1-[2-(3-Diisopropylamino-2-hydroxy-propoxy)-5-hydroxy-phenyl]-3-phenyl-propan-1-one

ID: ALA149235

PubChem CID: 10644631

Max Phase: Preclinical

Molecular Formula: C24H33NO4

Molecular Weight: 399.53

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CC(C)N(CC(O)COc1ccc(O)cc1C(=O)CCc1ccccc1)C(C)C

Standard InChI:  InChI=1S/C24H33NO4/c1-17(2)25(18(3)4)15-21(27)16-29-24-13-11-20(26)14-22(24)23(28)12-10-19-8-6-5-7-9-19/h5-9,11,13-14,17-18,21,26-27H,10,12,15-16H2,1-4H3

Standard InChI Key:  JSNDCQGRLFHLCA-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

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   -1.3833   -4.0292    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1917   -2.7750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0417   -2.3667    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7542   -3.6167    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
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    0.7625   -2.7792    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    3.6167   -3.6000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3292   -2.3542    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6167   -1.1167    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1875   -1.1250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3875   -6.4917    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0417   -6.4917    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0417   -7.3167    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3875   -7.3167    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6750   -7.7375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  2  6  1  0
  3  1  1  0
  4  1  1  0
  5  1  2  0
  6 13  1  0
  7  4  1  0
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  9  3  1  0
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 11  2  1  0
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 25 19  2  0
 26 19  1  0
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 28 25  1  0
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 17 10  1  0
 28 29  2  0
M  END

Alternative Forms

1. Parent:

   

   ALA149235

   1-(2-(3-(Diisopropylamino)-2-hydroxypropoxy)-5-hydroxyphenyl)-3-phenylpropan-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: 399.53

Molecular Weight (Monoisotopic): 399.2410

AlogP: 4.07

#Rotatable Bonds: 11

Polar Surface Area: 70.00

Molecular Species: BASE

HBA: 5

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 5

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 9.58

CX Basic pKa: 8.94

CX LogP: 3.77

CX LogD: 2.56

Aromatic Rings: 2

Heavy Atoms: 29

QED Weighted: 0.56

Np Likeness Score: -0.25

References

1. 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]

2. 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