2-amino-6-chloro-9-(2,3,6-trifluorobenzyl)-9H-purine-8-thiol

ID: ALA4865186

PubChem CID: 162767088

Max Phase: Preclinical

Molecular Formula: C12H7ClF3N5S

Molecular Weight: 345.74

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  Nc1nc(Cl)c2nc(S)n(Cc3c(F)ccc(F)c3F)c2n1

Standard InChI:  InChI=1S/C12H7ClF3N5S/c13-9-8-10(20-11(17)19-9)21(12(22)18-8)3-4-5(14)1-2-6(15)7(4)16/h1-2H,3H2,(H,18,22)(H2,17,19,20)

Standard InChI Key:  DTKCWKCMUFQEST-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 22 24  0  0  0  0  0  0  0  0999 V2000
   31.9527  -25.2124    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   31.9516  -26.0398    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.6663  -26.4526    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   32.6645  -24.7997    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.3799  -25.2088    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.3848  -26.0398    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.1766  -26.2920    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   34.6612  -25.6168    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.1687  -24.9474    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   31.2367  -26.4517    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   32.6621  -23.9747    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   34.4362  -27.0751    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   35.2441  -27.2420    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   35.4988  -28.0274    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   36.5920  -26.7914    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   35.7854  -26.6282    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   36.8554  -27.5778    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   36.3063  -28.1919    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.9492  -28.6428    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   35.5227  -25.8461    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   35.2416  -25.0292    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   37.1382  -26.1732    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  3  6  2  0
  5  4  2  0
  4  1  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  2  0
  9  5  1  0
  2 10  1  0
  4 11  1  0
  7 12  1  0
 12 13  1  0
 13 14  2  0
 14 18  1  0
 17 15  1  0
 15 16  2  0
 16 13  1  0
 17 18  2  0
 14 19  1  0
 16 20  1  0
  8 21  1  0
 15 22  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4865186

   ---

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: 345.74

Molecular Weight (Monoisotopic): 345.0063

AlogP: 2.82

#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: 6.64

CX Basic pKa: 1.71

CX LogP: 3.53

CX LogD: 2.79

Aromatic Rings: 3

Heavy Atoms: 22

QED Weighted: 0.43

Np Likeness Score: -1.71

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