US8835445, 37

ID: ALA3686068

PubChem CID: 67889370

Max Phase: Preclinical

Molecular Formula: C19H15N7O2

Molecular Weight: 373.38

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  COc1ccc2nc(-c3ccco3)n(-c3ccc4c(N)nc(N)nc4c3)c2n1

Standard InChI:  InChI=1S/C19H15N7O2/c1-27-15-7-6-12-17(24-15)26(18(22-12)14-3-2-8-28-14)10-4-5-11-13(9-10)23-19(21)25-16(11)20/h2-9H,1H3,(H4,20,21,23,25)

Standard InChI Key:  FVPPAKFCBJHPMM-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 28 32  0  0  0  0  0  0  0  0999 V2000
    5.5436    3.1733    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3465    2.2816    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.8837    0.8539    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8858   -0.2623    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4202   -1.6882    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9525   -1.9980    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2013   -3.2954    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.7345   -2.9814    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6119   -3.9774    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1456   -3.7610    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5046   -5.1127    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5801   -6.1488    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9006   -5.4374    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5987   -1.5004    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.2990   -0.7500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2990    0.7500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    1.5000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2990    0.7500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5981    1.5000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5981    2.7000    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8971    0.7500    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8971   -0.7500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9363   -1.3500    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5981   -1.5000    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2990   -0.7500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -1.5000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9504   -0.8818    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4160    0.5441    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  2  0
  4  5  1  0
  5  6  2  0
  6  7  1  0
  7  8  2  0
  8  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  2  0
 12 13  1  0
 13  9  2  0
  8 14  1  0
 14 15  1  0
 15 16  2  0
 16 17  1  0
 17 18  2  0
 18 19  1  0
 19 20  1  0
 19 21  2  0
 21 22  1  0
 22 23  1  0
 22 24  2  0
 24 25  1  0
 25 18  1  0
 25 26  2  0
 26 15  1  0
 14 27  1  0
 27  6  1  0
 27 28  2  0
 28  3  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA3686068

   7-[2-(Furan-2-yl)-5-methoxyimidazo[4,5-b]pyridin-3-yl]quinazoline-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: 373.38

Molecular Weight (Monoisotopic): 373.1287

AlogP: 2.80

#Rotatable Bonds: 3

Polar Surface Area: 130.90

Molecular Species: NEUTRAL

HBA: 9

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 9

HBD (Lipinski): 4

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 6.81

CX LogP: 2.88

CX LogD: 2.78

Aromatic Rings: 5

Heavy Atoms: 28

QED Weighted: 0.49

Np Likeness Score: -1.48

References

1.  (2014)  Dihydrofolate reductase inhibitors, 

Source

Source(1):

• BindingDB Database