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

ID: ALA147055

PubChem CID: 9983792

Max Phase: Preclinical

Molecular Formula: C33H35NO4

Molecular Weight: 509.65

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  O=C(CCc1cccc2ccccc12)c1ccccc1OCC(O)CN1CCC(O)(c2ccccc2)CC1

Standard InChI:  InChI=1S/C33H35NO4/c35-28(23-34-21-19-33(37,20-22-34)27-12-2-1-3-13-27)24-38-32-16-7-6-15-30(32)31(36)18-17-26-11-8-10-25-9-4-5-14-29(25)26/h1-16,28,35,37H,17-24H2

Standard InChI Key:  NVSXFDQTCYVKHH-UHFFFAOYSA-N

Molfile:  

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M  END

Alternative Forms

1. Parent:

   

   ALA147055

   1-(2-(2-Hydroxy-3-(4-hydroxy-4-phenylpiperidin-1-yl)propoxy)phenyl)-3-(naphthalen-1-yl)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: 509.65

Molecular Weight (Monoisotopic): 509.2566

AlogP: 5.38

#Rotatable Bonds: 10

Polar Surface Area: 70.00

Molecular Species: NEUTRAL

HBA: 5

HBD: 2

#RO5 Violations: 2

HBA (Lipinski): 5

HBD (Lipinski): 2

#RO5 Violations (Lipinski): 2

CX Acidic pKa: 13.74

CX Basic pKa: 7.43

CX LogP: 5.00

CX LogD: 4.68

Aromatic Rings: 4

Heavy Atoms: 38

QED Weighted: 0.28

Np Likeness Score: -0.44

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