2-Amino-9-(4-bromo-2-fluorobenzyl)-6-chloro-9H-purine-8-thiol

ID: ALA4864235

PubChem CID: 162767110

Max Phase: Preclinical

Molecular Formula: C12H8BrClFN5S

Molecular Weight: 388.65

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  Nc1nc(Cl)c2nc(S)n(Cc3ccc(Br)cc3F)c2n1

Standard InChI:  InChI=1S/C12H8BrClFN5S/c13-6-2-1-5(7(15)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:  SRVORKWCNHDNGQ-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 21 23  0  0  0  0  0  0  0  0999 V2000
   11.2412  -17.8213    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   11.2400  -18.6409    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.9481  -19.0498    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   11.9463  -17.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.6549  -17.8177    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.6597  -18.6409    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.4441  -18.8907    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   13.9241  -18.2219    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.4363  -17.5588    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   10.5320  -19.0489    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   11.9438  -16.5953    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   13.7011  -19.6664    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.5014  -19.8317    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.7537  -20.6097    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.8365  -19.3854    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.0377  -19.2237    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.0974  -20.1643    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.5535  -20.7726    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.7413  -18.2171    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   14.2093  -21.2192    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   16.8978  -20.3292    0.0000 Br  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:

   

   ALA4864235

   ---

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: 388.65

Molecular Weight (Monoisotopic): 386.9356

AlogP: 3.30

#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: 1.72

CX LogP: 4.01

CX LogD: 3.44

Aromatic Rings: 3

Heavy Atoms: 21

QED Weighted: 0.52

Np Likeness Score: -1.87

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