1-(1-(3-(2-methoxyethylamino)imidazo[1,2-a]pyrazin-2-yl)-7-propoxyindolizin-3-yl)ethanone

ID: ALA4528496

PubChem CID: 155545041

Max Phase: Preclinical

Molecular Formula: C22H25N5O3

Molecular Weight: 407.47

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  CCCOc1ccn2c(C(C)=O)cc(-c3nc4cnccn4c3NCCOC)c2c1

Standard InChI:  InChI=1S/C22H25N5O3/c1-4-10-30-16-5-8-26-18(15(2)28)13-17(19(26)12-16)21-22(24-7-11-29-3)27-9-6-23-14-20(27)25-21/h5-6,8-9,12-14,24H,4,7,10-11H2,1-3H3

Standard InChI Key:  JNWRBNRSOVBCJJ-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 30 33  0  0  0  0  0  0  0  0999 V2000
   19.5187  -11.9268    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.5570  -12.9665    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   20.9699  -11.6944    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.3042  -12.1817    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.6398  -12.1817    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   21.3810  -12.9639    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.9285  -13.5773    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.7351  -13.4094    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   22.9911  -12.6228    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.4418  -12.0130    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.9686  -10.8687    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   21.6831  -10.4547    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.3981  -10.8630    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.1105  -10.4526    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   23.1112   -9.6269    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.1825  -11.9230    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.8509  -12.4079    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.4373  -11.1374    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   19.2598  -11.1386    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.6703  -10.4280    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.2594   -9.7157    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.4338   -9.7185    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.0270  -10.4297    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.3972  -12.1785    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.7832  -11.6263    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   17.2259  -12.9863    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.6712   -8.9999    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   19.2573   -8.2854    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.6691   -7.5697    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.2551   -6.8579    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  2  6  2  0
  5  3  1  0
  3  4  2  0
  4  2  1  0
  5  6  1  0
  6  7  1  0
  7  8  2  0
  8  9  1  0
  9 10  2  0
 10  5  1  0
  3 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  1  0
 14 15  1  0
  4  1  1  0
  1 19  2  0
 18 16  1  0
 16 17  2  0
 17  1  1  0
 18 19  1  0
 19 20  1  0
 20 21  2  0
 21 22  1  0
 22 23  2  0
 23 18  1  0
 16 24  1  0
 24 25  2  0
 24 26  1  0
 21 27  1  0
 27 28  1  0
 28 29  1  0
 29 30  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4528496

   ---

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: 407.47

Molecular Weight (Monoisotopic): 407.1957

AlogP: 3.70

#Rotatable Bonds: 9

Polar Surface Area: 82.16

Molecular Species: NEUTRAL

HBA: 8

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 8

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 3.57

CX LogP: 0.93

CX LogD: 0.93

Aromatic Rings: 4

Heavy Atoms: 30

QED Weighted: 0.34

Np Likeness Score: -1.35

References

1.  (2018)  Inhibitors of trim33 and methods of use, 

Source

Source(1):

• Patent Bioactivity Data