NP-MRD: Showing NP-Card for alprenolol (NP0040670)

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Record Information

Version

1.0

Created at

2021-06-20 22:46:12 UTC

Updated at

2021-06-30 00:14:43 UTC

NP-MRD ID

NP0040670

Secondary Accession Numbers

None

Natural Product Identification

Common Name

alprenolol

Provided By

JEOL Database JEOL Logo

Description

Alprenolol hydrochloride, (R)- belongs to the class of organic compounds known as phenol ethers. These are aromatic compounds containing an ether group substituted with a benzene ring. It was first documented in 2013 (PMID: 23131609). Based on a literature review a significant number of articles have been published on Alprenolol hydrochloride, (R)- (PMID: 31374422) (PMID: 28412606) (PMID: 25047821) (PMID: 24798241).

Structure

MOL 3D MOL SDF 3D SDF PDB SMILES InChI


  Mrv1652306212100463D          

 43 42  0  0  0  0            999 V2000
   -3.4658   -2.6891   -2.1012 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1255   -1.8769   -1.2642 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5460   -0.4731   -1.6035 C   0  0  1  0  0  0  0  0  0  0  0  0
   -4.2162    0.5266   -0.5190 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2453    1.0402    0.2861 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9689    1.9661    1.2944 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6599    2.3852    1.5198 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6244    1.8819    0.7352 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9073    0.9719   -0.2863 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8812    0.4336   -1.0149 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3455    1.3843   -1.9505 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.3595    0.6413   -2.8683 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.0665   -0.2696   -3.7345 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.6433   -0.2116   -2.0689 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.0652   -1.4521   -1.5955 N   0  3  1  0  0  4  0  0  0  0  0  0
    0.7542   -2.5066   -0.9373 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.1843   -2.0348    0.4455 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0862   -3.7740   -0.8484 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2900   -2.9007    0.5428 Cl  0  5  0  0  0 15  0  0  0  0  0  0
   -3.1941   -2.3754   -3.1046 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2402   -3.7119   -1.8125 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4245   -2.2532   -0.2866 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0937   -0.1381   -2.5455 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6292   -0.4773   -1.7800 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2757    0.7218    0.1361 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7777    2.3551    1.9098 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4492    3.0969    2.3149 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6054    2.1959    0.9391 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1550    1.8187   -2.5501 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8133    2.1762   -1.4109 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1750    1.3612   -3.4970 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6556    0.2630   -4.3062 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4514   -0.5570   -2.7216 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0513    0.3195   -1.2049 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8658   -1.1652   -1.0012 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5367   -1.8170   -2.4424 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6258   -2.6864   -1.5759 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8415   -1.1619    0.3843 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3214   -1.7665    1.0651 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7390   -2.8234    0.9651 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4904   -4.5875   -0.3954 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4032   -4.1061   -1.8429 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9835   -3.6190   -0.2394 H   0  0  0  0  0  0  0  0  0  0  0  0
 11 12  1  0  0  0  0
  8  9  1  0  0  0  0
 12 14  1  0  0  0  0
  9  4  2  0  0  0  0
 14 15  1  0  0  0  0
  5  4  1  0  0  0  0
 15 16  1  0  0  0  0
 16 17  1  0  0  0  0
  6  7  1  0  0  0  0
 16 18  1  0  0  0  0
 12 13  1  0  0  0  0
  9 10  1  0  0  0  0
  4  3  1  0  0  0  0
  7  8  2  0  0  0  0
  3  2  1  0  0  0  0
 10 11  1  0  0  0  0
  2  1  2  3  0  0  0
  5  6  2  0  0  0  0
  6 26  1  0  0  0  0
  7 27  1  0  0  0  0
  8 28  1  0  0  0  0
  5 25  1  0  0  0  0
 11 29  1  0  0  0  0
 11 30  1  0  0  0  0
 12 31  1  6  0  0  0
 14 33  1  0  0  0  0
 14 34  1  0  0  0  0
 15 35  1  0  0  0  0
 15 36  1  0  0  0  0
 16 37  1  6  0  0  0
 17 38  1  0  0  0  0
 17 39  1  0  0  0  0
 17 40  1  0  0  0  0
 18 41  1  0  0  0  0
 18 42  1  0  0  0  0
 18 43  1  0  0  0  0
 13 32  1  0  0  0  0
  3 23  1  0  0  0  0
  3 24  1  0  0  0  0
  2 22  1  0  0  0  0
  1 20  1  0  0  0  0
  1 21  1  0  0  0  0
M  CHG  2  15   1  19  -1
M  END

