(1s,4s)-4-(6-amino-2-chloro-9H-purin-9-yl)-N-(5-(2-amino-2-oxoethyl)thiazol-2-yl)cyclohexanecarboxamide

ID: ALA5093251

PubChem CID: 134214690

Max Phase: Preclinical

Molecular Formula: C17H19ClN8O2S

Molecular Weight: 434.91

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  NC(=O)Cc1cnc(NC(=O)[C@H]2CC[C@@H](n3cnc4c(N)nc(Cl)nc43)CC2)s1

Standard InChI:  InChI=1S/C17H19ClN8O2S/c18-16-23-13(20)12-14(24-16)26(7-22-12)9-3-1-8(2-4-9)15(28)25-17-21-6-10(29-17)5-11(19)27/h6-9H,1-5H2,(H2,19,27)(H2,20,23,24)(H,21,25,28)/t8-,9+

Standard InChI Key:  PAGBKXIPMIUHIX-DTORHVGOSA-N

Molfile:  

 
     RDKit          2D

 29 32  0  0  0  0  0  0  0  0999 V2000
   28.4735   -4.5220    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   29.1831   -4.1126    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.1803   -3.2899    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   28.4717   -2.8846    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.7654   -4.1130    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.7666   -3.2965    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.9905   -3.0430    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   26.5095   -3.7029    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.9885   -4.3641    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   28.4679   -2.0674    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   26.7348   -5.1409    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.9360   -5.3044    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.6816   -6.0772    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.2246   -6.6884    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.0255   -6.5214    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.2834   -5.7432    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.9680   -7.4643    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.1678   -7.6300    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   24.6242   -7.0198    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.5116   -8.0744    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   29.8915   -4.5200    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   24.7952   -6.2174    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   23.8080   -7.0969    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   23.4794   -6.3487    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.0877   -5.8088    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.0052   -4.9958    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.2599   -4.6607    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.1774   -3.8477    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   22.5970   -5.1387    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
  5  1  1  0
  1  2  2  0
  2  3  1  0
  3  4  2  0
  4  6  1  0
  5  6  2  0
  6  7  1  0
  7  8  2  0
  8  9  1  0
  9  5  1  0
  4 10  1  0
 11  9  1  1
 11 12  1  0
 11 16  1  0
 12 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  1  0
 14 17  1  1
 17 18  1  0
 18 19  1  0
 17 20  2  0
  2 21  1  0
 19 22  1  0
 22 25  1  0
 24 23  1  0
 23 19  2  0
 24 25  2  0
 25 26  1  0
 26 27  1  0
 27 28  2  0
 27 29  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA5093251

   ---

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: 434.91

Molecular Weight (Monoisotopic): 434.1040

AlogP: 1.92

#Rotatable Bonds: 5

Polar Surface Area: 154.70

Molecular Species: NEUTRAL

HBA: 9

HBD: 3

#RO5 Violations: ┄

HBA (Lipinski): 10

HBD (Lipinski): 5

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 7.93

CX Basic pKa: 2.01

CX LogP: 1.36

CX LogD: 1.26

Aromatic Rings: 3

Heavy Atoms: 29

QED Weighted: 0.52

Np Likeness Score: -1.46

References

1. Quartieri F, Nesi M, Avanzi NR, Borghi D, Casale E, Corti E, Cucchi U, Donati D, Fasolini M, Felder ER, Galvani A, Giorgini ML, Lomolino A, Menichincheri M, Orrenius C, Perrera C, Re Depaolini S, Riccardi-Sirtori F, Salsi E, Isacchi A, Gnocchi P..  (2021)  Identification of unprecedented ATP-competitive choline kinase inhibitors.,  51  [PMID:34416377] [10.1016/j.bmcl.2021.128310]

Source

Source(1):

• Scientific Literature