7-(1-(9H-purin-6-ylamino)ethyl)-3-methyl-6-phenyl-5H-thiazolo[3,2-a]pyridin-5-one

ID: ALA4468468

PubChem CID: 121314368

Max Phase: Preclinical

Molecular Formula: C21H18N6OS

Molecular Weight: 402.48

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  Cc1csc2cc(C(C)Nc3ncnc4[nH]cnc34)c(-c3ccccc3)c(=O)n12

Standard InChI:  InChI=1S/C21H18N6OS/c1-12-9-29-16-8-15(17(21(28)27(12)16)14-6-4-3-5-7-14)13(2)26-20-18-19(23-10-22-18)24-11-25-20/h3-11,13H,1-2H3,(H2,22,23,24,25,26)

Standard InChI Key:  GGFMIRIKNCYXKE-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

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   13.9091  -24.0787    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.6243  -23.6709    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.6243  -22.8429    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.9091  -22.4226    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.1981  -23.6709    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.1936  -22.8429    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   12.4045  -22.5885    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.9198  -23.2618    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.4119  -23.9297    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   15.3394  -22.4310    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.0562  -22.8509    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.7745  -22.4375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.7773  -21.6086    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.0559  -21.1948    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.3405  -21.6063    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.3367  -24.0847    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.3344  -24.9086    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   16.0467  -25.3224    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.4662  -26.1472    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   17.4658  -25.3191    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.7536  -24.9091    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   16.0513  -23.6747    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.7506  -26.5573    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.0417  -26.1463    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.4318  -26.6935    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   15.7637  -27.4427    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.5788  -27.3584    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   13.9092  -21.5987    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   12.1474  -21.8058    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  6  4  1  0
  5  1  2  0
  1  2  1  0
  2  3  2  0
  3  4  1  0
  5  6  1  0
  6  7  1  0
  7  8  2  0
  8  9  1  0
  9  5  1  0
 10 11  2  0
 11 12  1  0
 12 13  2  0
 13 14  1  0
 14 15  2  0
 15 10  1  0
  3 10  1  0
  2 16  1  0
 16 17  1  0
 17 18  1  0
 18 24  2  0
 23 19  2  0
 19 20  1  0
 20 21  2  0
 21 18  1  0
 16 22  1  0
 23 24  1  0
 24 25  1  0
 25 26  2  0
 26 27  1  0
 27 23  1  0
  4 28  2  0
  7 29  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4468468

   ---

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: 402.48

Molecular Weight (Monoisotopic): 402.1263

AlogP: 4.18

#Rotatable Bonds: 4

Polar Surface Area: 87.97

Molecular Species: NEUTRAL

HBA: 7

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 7

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 9.86

CX Basic pKa: 4.00

CX LogP: 2.61

CX LogD: 2.61

Aromatic Rings: 5

Heavy Atoms: 29

QED Weighted: 0.47

Np Likeness Score: -0.91

References

1. Perry MWD, Abdulai R, Mogemark M, Petersen J, Thomas MJ, Valastro B, Westin Eriksson A..  (2019)  Evolution of PI3Kγ and δ Inhibitors for Inflammatory and Autoimmune Diseases.,  62  (10): [PMID:30582813] [10.1021/acs.jmedchem.8b01298]

Source

Source(1):

• Scientific Literature