3-((p-Tolylamino)methyl)-4H-chromen-4-one

ID: ALA4539746

PubChem CID: 155549919

Max Phase: Preclinical

Molecular Formula: C17H15NO2

Molecular Weight: 265.31

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  Cc1ccc(NCc2coc3ccccc3c2=O)cc1

Standard InChI:  InChI=1S/C17H15NO2/c1-12-6-8-14(9-7-12)18-10-13-11-20-16-5-3-2-4-15(16)17(13)19/h2-9,11,18H,10H2,1H3

Standard InChI Key:  UUDNZSPMAOCVBO-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 20 22  0  0  0  0  0  0  0  0999 V2000
   11.2012   -7.9116    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.2066   -8.7365    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.4935   -9.1537    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.7749   -8.7418    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.0660   -9.1590    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.3474   -8.7471    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.3420   -7.9221    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.0551   -7.5091    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.7736   -7.9168    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.4867   -7.5038    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.4989   -9.9787    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   11.9236   -9.1446    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.6355   -8.7277    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   13.3525   -9.1358    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.3521   -9.9593    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.0683  -10.3673    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.7812   -9.9504    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.7735   -9.1211    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.0567   -8.7169    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.4987  -10.3574    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  3  4  1  0
  4  5  1  0
  5  6  2  0
  6  7  1  0
  7  8  2  0
  8  9  1  0
  4  9  2  0
  9 10  1  0
  1 10  1  0
  3 11  2  0
  2 12  1  0
 12 13  1  0
 13 14  1  0
 14 15  2  0
 15 16  1  0
 16 17  2  0
 17 18  1  0
 18 19  2  0
 19 14  1  0
 17 20  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4539746

   ---

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: 265.31

Molecular Weight (Monoisotopic): 265.1103

AlogP: 3.71

#Rotatable Bonds: 3

Polar Surface Area: 42.24

Molecular Species: NEUTRAL

HBA: 3

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 3

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 4.50

CX LogP: 3.26

CX LogD: 3.26

Aromatic Rings: 3

Heavy Atoms: 20

QED Weighted: 0.78

Np Likeness Score: -0.64

References

1. Reis J, Cagide F, Chavarria D, Silva T, Fernandes C, Gaspar A, Uriarte E, Remião F, Alcaro S, Ortuso F, Borges F..  (2016)  Discovery of New Chemical Entities for Old Targets: Insights on the Lead Optimization of Chromone-Based Monoamine Oxidase B (MAO-B) Inhibitors.,  59  (12): [PMID:27244485] [10.1021/acs.jmedchem.6b00527]

Source

Source(1):

• Scientific Literature