4-(2-Hydroxy-3-p-tolylamino-propoxy)-chromen-2-one

ID: ALA3416684

PubChem CID: 118734251

Max Phase: Preclinical

Molecular Formula: C19H19NO4

Molecular Weight: 325.36

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  Cc1ccc(NCC(O)COc2cc(=O)oc3ccccc23)cc1

Standard InChI:  InChI=1S/C19H19NO4/c1-13-6-8-14(9-7-13)20-11-15(21)12-23-18-10-19(22)24-17-5-3-2-4-16(17)18/h2-10,15,20-21H,11-12H2,1H3

Standard InChI Key:  NVTIBCLSDHAJIW-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 24 26  0  0  0  0  0  0  0  0999 V2000
   -2.6111    0.7486    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6111   -0.7486    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2964   -1.4973    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -0.7486    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2964   -1.4973    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5929   -0.7486    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5929    0.7486    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2964    1.4973    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    0.7486    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2964    1.4973    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6486    1.3517    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2907   -2.9981    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5870   -3.7544    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5812   -5.2552    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8775   -6.0115    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8717   -7.5123    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5395   -5.8509    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1681   -8.2686    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1644   -9.7686    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4616  -10.5219    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.7625   -9.7751    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.7662   -8.2751    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4690   -7.5219    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.8002  -10.3777    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  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
  1 11  2  0
 13 14  1  0
 14 15  1  0
 12 13  1  0
 15 16  1  0
 14 17  1  0
  3 12  1  0
 16 18  1  0
 18 19  1  0
 18 23  2  0
 19 20  2  0
 20 21  1  0
 21 22  2  0
 22 23  1  0
 21 24  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA3416684

   ---

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: 325.36

Molecular Weight (Monoisotopic): 325.1314

AlogP: 2.95

#Rotatable Bonds: 6

Polar Surface Area: 71.70

Molecular Species: NEUTRAL

HBA: 5

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 5

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 4.41

CX LogP: 2.30

CX LogD: 2.30

Aromatic Rings: 3

Heavy Atoms: 24

QED Weighted: 0.68

Np Likeness Score: -0.37

References

1. Misra S, Singh LK, Priyanka, Gupta J, Misra-Bhattacharya S, Katiyar D..  (2015)  Synthesis and biological evaluation of 4-oxycoumarin derivatives as a new class of antifilarial agents.,  94  [PMID:25768703] [10.1016/j.ejmech.2015.02.043]

Source

Source(1):

• Scientific Literature