     RDKit          3D

 43 42  0  0  0  0  0  0  0  0999 V2000
   -3.4658   -2.6891   -2.1012 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1255   -1.8769   -1.2642 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5460   -0.4731   -1.6035 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2162    0.5266   -0.5190 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2453    1.0402    0.2861 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9689    1.9661    1.2944 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6599    2.3852    1.5198 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6244    1.8819    0.7352 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9073    0.9719   -0.2863 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8812    0.4336   -1.0149 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3455    1.3843   -1.9505 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3595    0.6413   -2.8683 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.0665   -0.2696   -3.7345 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.6433   -0.2116   -2.0689 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0652   -1.4521   -1.5955 N   0  0  0  0  0  4  0  0  0  0  0  0
    0.7542   -2.5066   -0.9373 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.1843   -2.0348    0.4455 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0862   -3.7740   -0.8484 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2900   -2.9007    0.5428 Cl  0  0  0  0  0 15  0  0  0  0  0  0
   -3.1941   -2.3754   -3.1046 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2402   -3.7119   -1.8125 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4245   -2.2532   -0.2866 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0937   -0.1381   -2.5455 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6292   -0.4773   -1.7800 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2757    0.7218    0.1361 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7777    2.3551    1.9098 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4492    3.0969    2.3149 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6054    2.1959    0.9391 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1550    1.8187   -2.5501 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8133    2.1762   -1.4109 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1750    1.3612   -3.4970 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6556    0.2630   -4.3062 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4514   -0.5570   -2.7216 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0513    0.3195   -1.2049 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8658   -1.1652   -1.0012 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5367   -1.8170   -2.4424 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6258   -2.6864   -1.5759 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8415   -1.1619    0.3843 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3214   -1.7665    1.0651 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7390   -2.8234    0.9651 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4904   -4.5875   -0.3954 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4032   -4.1061   -1.8429 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9835   -3.6190   -0.2394 H   0  0  0  0  0  0  0  0  0  0  0  0
 11 12  1  0
  8  9  1  0
 12 14  1  0
  9  4  2  0
 14 15  1  0
  5  4  1  0
 15 16  1  0
 16 17  1  0
  6  7  1  0
 16 18  1  0
 12 13  1  0
  9 10  1  0
  4  3  1  0
  7  8  2  0
  3  2  1  0
 10 11  1  0
  2  1  2  3
  5  6  2  0
  6 26  1  0
  7 27  1  0
  8 28  1  0
  5 25  1  0
 11 29  1  0
 11 30  1  0
 12 31  1  6
 14 33  1  0
 14 34  1  0
 15 35  1  0
 15 36  1  0
 16 37  1  6
 17 38  1  0
 17 39  1  0
 17 40  1  0
 18 41  1  0
 18 42  1  0
 18 43  1  0
 13 32  1  0
  3 23  1  0
  3 24  1  0
  2 22  1  0
  1 20  1  0
  1 21  1  0
M  CHG  2  15   1  19  -1
M  END


