N2-(1H-indazol-6-yl)-N4-(2,2,2-trifluoroethyl)furo[3,2-d]pyrimidine-2,4-diamine

ID: ALA4066664

PubChem CID: 67129970

Max Phase: Preclinical

Molecular Formula: C15H11F3N6O

Molecular Weight: 348.29

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  FC(F)(F)CNc1nc(Nc2ccc3cn[nH]c3c2)nc2ccoc12

Standard InChI:  InChI=1S/C15H11F3N6O/c16-15(17,18)7-19-13-12-10(3-4-25-12)22-14(23-13)21-9-2-1-8-6-20-24-11(8)5-9/h1-6H,7H2,(H,20,24)(H2,19,21,22,23)

Standard InChI Key:  FMTZJHHPYOHWNQ-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 25 28  0  0  0  0  0  0  0  0999 V2000
   15.4686   -5.3268    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   16.1782   -4.9174    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.1754   -4.0947    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   15.4668   -3.6894    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.4661   -2.8722    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   16.1735   -2.4631    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.1728   -1.6459    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.8802   -1.2367    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   15.4648   -1.2379    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   16.1664   -0.8254    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   16.8866   -5.3248    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   17.5937   -4.9151    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.2987   -5.3231    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.2911   -3.6887    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.5874   -4.1000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.7580   -4.9151    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.7572   -4.0968    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.9787   -3.8447    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   13.4984   -4.5072    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.9801   -5.1686    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.0044   -4.0960    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.0036   -4.9102    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.7777   -5.1626    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   20.2570   -4.5043    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   19.7790   -3.8452    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 16  1  1  0
  1  2  2  0
  2  3  1  0
  3  4  2  0
  4 17  1  0
  4  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  7  9  1  0
  7 10  1  0
  2 11  1  0
 11 12  1  0
 12 13  2  0
 13 22  1  0
 21 14  1  0
 14 15  2  0
 15 12  1  0
 16 17  2  0
 17 18  1  0
 18 19  1  0
 19 20  2  0
 20 16  1  0
 21 22  2  0
 22 23  1  0
 23 24  1  0
 24 25  2  0
 25 21  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4066664

   N2-(1H-indazol-6-yl)-N4-(2,2,2-trifluoroethyl)furo[3,2-d]pyrimidine-2,4-diamine

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type: Small molecule

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 348.29

Molecular Weight (Monoisotopic): 348.0946

AlogP: 3.82

#Rotatable Bonds: 4

Polar Surface Area: 91.66

Molecular Species: NEUTRAL

HBA: 6

HBD: 3

#RO5 Violations: ┄

HBA (Lipinski): 7

HBD (Lipinski): 3

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 12.33

CX Basic pKa: 3.67

CX LogP: 3.06

CX LogD: 3.06

Aromatic Rings: 4

Heavy Atoms: 25

QED Weighted: 0.52

Np Likeness Score: -1.70

References

1. Hoemann M, Wilson N, Argiriadi M, Banach D, Burchat A, Calderwood D, Clapham B, Cox P, Duignan DB, Konopacki D, Somal G, Vasudevan A..  (2016)  Synthesis and optimization of furano[3,2-d]pyrimidines as selective spleen tyrosine kinase (Syk) inhibitors.,  26  (22): [PMID:27789138] [10.1016/j.bmcl.2016.09.077]

Source

Source(1):

• Scientific Literature