1-[2-(2-Hydroxy-3-morpholin-4-yl-propoxy)-phenyl]-propan-1-one

ID: ALA143061

PubChem CID: 10827573

Max Phase: Preclinical

Molecular Formula: C16H23NO4

Molecular Weight: 293.36

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CCC(=O)c1ccccc1OCC(O)CN1CCOCC1

Standard InChI:  InChI=1S/C16H23NO4/c1-2-15(19)14-5-3-4-6-16(14)21-12-13(18)11-17-7-9-20-10-8-17/h3-6,13,18H,2,7-12H2,1H3

Standard InChI Key:  ZFMIURIOVUFNKE-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 21 22  0  0  0  0  0  0  0  0999 V2000
    2.7500   -2.6667    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3125   -1.4125    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.4625   -3.0792    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7500   -1.8417    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4625   -1.4250    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.1750   -2.6625    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.6000   -1.8292    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.2250   -1.9250    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.8875   -1.4167    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1750   -1.8375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8792   -0.5917    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.0292   -3.0792    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7167   -2.1250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1042   -1.6250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4542   -3.9042    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8167   -1.2125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.4292   -1.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0292   -1.4292    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7375   -4.3125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3167   -2.6667    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3167   -1.8417    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  2  7  1  0
  3  1  1  0
  4  1  1  0
  5  4  1  0
  6  3  2  0
  7  9  1  0
  8 16  1  0
  9 10  1  0
 10  5  1  0
 11  9  1  0
 12  1  2  0
 13  2  1  0
 14  2  1  0
 15  3  1  0
 16 14  1  0
 17 13  1  0
 18  4  2  0
 19 15  1  0
 20 12  1  0
 21 20  2  0
 18 21  1  0
 17  8  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA143061

   1-[2-(2-Hydroxy-3-morpholin-4-ylpropoxy)phenyl]propan-1-one

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: 293.36

Molecular Weight (Monoisotopic): 293.1627

AlogP: 1.35

#Rotatable Bonds: 7

Polar Surface Area: 59.00

Molecular Species: NEUTRAL

HBA: 5

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 5

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 5.83

CX LogP: 1.24

CX LogD: 1.23

Aromatic Rings: 1

Heavy Atoms: 21

QED Weighted: 0.77

Np Likeness Score: -1.19

References

1. Ecker G, Chiba P, Hitzler M, Schmid D, Visser K, Cordes HP, Csöllei J, Seydel JK, Schaper KJ..  (1996)  Structure-activity relationship studies on benzofuran analogs of propafenone-type modulators of tumor cell multidrug resistance.,  39  (24): [PMID:8941391] [10.1021/jm960384x]

2. Fleischer R, Wiese M..  (2003)  Three-dimensional quantitative structure-activity relationship analysis of propafenone-type multidrug resistance modulators: influence of variable selection on test set predictivity.,  46  (23): [PMID:14584949] [10.1021/jm030876r]

3. Kaiser D, Terfloth L, Kopp S, Schulz J, de Laet R, Chiba P, Ecker GF, Gasteiger J..  (2007)  Self-organizing maps for identification of new inhibitors of P-glycoprotein.,  50  (7): [PMID:17352460] [10.1021/jm060604z]

Source

Source(1):

• Scientific Literature