  Mrv1652306212100463D          

 43 42  0  0  0  0            999 V2000
   -3.4658   -2.6891   -2.1012 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1255   -1.8769   -1.2642 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5460   -0.4731   -1.6035 C   0  0  1  0  0  0  0  0  0  0  0  0
   -4.2162    0.5266   -0.5190 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2453    1.0402    0.2861 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9689    1.9661    1.2944 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6599    2.3852    1.5198 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6244    1.8819    0.7352 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9073    0.9719   -0.2863 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8812    0.4336   -1.0149 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3455    1.3843   -1.9505 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.3595    0.6413   -2.8683 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.0665   -0.2696   -3.7345 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.6433   -0.2116   -2.0689 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.0652   -1.4521   -1.5955 N   0  3  1  0  0  4  0  0  0  0  0  0
    0.7542   -2.5066   -0.9373 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.1843   -2.0348    0.4455 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0862   -3.7740   -0.8484 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2900   -2.9007    0.5428 Cl  0  5  0  0  0 15  0  0  0  0  0  0
   -3.1941   -2.3754   -3.1046 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2402   -3.7119   -1.8125 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4245   -2.2532   -0.2866 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0937   -0.1381   -2.5455 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6292   -0.4773   -1.7800 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2757    0.7218    0.1361 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7777    2.3551    1.9098 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4492    3.0969    2.3149 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6054    2.1959    0.9391 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1550    1.8187   -2.5501 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8133    2.1762   -1.4109 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1750    1.3612   -3.4970 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6556    0.2630   -4.3062 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4514   -0.5570   -2.7216 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0513    0.3195   -1.2049 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8658   -1.1652   -1.0012 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5367   -1.8170   -2.4424 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6258   -2.6864   -1.5759 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8415   -1.1619    0.3843 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3214   -1.7665    1.0651 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7390   -2.8234    0.9651 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4904   -4.5875   -0.3954 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4032   -4.1061   -1.8429 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9835   -3.6190   -0.2394 H   0  0  0  0  0  0  0  0  0  0  0  0
 11 12  1  0  0  0  0
  8  9  1  0  0  0  0
 12 14  1  0  0  0  0
  9  4  2  0  0  0  0
 14 15  1  0  0  0  0
  5  4  1  0  0  0  0
 15 16  1  0  0  0  0
 16 17  1  0  0  0  0
  6  7  1  0  0  0  0
 16 18  1  0  0  0  0
 12 13  1  0  0  0  0
  9 10  1  0  0  0  0
  4  3  1  0  0  0  0
  7  8  2  0  0  0  0
  3  2  1  0  0  0  0
 10 11  1  0  0  0  0
  2  1  2  3  0  0  0
  5  6  2  0  0  0  0
  6 26  1  0  0  0  0
  7 27  1  0  0  0  0
  8 28  1  0  0  0  0
  5 25  1  0  0  0  0
 11 29  1  0  0  0  0
 11 30  1  0  0  0  0
 12 31  1  6  0  0  0
 14 33  1  0  0  0  0
 14 34  1  0  0  0  0
 15 35  1  0  0  0  0
 15 36  1  0  0  0  0
 16 37  1  6  0  0  0
 17 38  1  0  0  0  0
 17 39  1  0  0  0  0
 17 40  1  0  0  0  0
 18 41  1  0  0  0  0
 18 42  1  0  0  0  0
 18 43  1  0  0  0  0
 13 32  1  0  0  0  0
  3 23  1  0  0  0  0
  3 24  1  0  0  0  0
  2 22  1  0  0  0  0
  1 20  1  0  0  0  0
  1 21  1  0  0  0  0
M  CHG  2  15   1  19  -1
M  END
> <DATABASE_ID>
NP0040670

> <DATABASE_NAME>
NP-MRD

> <SMILES>
[Cl-].[H]O[C@@]([H])(C([H])([H])OC1=C(C([H])=C([H])C([H])=C1[H])C([H])([H])C([H])=C([H])[H])C([H])([H])[N+]([H])([H])C([H])(C([H])([H])[H])C([H])([H])[H]

> <INCHI_IDENTIFIER>
InChI=1S/C15H23NO2.ClH/c1-4-7-13-8-5-6-9-15(13)18-11-14(17)10-16-12(2)3;/h4-6,8-9,12,14,16-17H,1,7,10-11H2,2-3H3;1H/t14-;/m1./s1

