4-(3-Cyclohexylamino-2-hydroxy-propoxy)-chromen-2-one

ID: ALA3416676

PubChem CID: 118734243

Max Phase: Preclinical

Molecular Formula: C18H23NO4

Molecular Weight: 317.39

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  O=c1cc(OCC(O)CNC2CCCCC2)c2ccccc2o1

Standard InChI:  InChI=1S/C18H23NO4/c20-14(11-19-13-6-2-1-3-7-13)12-22-17-10-18(21)23-16-9-5-4-8-15(16)17/h4-5,8-10,13-14,19-20H,1-3,6-7,11-12H2

Standard InChI Key:  JXQTWFGUVIIEMM-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 23 25  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
   -1.5395   -5.8509    0.0000 O   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
   -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
  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
 14 16  1  0
 17 18  1  0
 15 17  1  0
  3 12  1  0
 18 19  1  0
 18 23  1  0
 19 20  1  0
 20 21  1  0
 21 22  1  0
 22 23  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA3416676

   ---

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: 317.39

Molecular Weight (Monoisotopic): 317.1627

AlogP: 2.46

#Rotatable Bonds: 6

Polar Surface Area: 71.70

Molecular Species: BASE

HBA: 5

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 5

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 10.15

CX LogP: 1.95

CX LogD: -0.68

Aromatic Rings: 2

Heavy Atoms: 23

QED Weighted: 0.80

Np Likeness Score: -0.04

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