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

ID: ALA4514592

PubChem CID: 155539249

Max Phase: Preclinical

Molecular Formula: C18H19ClN4O2

Molecular Weight: 358.83

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  O=C1NC2(CCCCC2)n2c1c(Cl)cc(NCc1ccccn1)c2=O

Standard InChI:  InChI=1S/C18H19ClN4O2/c19-13-10-14(21-11-12-6-2-5-9-20-12)17(25)23-15(13)16(24)22-18(23)7-3-1-4-8-18/h2,5-6,9-10,21H,1,3-4,7-8,11H2,(H,22,24)

Standard InChI Key:  CVJCRXQDDUSCND-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 25 28  0  0  0  0  0  0  0  0999 V2000
   43.4721   -3.1284    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   42.8902   -3.7063    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   43.0984   -4.4948    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   43.8886   -4.7118    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   44.4706   -4.1340    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   44.2623   -3.3391    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   41.2888   -2.0636    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   41.2888   -2.8808    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   41.9941   -3.2853    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   41.9941   -1.6509    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   42.6994   -2.0636    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   42.6993   -2.8773    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   43.9515   -2.4705    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   43.4732   -1.8123    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   41.9941   -0.8337    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   43.7258   -1.0351    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   41.9956   -4.1025    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   40.5817   -3.2904    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   39.8734   -2.8829    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   39.1663   -3.2925    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   38.4605   -2.8845    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   37.7539   -3.2935    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   37.7546   -4.1115    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   38.4679   -4.5189    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   39.1716   -4.1076    0.0000 N   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
  7  8  2  0
  7 10  1  0
  8  9  1  0
  9 12  1  0
 11 10  2  0
 11 12  1  0
 12  1  1  0
  1 13  1  0
 13 14  1  0
 14 11  1  0
 10 15  1  0
 14 16  2  0
  9 17  2  0
  8 18  1  0
 18 19  1  0
 19 20  1  0
 20 21  2  0
 21 22  1  0
 22 23  2  0
 23 24  1  0
 24 25  2  0
 25 20  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4514592

   ---

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: 358.83

Molecular Weight (Monoisotopic): 358.1197

AlogP: 2.87

#Rotatable Bonds: 3

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: 10.46

CX Basic pKa: 4.15

CX LogP: 1.60

CX LogD: 1.60

Aromatic Rings: 2

Heavy Atoms: 25

QED Weighted: 0.88

Np Likeness Score: -1.09

References

1. Abdelaziz AM, Basnet SKC, Islam S, Li M, Tadesse S, Albrecht H, Gerber C, Yu M, Wang S..  (2019)  Synthesis and evaluation of 2'H-spiro[cyclohexane-1,3'-imidazo[1,5-a]pyridine]-1',5'-dione derivatives as Mnk inhibitors.,  29  (18): [PMID:31362920] [10.1016/j.bmcl.2019.07.043]

Source

Source(1):

• Scientific Literature