> <INCHI_KEY>
RRCPAXJDDNWJBI-PFEQFJNWSA-N

> <FORMULA>
C15H24ClNO2

> <MOLECULAR_WEIGHT>
285.81

> <EXACT_MASS>
285.1495567

> <JCHEM_ACCEPTOR_COUNT>
2

> <JCHEM_ATOM_COUNT>
43

> <JCHEM_AVERAGE_POLARIZABILITY>
28.935060883712815

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
[(2R)-2-hydroxy-3-[2-(prop-2-en-1-yl)phenoxy]propyl](propan-2-yl)azanium chloride

> <ALOGPS_LOGP>
-0.37

> <JCHEM_LOGP>
2.6927899056666664

> <ALOGPS_LOGS>
-5.02

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
1

> <JCHEM_PHYSIOLOGICAL_CHARGE>
1

> <JCHEM_PKA_STRONGEST_ACIDIC>
14.087952044634939

> <JCHEM_PKA_STRONGEST_BASIC>
9.666166510504235

> <JCHEM_POLAR_SURFACE_AREA>
46.07

> <JCHEM_REFRACTIVITY>
86.07770000000002

> <JCHEM_ROTATABLE_BOND_COUNT>
8

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
2.75e-03 g/l

> <JCHEM_TRADITIONAL_IUPAC>
[(2R)-2-hydroxy-3-[2-(prop-2-en-1-yl)phenoxy]propyl](isopropyl)azanium chloride

> <JCHEM_VEBER_RULE>
0

$$$$

     RDKit          3D

 43 42  0  0  0  0  0  0  0  0999 V2000
   -3.4658   -2.6891   -2.1012 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1255   -1.8769   -1.2642 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5460   -0.4731   -1.6035 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2162    0.5266   -0.5190 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2453    1.0402    0.2861 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9689    1.9661    1.2944 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6599    2.3852    1.5198 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6244    1.8819    0.7352 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9073    0.9719   -0.2863 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8812    0.4336   -1.0149 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3455    1.3843   -1.9505 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3595    0.6413   -2.8683 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.0665   -0.2696   -3.7345 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.6433   -0.2116   -2.0689 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0652   -1.4521   -1.5955 N   0  0  0  0  0  4  0  0  0  0  0  0
    0.7542   -2.5066   -0.9373 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.1843   -2.0348    0.4455 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0862   -3.7740   -0.8484 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2900   -2.9007    0.5428 Cl  0  0  0  0  0 15  0  0  0  0  0  0
   -3.1941   -2.3754   -3.1046 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2402   -3.7119   -1.8125 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4245   -2.2532   -0.2866 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0937   -0.1381   -2.5455 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6292   -0.4773   -1.7800 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2757    0.7218    0.1361 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7777    2.3551    1.9098 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4492    3.0969    2.3149 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6054    2.1959    0.9391 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1550    1.8187   -2.5501 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8133    2.1762   -1.4109 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1750    1.3612   -3.4970 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6556    0.2630   -4.3062 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4514   -0.5570   -2.7216 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0513    0.3195   -1.2049 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8658   -1.1652   -1.0012 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5367   -1.8170   -2.4424 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6258   -2.6864   -1.5759 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8415   -1.1619    0.3843 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3214   -1.7665    1.0651 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7390   -2.8234    0.9651 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4904   -4.5875   -0.3954 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4032   -4.1061   -1.8429 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9835   -3.6190   -0.2394 H   0  0  0  0  0  0  0  0  0  0  0  0
 11 12  1  0
  8  9  1  0
 12 14  1  0
  9  4  2  0
 14 15  1  0
  5  4  1  0
 15 16  1  0
 16 17  1  0
  6  7  1  0
 16 18  1  0
 12 13  1  0
  9 10  1  0
  4  3  1  0
  7  8  2  0
  3  2  1  0
 10 11  1  0
  2  1  2  3
  5  6  2  0
  6 26  1  0
  7 27  1  0
  8 28  1  0
  5 25  1  0
 11 29  1  0
 11 30  1  0
 12 31  1  6
 14 33  1  0
 14 34  1  0
 15 35  1  0
 15 36  1  0
 16 37  1  6
 17 38  1  0
 17 39  1  0
 17 40  1  0
 18 41  1  0
 18 42  1  0
 18 43  1  0
 13 32  1  0
  3 23  1  0
  3 24  1  0
  2 22  1  0
  1 20  1  0
  1 21  1  0
M  CHG  2  15   1  19  -1
M  END

