N-(4-methoxyphenyl)-5-methylfuro[2,3-d]pyrimidin-4-amine

ID: ALA4245874

PubChem CID: 57428969

Max Phase: Preclinical

Molecular Formula: C14H13N3O2

Molecular Weight: 255.28

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  COc1ccc(Nc2ncnc3occ(C)c23)cc1

Standard InChI:  InChI=1S/C14H13N3O2/c1-9-7-19-14-12(9)13(15-8-16-14)17-10-3-5-11(18-2)6-4-10/h3-8H,1-2H3,(H,15,16,17)

Standard InChI Key:  CJKIPQGVCWHDDT-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 19 21  0  0  0  0  0  0  0  0999 V2000
    2.6813  -13.3639    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.6801  -14.1835    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3882  -14.5924    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.3864  -12.9551    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0950  -13.3603    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0998  -14.1789    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8798  -14.4274    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.3572  -13.7623    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8721  -13.1029    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3840  -12.1379    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.0904  -11.7272    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7973  -12.1360    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5033  -11.7260    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5013  -10.9079    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7874  -10.5016    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0843  -10.9140    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2072  -10.4963    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.9167  -10.9018    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1200  -12.3242    0.0000 C   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
  4 10  1  0
 10 11  1  0
 11 12  2  0
 12 13  1  0
 13 14  2  0
 14 15  1  0
 15 16  2  0
 16 11  1  0
 14 17  1  0
 17 18  1  0
  9 19  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4245874

   N-(4-methoxyphenyl)-5-methylfuro[2,3-d]pyrimidin-4-amine

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: 255.28

Molecular Weight (Monoisotopic): 255.1008

AlogP: 3.28

#Rotatable Bonds: 3

Polar Surface Area: 60.18

Molecular Species: NEUTRAL

HBA: 5

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 5

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 2.20

CX LogP: 2.97

CX LogD: 2.97

Aromatic Rings: 3

Heavy Atoms: 19

QED Weighted: 0.78

Np Likeness Score: -0.63

References

1. Devambatla RKV, Choudhary S, Ihnat M, Hamel E, Mooberry SL, Gangjee A..  (2018)  Design, synthesis and preclinical evaluation of 5-methyl-N4-aryl-furo[2,3-d]pyrimidines as single agents with combination chemotherapy potential.,  28  (18): [PMID:30098869] [10.1016/j.bmcl.2018.07.039]

2. Devambatla RK, Namjoshi OA, Choudhary S, Hamel E, Shaffer CV, Rohena CC, Mooberry SL, Gangjee A..  (2016)  Design, Synthesis, and Preclinical Evaluation of 4-Substituted-5-methyl-furo[2,3-d]pyrimidines as Microtubule Targeting Agents That Are Effective against Multidrug Resistant Cancer Cells.,  59  (12): [PMID:27213719] [10.1021/acs.jmedchem.6b00237]

Source

Source(1):

• Scientific Literature