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

ID: ALA3392272

PubChem CID: 13030872

Max Phase: Preclinical

Molecular Formula: C16H24N2O8

Molecular Weight: 282.34

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  COCC(=O)NCCNCC(O)COc1ccccc1.O=C(O)C(=O)O

Standard InChI:  InChI=1S/C14H22N2O4.C2H2O4/c1-19-11-14(18)16-8-7-15-9-12(17)10-20-13-5-3-2-4-6-13;3-1(4)2(5)6/h2-6,12,15,17H,7-11H2,1H3,(H,16,18);(H,3,4)(H,5,6)

Standard InChI Key:  AGUTVSAKZTYAEB-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 26 25  0  0  0  0  0  0  0  0999 V2000
    5.2152   -6.7473    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0402   -6.7473    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4527   -7.4618    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.4527   -6.0329    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.8027   -6.0329    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.8027   -7.4618    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.5917   -3.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.5917   -2.5875    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.8792   -3.8250    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.8792   -3.3917    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.3042   -3.4000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5917   -3.8125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7292   -3.4042    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.1542   -3.8042    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3042   -2.5667    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.3042   -3.8292    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.0167   -3.4167    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.0167   -3.8167    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1667   -3.4042    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4417   -3.8167    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4417   -3.3875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1542   -4.6292    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.7292   -3.8292    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4417   -5.0375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7417   -3.8042    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7417   -4.6292    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 18  1  0
 12 11  1  0
 13 20  1  0
 14 10  1  0
 15 11  1  0
 16  7  1  0
 17 16  1  0
 18 13  1  0
 19  9  1  0
 20 19  1  0
 21 14  1  0
 22 14  2  0
 23 17  1  0
 24 22  1  0
 25 21  2  0
 26 24  2  0
 26 25  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: 282.34

Molecular Weight (Monoisotopic): 282.1580

AlogP: -0.22

#Rotatable Bonds: 10

Polar Surface Area: 79.82

Molecular Species: BASE

HBA: 5

HBD: 3

#RO5 Violations: ┄

HBA (Lipinski): 6

HBD (Lipinski): 3

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 8.79

CX LogP: -0.33

CX LogD: -1.73

Aromatic Rings: 1

Heavy Atoms: 20

QED Weighted: 0.52

Np Likeness Score: -1.06

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