2-(2-Phenanthrenyl)-4-methylmorpholin-2-ol hydrobromide

ID: ALA3623841

PubChem CID: 122192821

Max Phase: Preclinical

Molecular Formula: C19H20BrNO2

Molecular Weight: 293.37

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  Br.CN1CCOC(O)(c2ccc3c(ccc4ccccc43)c2)C1

Standard InChI:  InChI=1S/C19H19NO2.BrH/c1-20-10-11-22-19(21,13-20)16-8-9-18-15(12-16)7-6-14-4-2-3-5-17(14)18;/h2-9,12,21H,10-11,13H2,1H3;1H

Standard InChI Key:  ZDYMBUYTBQDDHN-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 23 25  0  0  0  0  0  0  0  0999 V2000
    5.5631   -0.4301    0.0000 Br  0  0  0  0  0  0  0  0  0  0  0  0
   -4.7001   -0.8333    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.2980   -0.8616    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.2816   -2.3616    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4277    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1332   -2.2973    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0203    1.1024    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1332    0.6928    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0072   -0.0975    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7198   -2.3128    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7054   -3.5127    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4277   -1.5498    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9744   -3.0973    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8205    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8205   -1.5498    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4558   -2.2973    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7503   -1.5498    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4558    0.6928    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7503    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0631    0.6928    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0631    2.1879    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7503    2.9537    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4558    2.1879    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  9  7  1  0
  8  5  2  0
  5 12  1  0
 14  8  1  0
 12 10  1  0
  6 15  1  0
  2 10  1  0
 10 13  1  0
  9  2  1  0
 10 11  1  0
  4  3  1  0
 12  6  2  0
  4 13  1  0
  3  9  1  0
 14 15  1  0
 15 16  2  0
 16 17  1  0
 17 19  2  0
 18 14  2  0
 18 19  1  0
 19 20  1  0
 20 21  2  0
 21 22  1  0
 22 23  2  0
 23 18  1  0
M  END

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: 293.37

Molecular Weight (Monoisotopic): 293.1416

AlogP: 3.10

#Rotatable Bonds: 1

Polar Surface Area: 32.70

Molecular Species: NEUTRAL

HBA: 3

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 3

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 10.93

CX Basic pKa: 6.45

CX LogP: 3.55

CX LogD: 3.50

Aromatic Rings: 3

Heavy Atoms: 22

QED Weighted: 0.70

Np Likeness Score: 0.18

References

1. Ladopoulou EM, Matralis AN, Nikitakis A, Kourounakis AP..  (2015)  Antihyperlipidemic morpholine derivatives with antioxidant activity: An investigation of the aromatic substitution.,  23  (21): [PMID:26433631] [10.1016/j.bmc.2015.09.034]

Source

Source(1):

• Scientific Literature