9-(4-Bromo-2-fluorobenzyl)-6-chloro-9H-purine-2,8-diamine

ID: ALA4859919

PubChem CID: 162767120

Max Phase: Preclinical

Molecular Formula: C12H9BrClFN6

Molecular Weight: 371.60

Molecule Type: Unknown

Names and Identifiers

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

Standard InChI:  InChI=1S/C12H9BrClFN6/c13-6-2-1-5(7(15)3-6)4-21-10-8(18-12(21)17)9(14)19-11(16)20-10/h1-3H,4H2,(H2,17,18)(H2,16,19,20)

Standard InChI Key:  WYIGGXPFUUJVBY-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 21 23  0  0  0  0  0  0  0  0999 V2000
   22.8222   -2.3938    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   22.8210   -3.2133    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.5291   -3.6223    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   23.5273   -1.9849    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.2359   -2.3902    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.2407   -3.2133    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.0251   -3.4631    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   25.5051   -2.7943    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.0173   -2.1313    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   22.1130   -3.6213    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   23.5248   -1.1677    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   25.2821   -4.2388    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.0825   -4.4041    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.3348   -5.1821    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.4175   -3.9579    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.6187   -3.7961    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.6784   -4.7367    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.1345   -5.3451    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.7903   -5.7916    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   28.4788   -4.9017    0.0000 Br  0  0  0  0  0  0  0  0  0  0  0  0
   26.3223   -2.7895    0.0000 N   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
 14 19  1  0
 17 20  1  0
  8 21  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4859919

   ---

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: 371.60

Molecular Weight (Monoisotopic): 369.9745

AlogP: 2.59

#Rotatable Bonds: 2

Polar Surface Area: 95.64

Molecular Species: NEUTRAL

HBA: 6

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 6

HBD (Lipinski): 4

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 2.55

CX LogP: 3.09

CX LogD: 3.09

Aromatic Rings: 3

Heavy Atoms: 21

QED Weighted: 0.68

Np Likeness Score: -1.59

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