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

ID: ALA4062803

PubChem CID: 67130050

Max Phase: Preclinical

Molecular Formula: C17H16N6O

Molecular Weight: 320.36

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  Cc1n[nH]c2cc(Nc3nc(NC4CC4)c4occc4n3)ccc12

Standard InChI:  InChI=1S/C17H16N6O/c1-9-12-5-4-11(8-14(12)23-22-9)19-17-20-13-6-7-24-15(13)16(21-17)18-10-2-3-10/h4-8,10H,2-3H2,1H3,(H,22,23)(H2,18,19,20,21)

Standard InChI Key:  MDWXVGCLSBQVMP-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 24 28  0  0  0  0  0  0  0  0999 V2000
    4.2508  -17.9768    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.9604  -17.5673    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9576  -16.7447    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.2490  -16.3394    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2483  -15.5222    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.9557  -15.1130    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6688  -17.9748    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.3759  -17.5651    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.0809  -17.9730    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.0733  -16.3386    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3696  -16.7500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5402  -17.5650    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5394  -16.7467    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7609  -16.4946    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.2805  -17.1572    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7623  -17.8186    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7741  -15.1088    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3649  -14.4014    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.7808  -16.7456    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.7889  -17.5580    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.5640  -17.8015    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    9.0351  -17.1395    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    8.5510  -16.4870    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.7958  -15.7073    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 12  1  1  0
  1  2  2  0
  2  3  1  0
  3  4  2  0
  4 13  1  0
  4  5  1  0
  5  6  1  0
  2  7  1  0
  7  8  1  0
  8  9  2  0
  9 20  1  0
 19 10  1  0
 10 11  2  0
 11  8  1  0
 12 13  2  0
 13 14  1  0
 14 15  1  0
 15 16  2  0
 16 12  1  0
 17  6  1  0
 18 17  1  0
  6 18  1  0
 19 20  2  0
 20 21  1  0
 21 22  1  0
 22 23  2  0
 23 19  1  0
 23 24  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4062803

   N~4~-Cyclopropyl-N~2~-(3-Methyl-1h-Indazol-6-Yl)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: 320.36

Molecular Weight (Monoisotopic): 320.1386

AlogP: 3.73

#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: 12.66

CX Basic pKa: 3.76

CX LogP: 2.70

CX LogD: 2.70

Aromatic Rings: 4

Heavy Atoms: 24

QED Weighted: 0.53

Np Likeness Score: -1.31

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