1-{2-[2-Hydroxy-3-(4-phenyl-piperazin-1-yl)-propoxy]-phenyl}-3-phenyl-propan-1-one

ID: ALA147788

PubChem CID: 44364434

Max Phase: Preclinical

Molecular Formula: C28H32N2O3

Molecular Weight: 444.58

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  O=C(CCc1ccccc1)c1ccccc1OCC(O)CN1CCN(c2ccccc2)CC1

Standard InChI:  InChI=1S/C28H32N2O3/c31-25(21-29-17-19-30(20-18-29)24-11-5-2-6-12-24)22-33-28-14-8-7-13-26(28)27(32)16-15-23-9-3-1-4-10-23/h1-14,25,31H,15-22H2

Standard InChI Key:  YTIVERZTNMKBOY-UHFFFAOYSA-N

Molfile:  

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M  END

Alternative Forms

1. Parent:

   

   ALA147788

   1-(2-(2-Hydroxy-3-(4-phenylpiperazin-1-yl)propoxy)phenyl)-3-phenylpropan-1-one

2. Alternative Forms:

   

   ALA147788

   1-[2-[2-Hydroxy-3-(4-phenylpiperazin-1-yl)propoxy]phenyl]-3-phenylpropan-1-one;hydrochloride

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: 444.58

Molecular Weight (Monoisotopic): 444.2413

AlogP: 4.06

#Rotatable Bonds: 10

Polar Surface Area: 53.01

Molecular Species: NEUTRAL

HBA: 5

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 5

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 6.77

CX LogP: 4.78

CX LogD: 4.69

Aromatic Rings: 3

Heavy Atoms: 33

QED Weighted: 0.48

Np Likeness Score: -0.89

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