4,4'-(2-amino-4-cyclopropylpyridine-3,5-diyl)diphenol

ID: ALA5287182

Max Phase: Preclinical

Molecular Formula: C20H18N2O2

Molecular Weight: 318.38

Names and Identifiers

Canonical SMILES:  Nc1ncc(-c2ccc(O)cc2)c(C2CC2)c1-c1ccc(O)cc1

Standard InChI:  InChI=1S/C20H18N2O2/c21-20-19(14-5-9-16(24)10-6-14)18(13-1-2-13)17(11-22-20)12-3-7-15(23)8-4-12/h3-11,13,23-24H,1-2H2,(H2,21,22)

Standard InChI Key:  WKHLBAVHOVNJHA-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 24 27  0  0  0  0  0  0  0  0999 V2000
    1.4296    1.5978    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.7155    1.1847    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7155    0.3624    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4312   -0.0506    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4312   -0.8806    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1488   -1.2894    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8602   -0.8769    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5759   -1.2901    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8602   -0.0503    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1471    0.3622    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0027   -0.0546    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0027   -0.8810    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4112   -1.5980    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4150   -1.5980    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7160    0.3603    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7160    1.1867    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0018    1.5980    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4316   -0.0529    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4316   -0.8792    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1427   -1.2916    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8602   -0.8829    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5759   -1.2961    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8602   -0.0532    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1445    0.3595    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
  4  5  1  0
  5  6  2  0
  6  7  1  0
  7  8  1  0
  7  9  2  0
  9 10  1  0
 10  4  2  0
 11  3  2  0
 11 12  1  0
 13 12  1  0
 13 14  1  0
 12 14  1  0
 15 11  1  0
 16 15  2  0
 17 16  1  0
  2 17  2  0
 15 18  1  0
 19 18  2  0
 20 19  1  0
 21 20  2  0
 21 22  1  0
 23 21  1  0
 24 23  2  0
 18 24  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA5287182

   ---

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: 318.38

Molecular Weight (Monoisotopic): 318.1368

AlogP: 4.29

#Rotatable Bonds: 3

Polar Surface Area: 79.37

Molecular Species: NEUTRAL

HBA: 4

HBD: 3

#RO5 Violations: ┄

HBA (Lipinski): 4

HBD (Lipinski): 4

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 9.50

CX Basic pKa: 6.71

CX LogP: 3.99

CX LogD: 3.91

Aromatic Rings: 3

Heavy Atoms: 24

QED Weighted: 0.67

Np Likeness Score: 0.35

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