2-amino-6-chloro-9-(2,6-difluoro-4-methoxybenzyl)-9H-purine-8-thiol

ID: ALA4860652

PubChem CID: 162767086

Max Phase: Preclinical

Molecular Formula: C13H10ClF2N5OS

Molecular Weight: 357.77

Molecule Type: Unknown

Names and Identifiers

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

Standard InChI:  InChI=1S/C13H10ClF2N5OS/c1-22-5-2-7(15)6(8(16)3-5)4-21-11-9(18-13(21)23)10(14)19-12(17)20-11/h2-3H,4H2,1H3,(H,18,23)(H2,17,19,20)

Standard InChI Key:  QKSANLGUQDGCOL-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 23 25  0  0  0  0  0  0  0  0999 V2000
   10.9646  -24.3547    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   10.9635  -25.1743    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.6715  -25.5832    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   11.6697  -23.9459    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.3784  -24.3511    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.3832  -25.1743    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.1676  -25.4241    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   13.6476  -24.7553    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.1598  -24.0922    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   10.2555  -25.5823    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   11.6673  -23.1287    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   13.4246  -26.1998    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.2249  -26.3651    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.4772  -27.1431    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.5600  -25.9188    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.7611  -25.7571    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.8209  -26.6977    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.2770  -27.3060    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.9328  -27.7526    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   16.6213  -26.8626    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   16.8786  -27.6382    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.5009  -24.9825    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   14.2224  -24.1732    0.0000 S   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:

   

   ALA4860652

   ---

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: 357.77

Molecular Weight (Monoisotopic): 357.0263

AlogP: 2.69

#Rotatable Bonds: 3

Polar Surface Area: 78.85

Molecular Species: NEUTRAL

HBA: 7

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 6

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 6.88

CX Basic pKa: 1.71

CX LogP: 3.23

CX LogD: 2.65

Aromatic Rings: 3

Heavy Atoms: 23

QED Weighted: 0.56

Np Likeness Score: -1.32

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