2-amino-6-chloro-9-(2,6-difluoro-4-methoxybenzyl)-9H-purin-8-ol

ID: ALA4846176

PubChem CID: 162767128

Max Phase: Preclinical

Molecular Formula: C13H10ClF2N5O2

Molecular Weight: 341.71

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  COc1cc(F)c(Cn2c(O)nc3c(Cl)nc(N)nc32)c(F)c1

Standard InChI:  InChI=1S/C13H10ClF2N5O2/c1-23-5-2-7(15)6(8(16)3-5)4-21-11-9(18-13(21)22)10(14)19-12(17)20-11/h2-3H,4H2,1H3,(H,18,22)(H2,17,19,20)

Standard InChI Key:  YAJLGUYHYSNFHG-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 23 25  0  0  0  0  0  0  0  0999 V2000
   25.8227  -10.4625    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   25.8215  -11.2820    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.5296  -11.6910    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   26.5278  -10.0536    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.2364  -10.4589    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.2412  -11.2820    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.0256  -11.5319    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   28.5056  -10.8630    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.0178  -10.2000    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   25.1135  -11.6901    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   26.5253   -9.2364    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   28.2826  -12.3076    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.0829  -12.4728    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.3352  -13.2509    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.4180  -12.0266    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.6192  -11.8648    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.6789  -12.8055    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.1350  -13.4138    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.7908  -13.8603    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   31.4793  -12.9704    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   31.7367  -13.7460    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.3589  -11.0902    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   29.3025  -10.6495    0.0000 O   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
 20 21  1  0
 16 22  1  0
  8 23  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4846176

   ---

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: 341.71

Molecular Weight (Monoisotopic): 341.0491

AlogP: 2.10

#Rotatable Bonds: 3

Polar Surface Area: 99.08

Molecular Species: NEUTRAL

HBA: 7

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 7

HBD (Lipinski): 3

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 11.49

CX Basic pKa: 1.41

CX LogP: 2.83

CX LogD: 2.83

Aromatic Rings: 3

Heavy Atoms: 23

QED Weighted: 0.71

Np Likeness Score: -1.04

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