1-[(4-bromo-2-fluoro-phenyl)methyl]-4-chloro-pyrazolo[3,4-d]pyrimidin-6-amine

ID: ALA5266569

Max Phase: Preclinical

Molecular Formula: C12H8BrClFN5

Molecular Weight: 356.59

Names and Identifiers

Canonical SMILES:  Nc1nc(Cl)c2cnn(Cc3ccc(Br)cc3F)c2n1

Standard InChI:  InChI=1S/C12H8BrClFN5/c13-7-2-1-6(9(15)3-7)5-20-11-8(4-17-20)10(14)18-12(16)19-11/h1-4H,5H2,(H2,16,18,19)

Standard InChI Key:  UKBISIPKUKNJKU-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 20 22  0  0  0  0  0  0  0  0999 V2000
   -1.0222    0.2898    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7368   -0.1224    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4487    0.2894    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4487    1.1146    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7386    1.5264    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0222    1.1183    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2148    1.3695    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2577    0.7132    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2362    0.0429    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1633   -0.1231    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7386    2.3516    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   -0.0226   -0.7540    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7744   -0.9676    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3581   -0.3842    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1526   -0.5979    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3662   -1.3952    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7867   -1.9770    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9889   -1.7681    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4054   -2.3516    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
    3.1633   -1.6088    0.0000 Br  0  0  0  0  0  0  0  0  0  0  0  0
  2  1  2  0
  3  2  1  0
  4  3  2  0
  5  4  1  0
  1  6  1  0
  6  5  2  0
  6  7  1  0
  7  8  2  0
  9  8  1  0
  1  9  1  0
  3 10  1  0
  5 11  1  0
  9 12  1  0
 12 13  1  0
 14 13  2  0
 15 14  1  0
 16 15  2  0
 17 16  1  0
 18 17  2  0
 13 18  1  0
 18 19  1  0
 16 20  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA5266569

   ---

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type:

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 356.59

Molecular Weight (Monoisotopic): 354.9636

AlogP: 3.01

#Rotatable Bonds: 2

Polar Surface Area: 69.62

Molecular Species: NEUTRAL

HBA: 5

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 5

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 1.28

CX LogP: 3.17

CX LogD: 3.17

Aromatic Rings: 3

Heavy Atoms: 20

QED Weighted: 0.72

Np Likeness Score: -2.30

References

1. Kang S, Kang BH..  (2022)  Structure, Function, and Inhibitors of the Mitochondrial Chaperone TRAP1.,  65  (24.0): [PMID:36507721] [10.1021/acs.jmedchem.2c01633]

2. Asati V, Anant A, Patel P, Kaur K, Gupta GD..  (2021)  Pyrazolopyrimidines as anticancer agents: A review on structural and target-based approaches.,  225  [PMID:34438126] [10.1016/j.ejmech.2021.113781]

Source

Source(1):

• Scientific Literature