4-(3-(2-(4-hydroxypiperidin-1-yl)acetyl)-2,5-dimethyl-1H-pyrrol-1-yl)benzonitrile

ID: ALA5276142

Max Phase: Preclinical

Molecular Formula: C20H23N3O2

Molecular Weight: 337.42

Names and Identifiers

Canonical SMILES:  Cc1cc(C(=O)CN2CCC(O)CC2)c(C)n1-c1ccc(C#N)cc1

Standard InChI:  InChI=1S/C20H23N3O2/c1-14-11-19(20(25)13-22-9-7-18(24)8-10-22)15(2)23(14)17-5-3-16(12-21)4-6-17/h3-6,11,18,24H,7-10,13H2,1-2H3

Standard InChI Key:  WFOUOZGIXDMUJU-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

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    2.9279   -1.2373    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3445   -0.6540    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.5580    0.1428    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3550    0.3563    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9383   -0.2270    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7248   -1.0238    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7352   -0.0134    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.5476   -0.8675    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9642   -0.2842    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1778    0.5125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.1673   -0.4976    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4512    0.0734    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4512    0.8985    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1656   -0.3390    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8801    0.0734    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5900   -0.3381    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3063    0.0698    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3063    0.8980    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0208    1.3106    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7352    1.7231    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5918    1.3102    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8801    0.8985    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9871   -1.1397    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5705   -1.7231    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1632   -1.2320    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  0
  3  2  1  0
  4  3  1  0
  5  4  1  0
  6  5  1  0
  1  6  1  0
  5  7  1  0
  8  2  1  0
  9  8  1  0
  9 10  2  0
 11  9  1  0
 12 11  2  0
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 14 15  1  0
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 18 17  1  0
 18 19  1  0
 19 20  3  0
 21 18  2  0
 22 21  1  0
 15 22  2  0
 14 23  1  0
 23 24  1  0
 23 25  2  0
 11 25  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA5276142

   ---

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: 337.42

Molecular Weight (Monoisotopic): 337.1790

AlogP: 2.61

#Rotatable Bonds: 4

Polar Surface Area: 69.26

Molecular Species: NEUTRAL

HBA: 5

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 5

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 6.51

CX LogP: 1.96

CX LogD: 1.90

Aromatic Rings: 2

Heavy Atoms: 25

QED Weighted: 0.87

Np Likeness Score: -1.92

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