2-Amino-6-chloro-9-(3,4-dichlorobenzyl)-9H-purine-8-thiol

ID: ALA4864922

PubChem CID: 162767093

Max Phase: Preclinical

Molecular Formula: C12H8Cl3N5S

Molecular Weight: 360.66

Molecule Type: Unknown

Names and Identifiers

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

Standard InChI:  InChI=1S/C12H8Cl3N5S/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:  PQXHMWQOPLWHOH-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 21 23  0  0  0  0  0  0  0  0999 V2000
    1.7650  -24.6189    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.7639  -25.4384    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4719  -25.8474    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.4701  -24.2100    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1788  -24.6153    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1836  -25.4384    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9680  -25.6883    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.4480  -25.0194    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9602  -24.3564    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.0559  -25.8465    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.4677  -23.3928    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    4.2250  -26.4640    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0253  -26.6292    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2776  -27.4073    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3604  -26.1830    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5615  -26.0212    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6213  -26.9619    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0774  -27.5702    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2652  -25.0146    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    6.3346  -28.3458    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    7.4217  -27.1268    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:

   

   ALA4864922

   ---

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: 360.66

Molecular Weight (Monoisotopic): 358.9566

AlogP: 3.71

#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: 6.90

CX Basic pKa: 1.73

CX LogP: 4.31

CX LogD: 3.74

Aromatic Rings: 3

Heavy Atoms: 21

QED Weighted: 0.54

Np Likeness Score: -1.62

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