2-(furan-2-yl)-3-((4-methoxyphenyl)amino)-4H-chromen-4-one

ID: ALA4279484

PubChem CID: 145979629

Max Phase: Preclinical

Molecular Formula: C20H15NO4

Molecular Weight: 333.34

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  COc1ccc(Nc2c(-c3ccco3)oc3ccccc3c2=O)cc1

Standard InChI:  InChI=1S/C20H15NO4/c1-23-14-10-8-13(9-11-14)21-18-19(22)15-5-2-3-6-16(15)25-20(18)17-7-4-12-24-17/h2-12,21H,1H3

Standard InChI Key:  LNEPHSDSMCDPMW-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 25 28  0  0  0  0  0  0  0  0999 V2000
    4.8985  -20.0790    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8974  -20.9063    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6122  -21.3192    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6104  -19.6662    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3257  -20.0754    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3246  -20.9038    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.0376  -21.3168    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.7563  -20.9058    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.7574  -20.0774    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.0399  -19.6598    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.4707  -19.6656    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.2236  -20.0030    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.7772  -19.3912    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.3663  -18.6757    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.5590  -18.8453    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.0352  -22.1418    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.4695  -21.3203    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    8.4672  -22.1453    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.7523  -22.5515    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.7496  -23.3758    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.4634  -23.7911    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.1814  -23.3762    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.1806  -22.5533    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.4622  -24.6160    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.7472  -25.0275    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
  5 10  1  0
  6  7  1  0
  7  8  1  0
  8  9  2  0
  9 10  1  0
 11 12  1  0
 12 13  1  0
 13 14  2  0
 14 15  1  0
 15 11  2  0
  9 11  1  0
  7 16  2  0
  8 17  1  0
 17 18  1  0
 18 19  2  0
 19 20  1  0
 20 21  2  0
 21 22  1  0
 22 23  2  0
 23 18  1  0
 21 24  1  0
 24 25  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4279484

   ---

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: 333.34

Molecular Weight (Monoisotopic): 333.1001

AlogP: 4.81

#Rotatable Bonds: 4

Polar Surface Area: 64.61

Molecular Species: NEUTRAL

HBA: 5

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 5

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 11.38

CX Basic pKa: ┄

CX LogP: 3.06

CX LogD: 3.06

Aromatic Rings: 4

Heavy Atoms: 25

QED Weighted: 0.58

Np Likeness Score: -0.53

References

1. Parveen I, Khan P, Ali S, Hassan MI, Ahmed N..  (2018)  Synthesis, molecular docking and inhibition studies of novel 3-N-aryl substituted-2-heteroarylchromones targeting microtubule affinity regulating kinase 4 inhibitors.,  159  [PMID:30290280] [10.1016/j.ejmech.2018.09.030]

Source

Source(1):

• Scientific Literature