2-amino-6-chloro-9-(2-chloro-5-(trifluoromethyl)benzyl)-9H-purine-8-thiol

ID: ALA4876733

PubChem CID: 162767121

Max Phase: Preclinical

Molecular Formula: C13H8Cl2F3N5S

Molecular Weight: 394.21

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  Nc1nc(Cl)c2nc(S)n(Cc3cc(C(F)(F)F)ccc3Cl)c2n1

Standard InChI:  InChI=1S/C13H8Cl2F3N5S/c14-7-2-1-6(13(16,17)18)3-5(7)4-23-10-8(20-12(23)24)9(15)21-11(19)22-10/h1-3H,4H2,(H,20,24)(H2,19,21,22)

Standard InChI Key:  RZFQHMJZZYWCKF-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 24 26  0  0  0  0  0  0  0  0999 V2000
   36.6415  -18.5395    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   37.2235  -19.1215    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   37.4365  -18.3265    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   32.0878  -18.1721    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   32.0866  -18.9917    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.7947  -19.4007    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   32.7929  -17.7633    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.5015  -18.1686    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.5063  -18.9917    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.2907  -19.2415    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   34.7707  -18.5727    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.2829  -17.9097    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   31.3786  -19.3997    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   32.7905  -16.9461    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   34.5478  -20.0172    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   35.3481  -20.1825    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   35.6004  -20.9605    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   36.6832  -19.7362    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   35.8843  -19.5745    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   36.9440  -20.5151    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   36.4001  -21.1234    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   35.5879  -18.5679    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   35.0560  -21.5700    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   38.0252  -19.2863    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  0
  3  2  1  0
  4  5  2  0
  5  6  1  0
  6  9  2  0
  8  7  2  0
  7  4  1  0
  8  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  2  0
 12  8  1  0
  5 13  1  0
  7 14  1  0
 10 15  1  0
 15 16  1  0
 16 17  2  0
 17 21  1  0
 20 18  1  0
 18 19  2  0
 19 16  1  0
 20 21  2  0
 11 22  1  0
 17 23  1  0
 18  2  1  0
  2 24  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4876733

   ---

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: 394.21

Molecular Weight (Monoisotopic): 392.9830

AlogP: 4.07

#Rotatable Bonds: 2

Polar Surface Area: 69.62

Molecular Species: NEUTRAL

HBA: 6

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 5

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 6.79

CX Basic pKa: 1.73

CX LogP: 4.59

CX LogD: 3.94

Aromatic Rings: 3

Heavy Atoms: 24

QED Weighted: 0.51

Np Likeness Score: -1.78

References

1. Yang S, Yoon NG, Kim D, Park E, Kim SY, Lee JH, Lee C, Kang BH, Kang S..  (2021)  Design and Synthesis of TRAP1 Selective Inhibitors: H-Bonding with Asn171 Residue in TRAP1 Increases Paralog Selectivity.,  12  (7.0): [PMID:34267888] [10.1021/acsmedchemlett.1c00213]

Source

Source(1):

• Scientific Literature