2-amino-6-chloro-9-(3,4-dichlorobenzyl)-9H-purin-8-ol

ID: ALA4879021

PubChem CID: 162767090

Max Phase: Preclinical

Molecular Formula: C12H8Cl3N5O

Molecular Weight: 344.59

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  Nc1nc(Cl)c2nc(O)n(Cc3ccc(Cl)c(Cl)c3)c2n1

Standard InChI:  InChI=1S/C12H8Cl3N5O/c13-6-2-1-5(3-7(6)14)4-20-10-8(17-12(20)21)9(15)18-11(16)19-10/h1-3H,4H2,(H,17,21)(H2,16,18,19)

Standard InChI Key:  OWOKTERNACGBKN-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 21 23  0  0  0  0  0  0  0  0999 V2000
   18.2368  -10.8711    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   18.2357  -11.6906    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.9437  -12.0996    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   18.9419  -10.4622    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.6505  -10.8675    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.6554  -11.6906    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.4397  -11.9405    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   20.9197  -11.2716    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.4319  -10.6086    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   17.5276  -12.0987    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   18.9395   -9.6450    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   20.6968  -12.7162    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.4971  -12.8814    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.7494  -13.6595    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.8322  -12.4352    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.0333  -12.2734    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.0931  -13.2141    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.5492  -13.8224    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.7369  -11.2668    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   22.8063  -14.5980    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   23.8934  -13.3790    0.0000 Cl  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
 18 20  1  0
 17 21  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4879021

   ---

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: 344.59

Molecular Weight (Monoisotopic): 342.9794

AlogP: 3.12

#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: 11.52

CX Basic pKa: 1.43

CX LogP: 3.91

CX LogD: 3.91

Aromatic Rings: 3

Heavy Atoms: 21

QED Weighted: 0.70

Np Likeness Score: -1.31

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