3-(4-methyl-2-(4-(naphthalen-2-yl)phenyl)morpholin-2-yloxy)propan-1-ol hydrobromide

ID: ALA4559092

PubChem CID: 155557929

Max Phase: Preclinical

Molecular Formula: C24H28BrNO3

Molecular Weight: 377.48

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  Br.CN1CCOC(OCCCO)(c2ccc(-c3ccc4ccccc4c3)cc2)C1

Standard InChI:  InChI=1S/C24H27NO3.BrH/c1-25-13-16-28-24(18-25,27-15-4-14-26)23-11-9-20(10-12-23)22-8-7-19-5-2-3-6-21(19)17-22;/h2-3,5-12,17,26H,4,13-16,18H2,1H3;1H

Standard InChI Key:  GYORTFUKIWDPSD-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 29 31  0  0  0  0  0  0  0  0999 V2000
   27.9180  -12.5339    0.0000 Br  0  0  0  0  0  0  0  0  0  0  0  0
   27.6289  -10.2748    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   27.6331  -11.0998    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.3454  -10.6838    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.2122  -11.0998    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.2122  -11.9248    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.9243  -12.3332    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   27.6363  -11.9248    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.9243  -10.6832    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   26.9243  -13.1582    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.0611  -11.0952    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.7730  -10.6799    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.7693   -9.8540    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.0477   -9.4453    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.3387   -9.8631    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.4760   -9.4382    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.1934   -9.8479    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.9047   -9.4316    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.4695   -8.6167    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.9123   -9.8660    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.9082   -9.0410    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.1916   -8.6321    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.1875   -7.8072    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   31.1779   -8.1980    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.8956   -8.6065    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.6060   -8.1893    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.6000   -7.3637    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.8777   -6.9572    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.1701   -7.3766    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  3  2  1  0
  4  3  1  0
  5  6  1  0
  5  9  1  0
  6  7  1  0
  7  8  1  0
  8  3  1  0
  3  9  1  0
  7 10  1  0
  4 11  2  0
 11 12  1  0
 12 13  2  0
 13 14  1  0
 14 15  2  0
 15  4  1  0
 16 17  2  0
 17 18  1  0
 18 25  2  0
 24 19  2  0
 19 16  1  0
 13 16  1  0
  2 20  1  0
 20 21  1  0
 21 22  1  0
 22 23  1  0
 24 25  1  0
 25 26  1  0
 26 27  2  0
 27 28  1  0
 28 29  2  0
 29 24  1  0
M  END

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type: Unknown

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 377.48

Molecular Weight (Monoisotopic): 377.1991

AlogP: 4.02

#Rotatable Bonds: 6

Polar Surface Area: 41.93

Molecular Species: NEUTRAL

HBA: 4

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 4

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 6.45

CX LogP: 4.22

CX LogD: 4.17

Aromatic Rings: 3

Heavy Atoms: 28

QED Weighted: 0.66

Np Likeness Score: 0.26

References

1. Matralis AN, Kourounakis AP..  (2019)  Optimizing the Pharmacological Profile of New Bifunctional Antihyperlipidemic/Antioxidant Morpholine Derivatives.,  10  (1): [PMID:30655954] [10.1021/acsmedchemlett.8b00469]

Source

Source(1):

• Scientific Literature