3-(1-cyano-2-ethoxy-2-hydroxyvinyl)-9-oxo-9H-indeno[1,2-b]pyrazine-2-carbonitrile

ID: ALA5287308

Max Phase: Preclinical

Molecular Formula: C17H10N4O3

Molecular Weight: 318.29

Names and Identifiers

Canonical SMILES:  CCO/C(O)=C(\C#N)c1nc2c(nc1C#N)C(=O)c1ccccc1-2

Standard InChI:  InChI=1S/C17H10N4O3/c1-2-24-17(23)11(7-18)13-12(8-19)20-15-14(21-13)9-5-3-4-6-10(9)16(15)22/h3-6,23H,2H2,1H3/b17-11+

Standard InChI Key:  OQWWPKBLSFNXQF-GZTJUZNOSA-N

Molfile:  

 
     RDKit          2D

 24 26  0  0  0  0  0  0  0  0999 V2000
    2.6835    0.7510    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.8585    0.7510    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0335    0.7510    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6210    0.0364    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0907   -0.6127    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9158   -0.6127    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7408   -0.6127    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.7648   -1.3487    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0398   -1.4301    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5106   -0.7765    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1805   -0.0446    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3145   -1.0267    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3145   -1.8517    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5318   -2.0975    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3182   -2.8945    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0245   -2.2635    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7408   -1.8554    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7408   -1.0270    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0263   -0.6149    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6210    1.4654    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2039    1.4654    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.0335    2.1799    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.8585    2.1799    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2710    2.8945    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  3  0
  3  2  1  0
  3  4  1  0
  5  4  1  0
  6  5  1  0
  6  7  3  0
  8  5  2  0
  9  8  1  0
 10  9  2  0
 10 11  1  0
  4 11  2  0
 12 10  1  0
 13 12  2  0
 13 14  1  0
 14  9  1  0
 14 15  2  0
 16 13  1  0
 17 16  2  0
 18 17  1  0
 19 18  2  0
 12 19  1  0
  3 20  2  0
 20 21  1  0
 20 22  1  0
 22 23  1  0
 23 24  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA5287308

   ---

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type:

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 318.29

Molecular Weight (Monoisotopic): 318.0753

AlogP: 2.35

#Rotatable Bonds: 3

Polar Surface Area: 119.89

Molecular Species: ACID

HBA: 7

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 7

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 3.78

CX Basic pKa: ┄

CX LogP: 2.68

CX LogD: -0.59

Aromatic Rings: 2

Heavy Atoms: 24

QED Weighted: 0.58

Np Likeness Score: -0.37

References

1. Li P, Liu HM..  (2020)  Recent advances in the development of ubiquitin-specific-processing protease 7 (USP7) inhibitors.,  191  [PMID:32092586] [10.1016/j.ejmech.2020.112107]

Source

Source(1):

• Scientific Literature