Propane-2-sulfonic acid [2-(2-hydroxy-3-phenoxy-propylamino)-ethyl]-amide; compound with oxalic acid

ID: ALA3392265

PubChem CID: 13030956

Max Phase: Preclinical

Molecular Formula: C16H26N2O8S

Molecular Weight: 316.42

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CC(C)S(=O)(=O)NCCNCC(O)COc1ccccc1.O=C(O)C(=O)O

Standard InChI:  InChI=1S/C14H24N2O4S.C2H2O4/c1-12(2)21(18,19)16-9-8-15-10-13(17)11-20-14-6-4-3-5-7-14;3-1(4)2(5)6/h3-7,12-13,15-17H,8-11H2,1-2H3;(H,3,4)(H,5,6)

Standard InChI Key:  IMGKINHXUCUENM-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 27 26  0  0  0  0  0  0  0  0999 V2000
    4.5964   -7.1893    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4214   -7.1893    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8339   -7.9038    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.8339   -6.4748    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.1839   -6.4748    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.1839   -7.9038    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.9417   -3.4125    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    9.6542   -3.8292    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.9417   -2.5875    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.2292   -3.8250    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    9.6542   -3.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2292   -3.4000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.6542   -3.4000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9417   -3.8125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.5167   -3.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0917   -3.4042    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.5167   -3.8042    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6667   -2.5750    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.3667   -3.8167    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8042   -3.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.3792   -3.4000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.6542   -2.1750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8042   -3.3875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5167   -4.6292    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0917   -3.8042    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8042   -5.0375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0917   -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  2  0
 10  7  1  0
 11  7  1  0
 12 14  1  0
 13 19  1  0
 14 13  1  0
 15 10  1  0
 16 20  1  0
 17 12  1  0
 18 13  1  0
 19 16  1  0
 20 15  1  0
 21 11  1  0
 22 11  1  0
 23 17  1  0
 24 17  2  0
 25 23  2  0
 26 24  1  0
 27 26  2  0
 27 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: 316.42

Molecular Weight (Monoisotopic): 316.1457

AlogP: 0.34

#Rotatable Bonds: 10

Polar Surface Area: 87.66

Molecular Species: NEUTRAL

HBA: 5

HBD: 3

#RO5 Violations: ┄

HBA (Lipinski): 6

HBD (Lipinski): 3

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 11.58

CX Basic pKa: 8.32

CX LogP: 0.42

CX LogD: -0.55

Aromatic Rings: 1

Heavy Atoms: 21

QED Weighted: 0.54

Np Likeness Score: -1.01

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