HEADER    PROTEIN                                 21-JUN-21   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   21-JUN-21         0                                  
HETATM    1  C   UNK     0      -3.466  -2.689  -2.101  0.00  0.00           C+0
HETATM    2  C   UNK     0      -4.125  -1.877  -1.264  0.00  0.00           C+0
HETATM    3  C   UNK     0      -4.546  -0.473  -1.603  0.00  0.00           C+0
HETATM    4  C   UNK     0      -4.216   0.527  -0.519  0.00  0.00           C+0
HETATM    5  C   UNK     0      -5.245   1.040   0.286  0.00  0.00           C+0
HETATM    6  C   UNK     0      -4.969   1.966   1.294  0.00  0.00           C+0
HETATM    7  C   UNK     0      -3.660   2.385   1.520  0.00  0.00           C+0
HETATM    8  C   UNK     0      -2.624   1.882   0.735  0.00  0.00           C+0
HETATM    9  C   UNK     0      -2.907   0.972  -0.286  0.00  0.00           C+0
HETATM   10  O   UNK     0      -1.881   0.434  -1.015  0.00  0.00           O+0
HETATM   11  C   UNK     0      -1.345   1.384  -1.950  0.00  0.00           C+0
HETATM   12  C   UNK     0      -0.360   0.641  -2.868  0.00  0.00           C+0
HETATM   13  O   UNK     0      -1.067  -0.270  -3.735  0.00  0.00           O+0
HETATM   14  C   UNK     0       0.643  -0.212  -2.069  0.00  0.00           C+0
HETATM   15  N   UNK     0      -0.065  -1.452  -1.595  0.00  0.00           N+1
HETATM   16  C   UNK     0       0.754  -2.507  -0.937  0.00  0.00           C+0
HETATM   17  C   UNK     0       1.184  -2.035   0.446  0.00  0.00           C+0
HETATM   18  C   UNK     0      -0.086  -3.774  -0.848  0.00  0.00           C+0
HETATM   19 Cl   UNK     0      -2.290  -2.901   0.543  0.00  0.00          Cl-1
HETATM   20  H   UNK     0      -3.194  -2.375  -3.105  0.00  0.00           H+0
HETATM   21  H   UNK     0      -3.240  -3.712  -1.813  0.00  0.00           H+0
HETATM   22  H   UNK     0      -4.425  -2.253  -0.287  0.00  0.00           H+0
HETATM   23  H   UNK     0      -4.094  -0.138  -2.546  0.00  0.00           H+0
HETATM   24  H   UNK     0      -5.629  -0.477  -1.780  0.00  0.00           H+0
HETATM   25  H   UNK     0      -6.276   0.722   0.136  0.00  0.00           H+0
HETATM   26  H   UNK     0      -5.778   2.355   1.910  0.00  0.00           H+0
HETATM   27  H   UNK     0      -3.449   3.097   2.315  0.00  0.00           H+0
HETATM   28  H   UNK     0      -1.605   2.196   0.939  0.00  0.00           H+0
HETATM   29  H   UNK     0      -2.155   1.819  -2.550  0.00  0.00           H+0
HETATM   30  H   UNK     0      -0.813   2.176  -1.411  0.00  0.00           H+0
HETATM   31  H   UNK     0       0.175   1.361  -3.497  0.00  0.00           H+0
HETATM   32  H   UNK     0      -1.656   0.263  -4.306  0.00  0.00           H+0
HETATM   33  H   UNK     0       1.451  -0.557  -2.722  0.00  0.00           H+0
HETATM   34  H   UNK     0       1.051   0.320  -1.205  0.00  0.00           H+0
HETATM   35  H   UNK     0      -0.866  -1.165  -1.001  0.00  0.00           H+0
HETATM   36  H   UNK     0      -0.537  -1.817  -2.442  0.00  0.00           H+0
HETATM   37  H   UNK     0       1.626  -2.686  -1.576  0.00  0.00           H+0
HETATM   38  H   UNK     0       1.841  -1.162   0.384  0.00  0.00           H+0
HETATM   39  H   UNK     0       0.321  -1.767   1.065  0.00  0.00           H+0
HETATM   40  H   UNK     0       1.739  -2.823   0.965  0.00  0.00           H+0
HETATM   41  H   UNK     0       0.490  -4.588  -0.395  0.00  0.00           H+0
