1-{2-[2-Hydroxy-3-(2-vinyl-phenoxy)-propylamino]-ethyl}-3-phenyl-urea; compound with oxalic acid hydrate

ID: ALA3392259

PubChem CID: 13030930

Max Phase: Preclinical

Molecular Formula: C22H27N3O7

Molecular Weight: 355.44

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  C=Cc1ccccc1OCC(O)CNCCNC(=O)Nc1ccccc1.O=C(O)C(=O)O

Standard InChI:  InChI=1S/C20H25N3O3.C2H2O4/c1-2-16-8-6-7-11-19(16)26-15-18(24)14-21-12-13-22-20(25)23-17-9-4-3-5-10-17;3-1(4)2(5)6/h2-11,18,21,24H,1,12-15H2,(H2,22,23,25);(H,3,4)(H,5,6)

Standard InChI Key:  NGEWNVUGQRCZMF-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 32 32  0  0  0  0  0  0  0  0999 V2000
    5.0679   -7.8080    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8929   -7.8080    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3054   -8.5225    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.3054   -7.0936    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.6554   -7.0936    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.6554   -8.5225    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.2292   -3.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.9417   -3.8292    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.5167   -3.4000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.2292   -2.5875    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.8000   -3.8042    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0875   -3.3875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0875   -2.5625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.5167   -3.8250    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.8042   -2.1500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2292   -3.8125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9417   -3.4000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.6625   -3.4167    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3750   -3.4042    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.9500   -2.5750    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.6542   -3.8167    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8000   -4.6292    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8042   -3.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3792   -3.8042    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0875   -3.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.3667   -3.8375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.6542   -2.6000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3792   -4.6292    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0875   -5.0375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.3667   -2.1875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.0875   -3.4250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.0917   -2.6000    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  1  0
  9 16  1  0
 10  7  2  0
 11  9  1  0
 12 11  1  0
 13 12  1  0
 14  7  1  0
 15 13  2  0
 16 17  1  0
 17 21  1  0
 18  8  1  0
 19 25  1  0
 20 17  1  0
 21 19  1  0
 22 11  2  0
 23 14  1  0
 24 12  2  0
 25 23  1  0
 26 18  2  0
 27 18  1  0
 28 29  2  0
 29 22  1  0
 30 27  2  0
 31 26  1  0
 32 30  1  0
 32 31  2  0
 28 24  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: 355.44

Molecular Weight (Monoisotopic): 355.1896

AlogP: 2.48

#Rotatable Bonds: 10

Polar Surface Area: 82.62

Molecular Species: BASE

HBA: 4

HBD: 4

#RO5 Violations: ┄

HBA (Lipinski): 6

HBD (Lipinski): 4

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 13.46

CX Basic pKa: 8.79

CX LogP: 2.49

CX LogD: 1.09

Aromatic Rings: 2

Heavy Atoms: 26

QED Weighted: 0.49

Np Likeness Score: -0.96

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