2-(3-((4-Methoxybenzyl)amino)imidazo[1,2-a]pyridin-2-yl)phenol

ID: ALA3780828

PubChem CID: 5057268

Max Phase: Preclinical

Molecular Formula: C21H19N3O2

Molecular Weight: 345.40

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  COc1ccc(CNc2c(-c3ccccc3O)nc3ccccn23)cc1

Standard InChI:  InChI=1S/C21H19N3O2/c1-26-16-11-9-15(10-12-16)14-22-21-20(17-6-2-3-7-18(17)25)23-19-8-4-5-13-24(19)21/h2-13,22,25H,14H2,1H3

Standard InChI Key:  XDUIMXRFODCPGK-UHFFFAOYSA-N

Molfile:  

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    7.0791   -0.1803    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    0.2917   -0.7475    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.2917    0.7475    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7138    1.2033    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0028    1.5132    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3155    0.7475    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3155   -0.7475    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0028   -1.5132    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
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  9 20  1  0
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M  END

Alternative Forms

1. Parent:

   

   ALA3780828

   2-[3-[(4-Methoxyphenyl)methylamino]imidazo[1,2-a]pyridin-2-yl]phenol

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: 345.40

Molecular Weight (Monoisotopic): 345.1477

AlogP: 4.33

#Rotatable Bonds: 5

Polar Surface Area: 58.79

Molecular Species: NEUTRAL

HBA: 5

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 5

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 9.10

CX Basic pKa: 6.54

CX LogP: 3.62

CX LogD: 3.55

Aromatic Rings: 4

Heavy Atoms: 26

QED Weighted: 0.57

Np Likeness Score: -1.28

References

1. An W, Wang W, Yu T, Zhang Y, Miao Z, Meng T, Shen J..  (2016)  Discovery of novel 2-phenyl-imidazo[1,2-a]pyridine analogues targeting tubulin polymerization as antiproliferative agents.,  112  [PMID:26927488] [10.1016/j.ejmech.2016.02.004]

Source

Source(1):

• Scientific Literature