HETATM   42  H   UNK     0      -0.403  -4.106  -1.843  0.00  0.00           H+0
HETATM   43  H   UNK     0      -0.984  -3.619  -0.239  0.00  0.00           H+0
CONECT    1    2   20   21                                                  
CONECT    2    3    1   22                                                  
CONECT    3    4    2   23   24                                             
CONECT    4    9    5    3                                                  
CONECT    5    4    6   25                                                  
CONECT    6    7    5   26                                                  
CONECT    7    6    8   27                                                  
CONECT    8    9    7   28                                                  
CONECT    9    8    4   10                                                  
CONECT   10    9   11                                                       
CONECT   11   12   10   29   30                                             
CONECT   12   11   14   13   31                                             
CONECT   13   12   32                                                       
CONECT   14   12   15   33   34                                             
CONECT   15   14   16   35   36                                             
CONECT   16   15   17   18   37                                             
CONECT   17   16   38   39   40                                             
CONECT   18   16   41   42   43                                             
CONECT   20    1                                                            
CONECT   21    1                                                            
CONECT   22    2                                                            
CONECT   23    3                                                            
CONECT   24    3                                                            
CONECT   25    5                                                            
CONECT   26    6                                                            
CONECT   27    7                                                            
CONECT   28    8                                                            
CONECT   29   11                                                            
CONECT   30   11                                                            
CONECT   31   12                                                            
CONECT   32   13                                                            
CONECT   33   14                                                            
CONECT   34   14                                                            
CONECT   35   15                                                            
CONECT   36   15                                                            
CONECT   37   16                                                            
CONECT   38   17                                                            
CONECT   39   17                                                            
CONECT   40   17                                                            
CONECT   41   18                                                            
CONECT   42   18                                                            
CONECT   43   18                                                            
MASTER        0    0    0    0    0    0    0    0   43    0   84    0
END

