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

ID: ALA3392262

PubChem CID: 13030870

Max Phase: Preclinical

Molecular Formula: C15H22N2O8

Molecular Weight: 268.31

Molecule Type: Small molecule

Names and Identifiers

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

Standard InChI:  InChI=1S/C13H20N2O4.C2H2O4/c16-9-13(18)15-7-6-14-8-11(17)10-19-12-4-2-1-3-5-12;3-1(4)2(5)6/h1-5,11,14,16-17H,6-10H2,(H,15,18);(H,3,4)(H,5,6)

Standard InChI Key:  IAMJWFGSQZEQOV-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 25 24  0  0  0  0  0  0  0  0999 V2000
    5.5098   -6.8652    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3348   -6.8652    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7473   -7.5796    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.7473   -6.1507    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.0973   -6.1507    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.0973   -7.5796    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.6095   -3.4238    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.6095   -2.5971    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.8830   -3.8371    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.8726   -3.4070    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.3131   -3.4113    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5866   -3.8246    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7411   -3.4113    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.1587   -3.8204    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3131   -2.5845    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.3235   -3.8371    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.0375   -3.4238    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.0271   -3.8246    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1690   -3.4196    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4551   -3.8329    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4447   -3.3987    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1587   -4.6471    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7307   -3.8204    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4447   -5.0521    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7307   -4.6471    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 21  2  0
 24 22  1  0
 25 24  2  0
 25 23  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: 268.31

Molecular Weight (Monoisotopic): 268.1423

AlogP: -0.88

#Rotatable Bonds: 9

Polar Surface Area: 90.82

Molecular Species: BASE

HBA: 5

HBD: 4

#RO5 Violations: ┄

HBA (Lipinski): 6

HBD (Lipinski): 4

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 13.49

CX Basic pKa: 8.79

CX LogP: -0.97

CX LogD: -2.38

Aromatic Rings: 1

Heavy Atoms: 19

QED Weighted: 0.44

Np Likeness Score: -0.56

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