8'-methyl-6'-(pyridin-3-ylamino)-2'H-spiro[cyclohexane-1,3'-imidazo[1,5-a]pyridine]-1',5'-dione

ID: ALA4791161

PubChem CID: 162671403

Max Phase: Preclinical

Molecular Formula: C18H20N4O2

Molecular Weight: 324.38

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  Cc1cc(Nc2cccnc2)c(=O)n2c1C(=O)NC21CCCCC1

Standard InChI:  InChI=1S/C18H20N4O2/c1-12-10-14(20-13-6-5-9-19-11-13)17(24)22-15(12)16(23)21-18(22)7-3-2-4-8-18/h5-6,9-11,20H,2-4,7-8H2,1H3,(H,21,23)

Standard InChI Key:  XGKULGVVIBLLLO-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 24 27  0  0  0  0  0  0  0  0999 V2000
   42.5187   -3.3637    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   41.9368   -3.9415    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   42.1450   -4.7300    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   42.9352   -4.9471    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   43.5172   -4.3693    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   43.3089   -3.5744    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   41.0349   -1.8820    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   41.0349   -1.0648    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   41.0349   -3.5164    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   41.0349   -4.3336    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   40.3272   -3.1078    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   40.3272   -2.2906    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   39.6194   -3.5164    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   41.7471   -2.2863    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   41.7426   -3.1078    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   43.0091   -2.7040    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   42.5298   -2.0368    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   38.9117   -3.1078    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   42.7867   -1.2610    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   38.9147   -2.2895    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   38.2078   -1.8810    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   37.4991   -2.2897    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   37.5018   -3.1111    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   38.2092   -3.5159    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  1  6  1  0
  2  3  1  0
  3  4  1  0
  4  5  1  0
  5  6  1  0
 12  7  1  0
  7 14  2  0
  7  8  1  0
 15  9  1  0
  9 10  2  0
  9 11  1  0
 11 12  2  0
 11 13  1  0
 14 15  1  0
 15  1  1  0
  1 16  1  0
 16 17  1  0
 17 14  1  0
 13 18  1  0
 17 19  2  0
 18 20  2  0
 20 21  1  0
 21 22  2  0
 22 23  1  0
 23 24  2  0
 24 18  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4791161

   ---

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type: Unknown

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 324.38

Molecular Weight (Monoisotopic): 324.1586

AlogP: 2.66

#Rotatable Bonds: 2

Polar Surface Area: 76.02

Molecular Species: NEUTRAL

HBA: 5

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 6

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 11.24

CX Basic pKa: 4.71

CX LogP: 1.17

CX LogD: 1.17

Aromatic Rings: 2

Heavy Atoms: 24

QED Weighted: 0.89

Np Likeness Score: -0.75

References

1. Yuan X,Wu H,Bu H,Zheng P,Zhou J,Zhang H.  (2019)  Design, synthesis and biological evaluation of pyridone-aminal derivatives as MNK1/2 inhibitors.,  27  (7.0): [PMID:30824167] [10.1016/j.bmc.2019.02.007]

Source

Source(1):

• Scientific Literature