2-amino-6-chloro-9-(2-fluoro-4-methylbenzyl)-9H-purine-8-thiol

ID: ALA4876871

PubChem CID: 162767119

Max Phase: Preclinical

Molecular Formula: C13H11ClFN5S

Molecular Weight: 323.78

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  Cc1ccc(Cn2c(S)nc3c(Cl)nc(N)nc32)c(F)c1

Standard InChI:  InChI=1S/C13H11ClFN5S/c1-6-2-3-7(8(15)4-6)5-20-11-9(17-13(20)21)10(14)18-12(16)19-11/h2-4H,5H2,1H3,(H,17,21)(H2,16,18,19)

Standard InChI Key:  QRMZJZQRVAMBCG-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 21 23  0  0  0  0  0  0  0  0999 V2000
   21.6665  -24.5817    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   21.6654  -25.4013    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.3734  -25.8102    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   22.3716  -24.1729    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.0803  -24.5781    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.0851  -25.4013    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.8695  -25.6511    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   24.3495  -24.9823    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.8617  -24.3192    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   20.9574  -25.8093    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   22.3692  -23.3557    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   24.1265  -26.4268    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.9268  -26.5921    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.1791  -27.3701    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.2619  -26.1458    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.4630  -25.9841    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.5228  -26.9247    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.9789  -27.5330    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.1666  -24.9775    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   24.6347  -27.9796    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   27.3232  -27.0896    0.0000 C   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:

   

   ALA4876871

   ---

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: 323.78

Molecular Weight (Monoisotopic): 323.0408

AlogP: 2.85

#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: 7.25

CX Basic pKa: 1.72

CX LogP: 3.76

CX LogD: 3.40

Aromatic Rings: 3

Heavy Atoms: 21

QED Weighted: 0.56

Np Likeness Score: -1.88

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