2-amino-6-chloro-9-(5-chloro-2-fluorobenzyl)-9H-purin-8-ol

ID: ALA4846028

PubChem CID: 162767116

Max Phase: Preclinical

Molecular Formula: C12H8Cl2FN5O

Molecular Weight: 328.13

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  Nc1nc(Cl)c2nc(O)n(Cc3cc(Cl)ccc3F)c2n1

Standard InChI:  InChI=1S/C12H8Cl2FN5O/c13-6-1-2-7(15)5(3-6)4-20-10-8(17-12(20)21)9(14)18-11(16)19-10/h1-3H,4H2,(H,17,21)(H2,16,18,19)

Standard InChI Key:  RHNYJXGPWUBBAR-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 21 23  0  0  0  0  0  0  0  0999 V2000
    1.7031  -10.7390    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.7020  -11.5585    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4100  -11.9675    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.4082  -10.3301    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1169  -10.7354    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1217  -11.5586    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9061  -11.8084    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.3861  -11.1396    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8983  -10.4765    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.9940  -11.9666    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.4058   -9.5130    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    4.1631  -12.5841    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9634  -12.7493    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2157  -13.5274    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2985  -12.3031    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4996  -12.1414    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5594  -13.0820    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0155  -13.6903    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2032  -11.1347    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.6713  -14.1368    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
    6.8396  -11.6907    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
 14 20  1  0
 15 21  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4846028

   ---

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: 328.13

Molecular Weight (Monoisotopic): 327.0090

AlogP: 2.61

#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: 3.45

CX LogD: 3.45

Aromatic Rings: 3

Heavy Atoms: 21

QED Weighted: 0.71

Np Likeness Score: -1.72

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