3-(4-methyl-2-(4-(naphthalen-2-yl)phenyl)morpholin-2-yloxy)propyl nitrate hydrobromide

ID: ALA4470186

PubChem CID: 155534081

Max Phase: Preclinical

Molecular Formula: C24H27BrN2O5

Molecular Weight: 422.48

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  Br.CN1CCOC(OCCCO[N+](=O)[O-])(c2ccc(-c3ccc4ccccc4c3)cc2)C1

Standard InChI:  InChI=1S/C24H26N2O5.BrH/c1-25-13-16-30-24(18-25,29-14-4-15-31-26(27)28)23-11-9-20(10-12-23)22-8-7-19-5-2-3-6-21(19)17-22;/h2-3,5-12,17H,4,13-16,18H2,1H3;1H

Standard InChI Key:  AZPMPBZLJVTHSE-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 32 34  0  0  0  0  0  0  0  0999 V2000
    6.5245   -8.1041    0.0000 Br  0  0  0  0  0  0  0  0  0  0  0  0
    6.3499   -5.8416    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.3540   -6.6666    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.0665   -6.2504    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9332   -6.6666    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9332   -7.4916    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6452   -7.8998    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.3573   -7.4916    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6452   -6.2498    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.6452   -8.7248    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.7821   -6.6619    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.4939   -6.2465    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.4903   -5.4206    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.7687   -5.0119    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.0598   -5.4297    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.1971   -5.0050    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.9145   -5.4146    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.6258   -4.9982    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.1904   -4.1833    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6333   -5.4327    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6292   -4.6077    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9126   -4.1989    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9085   -3.3739    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.8988   -3.7647    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.6165   -4.1731    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.3270   -3.7560    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.3210   -2.9305    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.5986   -2.5238    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.8911   -2.9434    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1920   -2.9650    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.4779   -3.3789    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.1860   -2.1378    0.0000 O   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
 23 30  1  0
 30 31  2  0
 30 32  1  0
M  CHG  2  30   1  32  -1
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: 422.48

Molecular Weight (Monoisotopic): 422.1842

AlogP: 4.24

#Rotatable Bonds: 8

Polar Surface Area: 74.07

Molecular Species: NEUTRAL

HBA: 6

HBD: ┄

#RO5 Violations: ┄

HBA (Lipinski): 7

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 6.45

CX LogP: 4.91

CX LogD: 4.87

Aromatic Rings: 3

Heavy Atoms: 31

QED Weighted: 0.31

Np Likeness Score: -0.13

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