[2-(2-Hydroxy-3-phenoxy-propylamino)-ethyl]-carbamic acid 1-(4-chloro-phenyl)-1-methyl-ethyl ester; compound with oxalic acid hydrate

ID: ALA3392273

PubChem CID: 118725276

Max Phase: Preclinical

Molecular Formula: C23H29ClN2O8

Molecular Weight: 406.91

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CC(C)(OC(=O)NCCNCC(O)COc1ccccc1)c1ccc(Cl)cc1.O=C(O)C(=O)O

Standard InChI:  InChI=1S/C21H27ClN2O4.C2H2O4/c1-21(2,16-8-10-17(22)11-9-16)28-20(26)24-13-12-23-14-18(25)15-27-19-6-4-3-5-7-19;3-1(4)2(5)6/h3-11,18,23,25H,12-15H2,1-2H3,(H,24,26);(H,3,4)(H,5,6)

Standard InChI Key:  NZBIIVZOTHWYPH-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 34 34  0  0  0  0  0  0  0  0999 V2000
    5.6277   -7.5134    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4527   -7.5134    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8652   -8.2279    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.8652   -6.7989    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.2152   -6.7989    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.2152   -8.2279    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
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   10.0167   -4.4375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.3000   -4.8500    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.0167   -3.6125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.5875   -3.6125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.8750   -4.8500    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   10.7375   -3.2042    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.3042   -3.2042    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8750   -4.4167    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
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    5.7292   -4.4250    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   10.0167   -1.1417    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    2.1542   -4.8292    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3042   -3.6000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.7292   -4.8542    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.2250   -5.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0125   -4.8375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1625   -4.4292    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4417   -4.8417    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1542   -5.6542    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4417   -4.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4417   -6.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7375   -4.8292    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7375   -5.6542    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  9  1  0
  9  7  1  0
 10  8  1  0
 11  7  2  0
 12  7  1  0
 13 10  2  0
 14 10  1  0
 15 18  1  0
 16 19  1  0
 17 27  1  0
 18 17  1  0
 19 14  2  0
 20 13  1  0
 21 29  1  0
 22 16  1  0
 23 15  1  0
 24 17  1  0
 25  8  1  0
 26  8  1  0
 27 21  1  0
 28 12  1  0
 29 28  1  0
 30 23  2  0
 31 23  1  0
 32 30  1  0
 33 31  2  0
 34 33  1  0
 16 20  2  0
 32 34  2  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: 406.91

Molecular Weight (Monoisotopic): 406.1659

AlogP: 3.33

#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: 13.96

CX Basic pKa: 8.79

CX LogP: 3.49

CX LogD: 2.09

Aromatic Rings: 2

Heavy Atoms: 28

QED Weighted: 0.53

Np Likeness Score: -0.68

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