N-[6-(2-Hydroxy-3-phenoxy-propylamino)-hexyl]-acetamide; compound with oxalic acid

ID: ALA3392276

PubChem CID: 13030905

Max Phase: Preclinical

Molecular Formula: C19H30N2O7

Molecular Weight: 308.42

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CC(=O)NCCCCCCNCC(O)COc1ccccc1.O=C(O)C(=O)O

Standard InChI:  InChI=1S/C17H28N2O3.C2H2O4/c1-15(20)19-12-8-3-2-7-11-18-13-16(21)14-22-17-9-5-4-6-10-17;3-1(4)2(5)6/h4-6,9-10,16,18,21H,2-3,7-8,11-14H2,1H3,(H,19,20);(H,3,4)(H,5,6)

Standard InChI Key:  XTFOSDBISXRSEC-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 28 27  0  0  0  0  0  0  0  0999 V2000
    4.0955   -6.3643    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9205   -6.3643    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3330   -7.0788    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.3330   -5.6498    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.6830   -5.6498    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.6830   -7.0788    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.7322   -3.4150    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.7322   -2.5904    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.0118   -3.8273    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.1614   -3.3900    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.5899   -3.3983    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8736   -3.8106    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0142   -3.4025    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.4410   -3.8023    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5899   -2.5654    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.3021   -3.8148    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.4444   -3.8356    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.2996   -3.4150    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7264   -3.8148    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4410   -4.6269    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7288   -3.3858    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.5875   -3.8273    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4468   -3.4025    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1590   -3.8231    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8753   -3.4108    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7288   -5.0350    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0250   -3.8023    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0250   -4.6269    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  2  4  2  0
  1  5  2  0
  1  6  1  0
  8  7  2  0
  9  7  1  0
 10 12  1  0
 11 16  1  0
 12 11  1  0
 13 19  1  0
 14 10  1  0
 15 11  1  0
 16 13  1  0
 17  7  1  0
 18  9  1  0
 19 23  1  0
 20 14  2  0
 21 14  1  0
 22 18  1  0
 23 24  1  0
 24 25  1  0
 25 22  1  0
 26 20  1  0
 27 21  2  0
 28 27  1  0
 26 28  2  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: 308.42

Molecular Weight (Monoisotopic): 308.2100

AlogP: 1.71

#Rotatable Bonds: 12

Polar Surface Area: 70.59

Molecular Species: BASE

HBA: 4

HBD: 3

#RO5 Violations: ┄

HBA (Lipinski): 5

HBD (Lipinski): 3

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 9.76

CX LogP: 1.31

CX LogD: -1.00

Aromatic Rings: 1

Heavy Atoms: 22

QED Weighted: 0.51

Np Likeness Score: -0.53

References

1. Lare MS, Smith LH..  (1982)  Beta-adrenergic blocking agents. 22. 1-Phenoxy-3-[[(substituted-amido) alkyl]amino]-2-propanols.,  25  (11): [PMID:6128420] [10.1021/jm00353a004]

Source

Source(1):

• Scientific Literature