weight (Monoisotopic): 442.0833

AlogP: 5.31

#Rotatable Bonds: 3

Polar Surface Area: 136.93

Molecular Species: ACID

HBA: 6

HBD: 2

#RO5 Violations: 1

HBA (Lipinski): 7

HBD (Lipinski): 3

#RO5 Violations (Lipinski): 1

CX Acidic pKa: 2.98

CX Basic pKa: 1.89

CX LogP: 4.22

CX LogD: 1.05

Aromatic Rings: 3

Heavy Atoms: 32

QED Weighted: 0.56

Np Likeness Score: -1.13

References

1. Dayam R, Aiello F, Deng J, Wu Y, Garofalo A, Chen X, Neamati N..  (2006)  Discovery of small molecule integrin alphavbeta3 antagonists as novel anticancer agents.,  49  (15): [PMID:16854058] [10.1021/jm051296s]

Source

Source(1):

• Scientific Literature