RDKit          3D

43 42  0  0  0  0  0  0  0  0999 V2000
   -3.4658   -2.6891   -2.1012 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1255   -1.8769   -1.2642 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5460   -0.4731   -1.6035 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2162    0.5266   -0.5190 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2453    1.0402    0.2861 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9689    1.9661    1.2944 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6599    2.3852    1.5198 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6244    1.8819    0.7352 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9073    0.9719   -0.2863 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8812    0.4336   -1.0149 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3455    1.3843   -1.9505 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3595    0.6413   -2.8683 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.0665   -0.2696   -3.7345 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.6433   -0.2116   -2.0689 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0652   -1.4521   -1.5955 N   0  0  0  0  0  4  0  0  0  0  0  0
    0.7542   -2.5066   -0.9373 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.1843   -2.0348    0.4455 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0862   -3.7740   -0.8484 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2900   -2.9007    0.5428 Cl  0  0  0  0  0 15  0  0  0  0  0  0
   -3.1941   -2.3754   -3.1046 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2402   -3.7119   -1.8125 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4245   -2.2532   -0.2866 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0937   -0.1381   -2.5455 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6292   -0.4773   -1.7800 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2757    0.7218    0.1361 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7777    2.3551    1.9098 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4492    3.0969    2.3149 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6054    2.1959    0.9391 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1550    1.8187   -2.5501 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8133    2.1762   -1.4109 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1750    1.3612   -3.4970 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6556    0.2630   -4.3062 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4514   -0.5570   -2.7216 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0513    0.3195   -1.2049 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8658   -1.1652   -1.0012 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5367   -1.8170   -2.4424 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6258   -2.6864   -1.5759 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8415   -1.1619    0.3843 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3214   -1.7665    1.0651 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7390   -2.8234    0.9651 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4904   -4.5875   -0.3954 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4032   -4.1061   -1.8429 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9835   -3.6190   -0.2394 H   0  0  0  0  0  0  0  0  0  0  0  0
 11 12  1  0
  8  9  1  0
 12 14  1  0
  9  4  2  0
 14 15  1  0
  5  4  1  0
 15 16  1  0
 16 17  1  0
  6  7  1  0
 16 18  1  0
 12 13  1  0
  9 10  1  0
  4  3  1  0
  7  8  2  0
  3  2  1  0
 10 11  1  0
  2  1  2  3
  5  6  2  0
  6 26  1  0
  7 27  1  0
  8 28  1  0
  5 25  1  0
 11 29  1  0
 11 30  1  0
 12 31  1  6
 14 33  1  0
 14 34  1  0
 15 35  1  0
 15 36  1  0
 16 37  1  6
 17 38  1  0
 17 39  1  0
 17 40  1  0
 18 41  1  0
 18 42  1  0
 18 43  1  0
 13 32  1  0
  3 23  1  0
  3 24  1  0
  2 22  1  0
  1 20  1  0
  1 21  1  0
M  CHG  2  15   1  19  -1
M  END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₁₅H₂₄ClNO₂

Average Mass

285.8100 Da

Monoisotopic Mass

285.14956 Da

IUPAC Name

[(2R)-2-hydroxy-3-[2-(prop-2-en-1-yl)phenoxy]propyl](propan-2-yl)azanium chloride

Traditional Name

[(2R)-2-hydroxy-3-[2-(prop-2-en-1-yl)phenoxy]propyl](isopropyl)azanium chloride

CAS Registry Number

Not Available

SMILES

[Cl-].[H]O[C@@]([H])(C([H])([H])OC1=C(C([H])=C([H])C([H])=C1[H])C([H])([H])C([H])=C([H])[H])C([H])([H])[N+]([H])([H])C([H])(C([H])([H])[H])C([H])([H])[H]

InChI Identifier

InChI=1S/C15H23NO2.ClH/c1-4-7-13-8-5-6-9-15(13)18-11-14(17)10-16-12(2)3;/h4-6,8-9,12,14,16-17H,1,7,10-11H2,2-3H3;1H/t14-;/m1./s1

InChI Key

RRCPAXJDDNWJBI-PFEQFJNWSA-N

Experimental Spectra

Spectrum Type	Description	Depositor Email	Depositor Organization	Depositor	Deposition Date	View
1D NMR	¹³C NMR Spectrum (1D, 400 MHz, DMSO-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, DMSO-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 100 MHz, DMSO-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 100 MHz, DMSO-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 200 MHz, DMSO-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 200 MHz, DMSO-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 300 MHz, DMSO-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 300 MHz, DMSO-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 500 MHz, DMSO-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, DMSO-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 600 MHz, DMSO-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, DMSO-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 700 MHz, DMSO-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 700 MHz, DMSO-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 800 MHz, DMSO-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 800 MHz, DMSO-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 900 MHz, DMSO-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 900 MHz, DMSO-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 1000 MHz, DMSO-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 1000 MHz, DMSO-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum

