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

ID: ALA3416681

PubChem CID: 118734248

Max Phase: Preclinical

Molecular Formula: C24H37NO4

Molecular Weight: 403.56

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CCCCCCCCCCCCNCC(O)COc1cc(=O)oc2ccccc12

Standard InChI:  InChI=1S/C24H37NO4/c1-2-3-4-5-6-7-8-9-10-13-16-25-18-20(26)19-28-23-17-24(27)29-22-15-12-11-14-21(22)23/h11-12,14-15,17,20,25-26H,2-10,13,16,18-19H2,1H3

Standard InChI Key:  VYIPSIYJCNWHGK-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

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    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
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   -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
   -5.1622   -9.7694    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4586  -10.5257    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4527  -12.0265    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.7491  -12.7828    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.7433  -14.2836    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -9.0396  -15.0399    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -9.0338  -16.5407    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -10.3301  -17.2970    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -10.3243  -18.7978    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -11.6206  -19.5541    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -11.6160  -20.7541    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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  6  7  1  0
  7  8  2  0
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  9 10  1  0
  1 10  1  0
  1 11  2  0
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 18 19  1  0
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 20 21  1  0
 21 22  1  0
 22 23  1  0
 23 24  1  0
 24 25  1  0
 25 26  1  0
 26 27  1  0
 27 28  1  0
 28 29  1  0
 17 18  1  0
 15 17  1  0
  3 12  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA3416681

   ---

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: 403.56

Molecular Weight (Monoisotopic): 403.2723

AlogP: 5.04

#Rotatable Bonds: 16

Polar Surface Area: 71.70

Molecular Species: BASE

HBA: 5

HBD: 2

#RO5 Violations: 1

HBA (Lipinski): 5

HBD (Lipinski): 2

#RO5 Violations (Lipinski): 1

CX Acidic pKa: ┄

CX Basic pKa: 9.96

CX LogP: 5.03

CX LogD: 2.55

Aromatic Rings: 2

Heavy Atoms: 29

QED Weighted: 0.30

Np Likeness Score: 0.05

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