6-Chloro-9-(3-chloro-4-fluorobenzyl)-9H-purine-2,8-diamine

ID: ALA4866835

PubChem CID: 162767089

Max Phase: Preclinical

Molecular Formula: C12H9Cl2FN6

Molecular Weight: 327.15

Molecule Type: Unknown

Names and Identifiers

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

Standard InChI:  InChI=1S/C12H9Cl2FN6/c13-6-3-5(1-2-7(6)15)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:  FKFCCMODCUOPOM-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 21 23  0  0  0  0  0  0  0  0999 V2000
   32.9875   -2.2576    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   32.9864   -3.0771    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.6944   -3.4861    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   33.6926   -1.8487    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.4013   -2.2540    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.4061   -3.0771    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   35.1905   -3.3269    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   35.6705   -2.6581    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   35.1826   -1.9951    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   32.2783   -3.4851    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   33.6902   -1.0315    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   35.4475   -4.1027    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   36.2478   -4.2679    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   36.5001   -5.0459    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   37.5829   -3.8217    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   36.7840   -3.6599    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   37.8438   -4.6006    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   37.2999   -5.2089    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   37.5571   -5.9845    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   38.6442   -4.7655    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   36.4876   -2.6533    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
 18 19  1  0
 17 20  1  0
  8 21  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4866835

   ---

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: 327.15

Molecular Weight (Monoisotopic): 326.0250

AlogP: 2.48

#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: 2.56

CX LogP: 2.93

CX LogD: 2.93

Aromatic Rings: 3

Heavy Atoms: 21

QED Weighted: 0.71

Np Likeness Score: -1.67

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