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

ID: ALA3392266

PubChem CID: 13030953

Max Phase: Preclinical

Molecular Formula: C14H22N2O8S

Molecular Weight: 288.37

Molecule Type: Small molecule

Names and Identifiers

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

Standard InChI:  InChI=1S/C12H20N2O4S.C2H2O4/c1-19(16,17)14-8-7-13-9-11(15)10-18-12-5-3-2-4-6-12;3-1(4)2(5)6/h2-6,11,13-15H,7-10H2,1H3;(H,3,4)(H,5,6)

Standard InChI Key:  NYNXZPAUZKCWQI-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 25 24  0  0  0  0  0  0  0  0999 V2000
    5.5687   -6.6295    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3937   -6.6295    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8062   -7.3439    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.8062   -5.9150    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.1562   -5.9150    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.1562   -7.3439    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.3013   -3.4160    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   10.0146   -3.8332    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.3013   -2.5902    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.5881   -3.8290    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.5829   -3.4035    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.0146   -3.0031    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0094   -3.4035    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2961   -3.8164    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8748   -3.4160    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4484   -3.4077    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.8697   -3.8081    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0219   -2.5777    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.7226   -3.8207    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1616   -3.8290    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1564   -3.3910    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8697   -4.6340    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4432   -3.8081    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1564   -5.0427    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4432   -4.6340    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 14  1  0
 12  7  1  0
 13 19  1  0
 14 13  1  0
 15 10  1  0
 16 20  1  0
 17 11  1  0
 18 13  1  0
 19 16  1  0
 20 15  1  0
 21 17  1  0
 22 17  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: 288.37

Molecular Weight (Monoisotopic): 288.1144

AlogP: -0.43

#Rotatable Bonds: 9

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: 11.57

CX Basic pKa: 8.32

CX LogP: -0.66

CX LogD: -1.63

Aromatic Rings: 1

Heavy Atoms: 19

QED Weighted: 0.54

Np Likeness Score: -1.13

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