2-amino-6-chloro-9-(2-fluoro-4-methylbenzyl)-9H-purin-8-ol

ID: ALA4863672

PubChem CID: 162767127

Max Phase: Preclinical

Molecular Formula: C13H11ClFN5O

Molecular Weight: 307.72

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  Cc1ccc(Cn2c(O)nc3c(Cl)nc(N)nc32)c(F)c1

Standard InChI:  InChI=1S/C13H11ClFN5O/c1-6-2-3-7(8(15)4-6)5-20-11-9(17-13(20)21)10(14)18-12(16)19-11/h2-4H,5H2,1H3,(H,17,21)(H2,16,18,19)

Standard InChI Key:  HVPWZMMRXNRODN-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 21 23  0  0  0  0  0  0  0  0999 V2000
   34.3825  -11.1559    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   34.3814  -11.9754    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   35.0894  -12.3844    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   35.0876  -10.7470    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   35.7963  -11.1523    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   35.8011  -11.9754    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   36.5855  -12.2252    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   37.0655  -11.5564    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   36.5776  -10.8934    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   33.6733  -12.3834    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   35.0852   -9.9298    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   36.8425  -13.0010    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   37.6428  -13.1662    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   37.8951  -13.9442    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   38.9779  -12.7200    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   38.1790  -12.5582    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   39.2388  -13.4989    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   38.6949  -14.1072    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   37.8826  -11.5516    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   37.3507  -14.5537    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   40.0392  -13.6638    0.0000 C   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
  8 19  1  0
 14 20  1  0
 17 21  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4863672

   ---

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: 307.72

Molecular Weight (Monoisotopic): 307.0636

AlogP: 2.26

#Rotatable Bonds: 2

Polar Surface Area: 89.85

Molecular Species: NEUTRAL

HBA: 6

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 6

HBD (Lipinski): 3

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 11.51

CX Basic pKa: 1.42

CX LogP: 3.36

CX LogD: 3.36

Aromatic Rings: 3

Heavy Atoms: 21

QED Weighted: 0.71

Np Likeness Score: -1.58

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