8'-Chloro-6'-((2-(pyridin-4-yl)ethyl)amino)-2'H-spiro[cyclohexane-1,3'-imidazo[1,5-a]pyridine]-1',5'-dione

ID: ALA4554804

PubChem CID: 155556632

Max Phase: Preclinical

Molecular Formula: C19H21ClN4O2

Molecular Weight: 372.86

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  O=C1NC2(CCCCC2)n2c1c(Cl)cc(NCCc1ccncc1)c2=O

Standard InChI:  InChI=1S/C19H21ClN4O2/c20-14-12-15(22-11-6-13-4-9-21-10-5-13)18(26)24-16(14)17(25)23-19(24)7-2-1-3-8-19/h4-5,9-10,12,22H,1-3,6-8,11H2,(H,23,25)

Standard InChI Key:  OIKITSGWINLCJI-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 26 29  0  0  0  0  0  0  0  0999 V2000
    8.6342  -18.6303    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.0522  -19.2081    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.2605  -19.9966    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.0507  -20.2137    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.6326  -19.6359    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.4244  -18.8410    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4509  -17.5655    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4509  -18.3827    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1561  -18.7871    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1561  -17.1528    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8614  -17.5655    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8614  -18.3792    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    9.1136  -17.9724    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    8.6353  -17.3141    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1561  -16.3356    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    8.8878  -16.5370    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.1577  -19.6043    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.7437  -18.7923    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.0354  -18.3847    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3283  -18.7944    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6200  -18.3868    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6220  -17.5685    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9146  -17.1610    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2065  -17.5707    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.2103  -18.3921    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9183  -18.7959    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
  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  1  0
 21 22  2  0
 22 23  1  0
 23 24  2  0
 24 25  1  0
 25 26  2  0
 26 21  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4554804

   ---

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: 372.86

Molecular Weight (Monoisotopic): 372.1353

AlogP: 2.91

#Rotatable Bonds: 4

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: 10.56

CX Basic pKa: 5.58

CX LogP: 1.81

CX LogD: 1.80

Aromatic Rings: 2

Heavy Atoms: 26

QED Weighted: 0.86

Np Likeness Score: -0.62

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