Predicted Spectra

Not Available

Chemical Shift Submissions

Not Available

Species

Species of Origin

Not Available

Chemical Taxonomy

Classification

Not classified

Physical Properties

State

Not Available

Experimental Properties

Property	Value	Reference
Melting Point	Not Available	Not Available
Boiling Point	Not Available	Not Available
Water Solubility	Not Available	Not Available
LogP	Not Available	Not Available

Predicted Properties

Property	Value	Source
logP	-0.37	ALOGPS
logP	2.69	ChemAxon
logS	-5	ALOGPS
pKa (Strongest Acidic)	14.09	ChemAxon
pKa (Strongest Basic)	9.67	ChemAxon
Physiological Charge	1	ChemAxon
Hydrogen Acceptor Count	2	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	46.07 Å²	ChemAxon
Rotatable Bond Count	8	ChemAxon
Refractivity	86.08 m³·mol⁻¹	ChemAxon
Polarizability	28.94 Å³	ChemAxon
Number of Rings	1	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	Yes	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

External Links

HMDB ID

Not Available

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FoodDB ID

Not Available

KNApSAcK ID

Not Available

Chemspider ID

176435

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

203684

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Goncalves R, Ribeiro C, Cravo S, Cunha SC, Pereira JA, Fernandes JO, Afonso C, Tiritan ME: Multi-residue method for enantioseparation of psychoactive substances and beta blockers by gas chromatography-mass spectrometry. J Chromatogr B Analyt Technol Biomed Life Sci. 2019 Sep 1;1125:121731. doi: 10.1016/j.jchromb.2019.121731. Epub 2019 Jul 24. [PubMed:31374422 ]
Goncalves VMF, Rodrigues P, Ribeiro C, Tiritan ME: Quantification of alprenolol and propranolol in human plasma using a two-dimensional liquid chromatography (2D-LC). J Pharm Biomed Anal. 2017 Jul 15;141:1-8. doi: 10.1016/j.jpba.2017.03.064. Epub 2017 Apr 2. [PubMed:28412606 ]
Ribeiro AR, Santos LH, Maia AS, Delerue-Matos C, Castro PM, Tiritan ME: Enantiomeric fraction evaluation of pharmaceuticals in environmental matrices by liquid chromatography-tandem mass spectrometry. J Chromatogr A. 2014 Oct 10;1363:226-35. doi: 10.1016/j.chroma.2014.06.099. Epub 2014 Jul 8. [PubMed:25047821 ]
Ma Y, Zhang H, Rahman ZU, Wang W, Li X, Chen H, Chen X: Sensitive enantioanalysis of beta-blockers via field-amplified sample injection combined with water removal in microemulsion electrokinetic chromatography. Electrophoresis. 2014 Oct;35(19):2772-7. doi: 10.1002/elps.201400008. Epub 2014 Jun 20. [PubMed:24798241 ]
Ribeiro AR, Afonso CM, Castro PM, Tiritan ME: Enantioselective biodegradation of pharmaceuticals, alprenolol and propranolol, by an activated sludge inoculum. Ecotoxicol Environ Saf. 2013 Jan;87:108-14. doi: 10.1016/j.ecoenv.2012.10.009. Epub 2012 Nov 3. [PubMed:23131609 ]
Zielinska-Pisklak, M. A., et al. (2011). Zielinska-Pisklak, M. A., et al, Magn. Reson. Chem. 49, 284 (2011). Mag. Reson. Chem..

Showing NP-Card for alprenolol (NP0040670)

MOL for NP0040670 (alprenolol)

3D MOL for NP0040670 (alprenolol)

3D SDF for NP0040670 (alprenolol)

3D-SDF for NP0040670 (alprenolol)

PDB for NP0040670 (alprenolol)

3D PDB for NP0040670 (alprenolol)

SMILES for NP0040670 (alprenolol)

INCHI for NP0040670 (alprenolol)

Structure for NP0040670 (alprenolol)

3D Structure for NP0040670 (alprenolol)