1-[4-(4-Dimethylamino-butoxy)-5-ethyl-2-hydroxy-phenyl]-ethanone hydrochloride

ID: ALA538494

PubChem CID: 45264443

Max Phase: Preclinical

Molecular Formula: C16H26ClNO3

Molecular Weight: 279.38

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CCc1cc(C(C)=O)c(O)cc1OCCCCN(C)C.Cl

Standard InChI:  InChI=1S/C16H25NO3.ClH/c1-5-13-10-14(12(2)18)15(19)11-16(13)20-9-7-6-8-17(3)4;/h10-11,19H,5-9H2,1-4H3;1H

Standard InChI Key:  NPALYYBHTIUKGY-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 21 20  0  0  0  0  0  0  0  0999 V2000
    6.3982    2.6304    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    1.2990   -0.7500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2990    0.7500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -1.5000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    1.5000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2990    0.7500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2990   -0.7500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5973   -1.5031    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5956   -2.7031    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.3383    1.3500    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1873    7.5117    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5973    1.5031    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5972   -1.5031    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6375   -0.9049    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1894    6.0109    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2253    8.1138    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1470    8.1099    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5951    3.0039    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8912    5.2578    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8933    3.7570    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5955   -2.7031    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  2  3  2  0
  2  4  1  0
  3  5  1  0
  5  6  2  0
  4  7  2  0
  6  7  1  0
  2  8  1  0
  8  9  2  0
  3 10  1  0
  6 12  1  0
  7 13  1  0
  8 14  1  0
 11 15  1  0
 11 16  1  0
 11 17  1  0
 12 18  1  0
 15 19  1  0
 18 20  1  0
 19 20  1  0
 13 21  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: 279.38

Molecular Weight (Monoisotopic): 279.1834

AlogP: 2.88

#Rotatable Bonds: 8

Polar Surface Area: 49.77

Molecular Species: BASE

HBA: 4

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 4

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 9.27

CX Basic pKa: 9.95

CX LogP: 2.45

CX LogD: 0.95

Aromatic Rings: 1

Heavy Atoms: 20

QED Weighted: 0.59

Np Likeness Score: -0.14

References

1. Herron DK, Goodson T, Bollinger NG, Swanson-Bean D, Wright IG, Staten GS, Thompson AR, Froelich LL, Jackson WT..  (1992)  Leukotriene B4 receptor antagonists: the LY255283 series of hydroxyacetophenones.,  35  (10): [PMID:1316967] [10.1021/jm00088a018]

Source

Source(1):

• Scientific Literature