3-(4-methyl-2-(4-(naphthalen-2-yl)phenyl)morpholin-2-yloxy)propane-1-thiol hydrobromide

ID: ALA4581613

PubChem CID: 155561193

Max Phase: Preclinical

Molecular Formula: C24H28BrNO2S

Molecular Weight: 393.55

Molecule Type: Unknown

Names and Identifiers

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

Standard InChI:  InChI=1S/C24H27NO2S.BrH/c1-25-13-15-27-24(18-25,26-14-4-16-28)23-11-9-20(10-12-23)22-8-7-19-5-2-3-6-21(19)17-22;/h2-3,5-12,17,28H,4,13-16,18H2,1H3;1H

Standard InChI Key:  PIKMBEIYKKLBTI-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 29 31  0  0  0  0  0  0  0  0999 V2000
   16.1396  -12.2592    0.0000 Br  0  0  0  0  0  0  0  0  0  0  0  0
   15.6127   -9.9335    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   15.6170  -10.7585    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.3293  -10.3424    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.1961  -10.7585    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.1961  -11.5835    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.9080  -11.9919    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   15.6201  -11.5835    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.9080  -10.3419    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   14.9080  -12.8169    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.0450  -10.7539    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.7570  -10.3384    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.7532   -9.5126    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.0316   -9.1038    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.3227   -9.5216    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.4600   -9.0968    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.1774   -9.5065    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.8888   -9.0902    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.4535   -8.2753    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.8962   -9.5246    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.8920   -8.6996    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.1755   -8.2907    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.1713   -7.4657    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   19.1618   -7.8565    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.8795   -8.2651    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.5900   -7.8478    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.5841   -7.0223    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.8616   -6.6157    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.1541   -7.0352    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: 393.55

Molecular Weight (Monoisotopic): 393.1763

AlogP: 4.96

#Rotatable Bonds: 6

Polar Surface Area: 21.70

Molecular Species: NEUTRAL

HBA: 4

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 3

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 10.18

CX Basic pKa: 6.45

CX LogP: 5.47

CX LogD: 5.42

Aromatic Rings: 3

Heavy Atoms: 28

QED Weighted: 0.47

Np Likeness Score: 0.06

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