3-(2-(4-(6-methoxynaphthalen-2-yl)phenyl)-4-methylmorpholin-2-yloxy)propane-1-thiol hydrobromide

ID: ALA4465470

PubChem CID: 155531255

Max Phase: Preclinical

Molecular Formula: C25H30BrNO3S

Molecular Weight: 423.58

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  Br.COc1ccc2cc(-c3ccc(C4(OCCCS)CN(C)CCO4)cc3)ccc2c1

Standard InChI:  InChI=1S/C25H29NO3S.BrH/c1-26-12-14-29-25(18-26,28-13-3-15-30)23-9-6-19(7-10-23)20-4-5-22-17-24(27-2)11-8-21(22)16-20;/h4-11,16-17,30H,3,12-15,18H2,1-2H3;1H

Standard InChI Key:  OESNOBYZFFCREH-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 31 33  0  0  0  0  0  0  0  0999 V2000
   16.3456  -20.8098    0.0000 Br  0  0  0  0  0  0  0  0  0  0  0  0
   15.8624  -18.4914    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   15.8665  -19.3164    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.5788  -18.9004    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.4457  -19.3164    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.4457  -20.1414    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.1577  -20.5498    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   15.8697  -20.1414    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.1577  -18.8998    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   15.1577  -21.3748    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.2945  -19.3118    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.0064  -18.8964    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.0027  -18.0705    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.2812  -17.6618    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.5722  -18.0796    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.7095  -17.6548    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.4269  -18.0645    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.1382  -17.6482    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.7029  -16.8333    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.1458  -18.0826    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.1417  -17.2576    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.4251  -16.8487    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.4209  -16.0237    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   19.4113  -16.4146    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.1290  -16.8231    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.8395  -16.4059    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.8336  -15.5803    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.1111  -15.1738    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.4036  -15.5932    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.5442  -15.1613    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   22.2624  -15.5674    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
 27 30  1  0
 30 31  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: 423.58

Molecular Weight (Monoisotopic): 423.1868

AlogP: 4.97

#Rotatable Bonds: 7

Polar Surface Area: 30.93

Molecular Species: NEUTRAL

HBA: 5

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 4

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 10.18

CX Basic pKa: 6.45

CX LogP: 5.31

CX LogD: 5.26

Aromatic Rings: 3

Heavy Atoms: 30

QED Weighted: 0.43

Np Likeness Score: 0.07

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