4-(8-amino-6-phenylimidazo[1,2-a]pyrazin-5-yl)-2-chlorophenol

ID: ALA4789270

PubChem CID: 137372581

Max Phase: Preclinical

Molecular Formula: C18H13ClN4O

Molecular Weight: 336.78

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  Nc1nc(-c2ccccc2)c(-c2ccc(O)c(Cl)c2)n2ccnc12

Standard InChI:  InChI=1S/C18H13ClN4O/c19-13-10-12(6-7-14(13)24)16-15(11-4-2-1-3-5-11)22-17(20)18-21-8-9-23(16)18/h1-10,24H,(H2,20,22)

Standard InChI Key:  RUSJSKZYRVYASR-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 24 27  0  0  0  0  0  0  0  0999 V2000
    8.4049  -12.3967    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.1204  -12.8100    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    9.8374  -12.3963    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.8346  -11.5650    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.5451  -11.1507    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.2621  -11.5627    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.9752  -11.1478    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.9725  -10.3212    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.2508   -9.9112    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.5406  -10.3284    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.5497  -12.8073    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.5496  -13.6342    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.2645  -14.0458    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.9800  -13.6317    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.9761  -12.8017    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.2606  -12.3938    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.2447   -9.0855    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   12.6854   -9.9046    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.6895  -12.8091    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    8.4061  -11.5687    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.1145  -11.1531    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    8.9381  -10.3510    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.1208  -10.2707    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.7921  -11.0233    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
 20  1  1  0
  1  2  2  0
  2  3  1  0
  3  4  2  0
  4 21  1  0
  5  6  2  0
  6  7  1  0
  7  8  2  0
  8  9  1  0
  9 10  2  0
 10  5  1  0
  4  5  1  0
 11 12  2  0
 12 13  1  0
 13 14  2  0
 14 15  1  0
 15 16  2  0
 16 11  1  0
  3 11  1  0
  9 17  1  0
  8 18  1  0
  1 19  1  0
 20 21  1  0
 21 22  1  0
 22 23  2  0
 23 24  1  0
 24 20  2  0
M  END

Alternative Forms

1. Parent:

   

   ALA4789270

   ---

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: 336.78

Molecular Weight (Monoisotopic): 336.0778

AlogP: 4.00

#Rotatable Bonds: 2

Polar Surface Area: 76.44

Molecular Species: NEUTRAL

HBA: 5

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 5

HBD (Lipinski): 3

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 7.78

CX Basic pKa: 3.92

CX LogP: 3.21

CX LogD: 3.06

Aromatic Rings: 4

Heavy Atoms: 24

QED Weighted: 0.58

Np Likeness Score: -0.78

References

1. Yu F,Zhu C,Xie Q,Wang Y.  (2020)  Adenosine A Receptor Antagonists for Cancer Immunotherapy.,  63  (21): [PMID:32667814] [10.1021/acs.jmedchem.0c00237]

Source

Source(1):

• Scientific Literature