N-[4-(Diethylamino)phenyl]imidazo[1,2-a]pyrimidine-3-carboxamide

ID: ALA4588507

PubChem CID: 155567521

Max Phase: Preclinical

Molecular Formula: C17H19N5O

Molecular Weight: 309.37

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  CCN(CC)c1ccc(NC(=O)c2cnc3ncccn23)cc1

Standard InChI:  InChI=1S/C17H19N5O/c1-3-21(4-2)14-8-6-13(7-9-14)20-16(23)15-12-19-17-18-10-5-11-22(15)17/h5-12H,3-4H2,1-2H3,(H,20,23)

Standard InChI Key:  COQPJCSHDLRSCW-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 23 25  0  0  0  0  0  0  0  0999 V2000
    3.4290  -10.7867    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4229  -11.6080    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.2018  -11.8682    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6930  -11.2047    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2117  -10.5424    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.3920   -9.7390    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7861   -9.1873    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0079   -9.4321    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8283  -10.2323    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.5143  -11.2096    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9187  -11.9239    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.7400  -11.9288    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1461  -12.6421    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.9667  -12.6474    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.3803  -11.9374    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.9716  -11.2208    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1524  -11.2191    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.2016  -11.9413    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    9.6110  -12.6550    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.4323  -12.6588    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.6176  -11.2313    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.4389  -11.2351    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9271  -10.5044    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  3  4  2  0
  4  5  1  0
  5  1  1  0
  5  6  1  0
  6  7  2  0
  7  8  1  0
  8  9  2  0
  1  9  1  0
  4 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  2  0
 13 14  1  0
 14 15  2  0
 15 16  1  0
 16 17  2  0
 17 12  1  0
 15 18  1  0
 18 19  1  0
 19 20  1  0
 18 21  1  0
 21 22  1  0
 10 23  2  0
M  END

Alternative Forms

1. Parent:

   

   ALA4588507

   ---

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: 309.37

Molecular Weight (Monoisotopic): 309.1590

AlogP: 2.83

#Rotatable Bonds: 5

Polar Surface Area: 62.53

Molecular Species: NEUTRAL

HBA: 5

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 6

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 5.41

CX LogP: 1.64

CX LogD: 1.64

Aromatic Rings: 3

Heavy Atoms: 23

QED Weighted: 0.79

Np Likeness Score: -2.13

References

1. Jumppanen M, Kinnunen SM, Välimäki MJ, Talman V, Auno S, Bruun T, Boije Af Gennäs G, Xhaard H, Aumüller IB, Ruskoaho H, Yli-Kauhaluoma J..  (2019)  Synthesis, Identification, and Structure-Activity Relationship Analysis of GATA4 and NKX2-5 Protein-Protein Interaction Modulators.,  62  (17): [PMID:31431011] [10.1021/acs.jmedchem.9b01086]

Source

Source(1):

• Scientific Literature