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

ID: ALA356974

PubChem CID: 10500327

Max Phase: Preclinical

Molecular Formula: C24H35NO3

Molecular Weight: 385.55

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CC(C)N(CC(O)COc1ccccc1C(O)CCc1ccccc1)C(C)C

Standard InChI:  InChI=1S/C24H35NO3/c1-18(2)25(19(3)4)16-21(26)17-28-24-13-9-8-12-22(24)23(27)15-14-20-10-6-5-7-11-20/h5-13,18-19,21,23,26-27H,14-17H2,1-4H3

Standard InChI Key:  DNWOJSUBWJDTES-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 28 29  0  0  0  0  0  0  0  0999 V2000
    6.5417    0.4833    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.9667   -0.7750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8292    0.0708    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9667    0.0583    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6792    0.4708    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.6875   -1.1875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.2542    0.0708    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5292    1.3083    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1125    0.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6875   -2.0125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4000    0.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4042   -2.4167    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4000   -0.7667    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.1042    1.3000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.4042   -3.2417    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2542   -1.1875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2542    0.4708    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.2542    1.7208    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.2542   -0.7542    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.9667    0.4833    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8167    1.7208    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6917   -3.6542    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1167   -3.6542    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5417   -0.7750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5417    0.0500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1250   -4.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6917   -4.4792    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4042   -4.8917    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  2  4  1  0
  3  1  1  0
  4  5  1  0
  5 11  1  0
  6  2  1  0
  7  1  1  0
  8  1  1  0
  9  3  1  0
 10  6  1  0
 11  9  1  0
 12 10  1  0
 13  6  1  0
 14  9  1  0
 15 12  1  0
 16  2  2  0
 17  4  2  0
 18  8  1  0
 19  7  1  0
 20  7  1  0
 21  8  1  0
 22 15  2  0
 23 15  1  0
 24 25  2  0
 25 17  1  0
 26 23  2  0
 27 22  1  0
 28 26  1  0
 16 24  1  0
 28 27  2  0
M  END

Alternative Forms

1. Parent:

   

   ALA356974

   1-(2-(3-(Diisopropylamino)-2-hydroxypropoxy)phenyl)-3-phenylpropan-1-ol

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: 385.55

Molecular Weight (Monoisotopic): 385.2617

AlogP: 4.21

#Rotatable Bonds: 11

Polar Surface Area: 52.93

Molecular Species: BASE

HBA: 4

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 4

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 13.85

CX Basic pKa: 9.83

CX LogP: 4.50

CX LogD: 2.10

Aromatic Rings: 2

Heavy Atoms: 28

QED Weighted: 0.61

Np Likeness Score: -0.40

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