NP-MRD: Showing NP-Card for pindolol (NP0040669)

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Record Information

Version

2.0

Created at

2021-06-20 22:46:09 UTC

Updated at

2021-06-30 00:14:42 UTC

NP-MRD ID

NP0040669

Secondary Accession Numbers

None

Natural Product Identification

Common Name

pindolol

Provided By

JEOL Database JEOL Logo

Description

pindolol was first documented in 2020 (PMID: 32888198). Based on a literature review a small amount of articles have been published on (S)-(-)-pindolol (PMID: 32869436) (PMID: 32789919) (PMID: 32649976) (PMID: 32595506).

Structure

MOL 3D MOL SDF 3D SDF PDB SMILES InChI


  Mrv1652306212100463D          

 38 39  0  0  0  0            999 V2000
    0.9986   -2.3003   -4.2881 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3200   -2.3469   -3.5187 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.4870   -2.4749   -4.4999 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5471   -1.1408   -2.7107 N   0  0  2  0  0  0  0  0  0  0  0  0
    1.6450   -1.0574   -1.5449 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.0907    0.1182   -0.6505 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.4873   -0.0231   -0.3589 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.2934    0.1735    0.6539 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.0905    0.3879    0.3485 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8444    0.2546    1.4939 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1568    1.4053    2.2245 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9411    1.3162    3.3728 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4444    0.0857    3.8105 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1428   -1.0508    3.0484 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5098   -2.3658    3.2278 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9959   -3.1428    2.2234 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2816   -2.3223    1.3806 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3600   -0.9963    1.8934 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9009   -3.1766   -4.9384 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1383   -2.3021   -3.6114 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9332   -1.4073   -4.9197 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3318   -3.2335   -2.8730 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4430   -2.5337   -3.9673 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3882   -3.3852   -5.1013 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5334   -1.6219   -5.1865 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4142   -0.3125   -3.2944 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6056   -0.9190   -1.8586 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7199   -1.9886   -0.9706 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9586    1.0576   -1.2012 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8624   -0.4291   -1.1690 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6708    0.9970    1.2743 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4437   -0.7583    1.2159 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7841    2.3710    1.8950 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1697    2.2180    3.9364 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0563    0.0233    4.7046 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0825   -2.7015    3.9897 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1838   -4.2076    2.1942 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7557   -2.6347    0.4886 H   0  0  0  0  0  0  0  0  0  0  0  0
 11 10  2  0  0  0  0
 16 17  2  0  0  0  0
 10 18  1  0  0  0  0
 10  9  1  0  0  0  0
 14 18  2  0  0  0  0
  9  8  1  0  0  0  0
 13 12  2  0  0  0  0
  8  6  1  0  0  0  0
 14 13  1  0  0  0  0
  6  5  1  0  0  0  0
 12 11  1  0  0  0  0
  5  4  1  0  0  0  0
 18 17  1  0  0  0  0
  4  2  1  0  0  0  0
 16 15  1  0  0  0  0
  2  1  1  0  0  0  0
 15 14  1  0  0  0  0
  2  3  1  0  0  0  0
  6  7  1  0  0  0  0
 13 35  1  0  0  0  0
 12 34  1  0  0  0  0
 11 33  1  0  0  0  0
 15 36  1  0  0  0  0
 16 37  1  0  0  0  0
 17 38  1  0  0  0  0
  8 31  1  0  0  0  0
  8 32  1  0  0  0  0
  6 29  1  0  0  0  0
  5 27  1  0  0  0  0
  5 28  1  0  0  0  0
  4 26  1  0  0  0  0
  2 22  1  0  0  0  0
  1 19  1  0  0  0  0
  1 20  1  0  0  0  0
  1 21  1  0  0  0  0
  3 23  1  0  0  0  0
  3 24  1  0  0  0  0
  3 25  1  0  0  0  0
  7 30  1  0  0  0  0
M  END

     RDKit          3D

 38 39  0  0  0  0  0  0  0  0999 V2000
    0.9986   -2.3003   -4.2881 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3200   -2.3469   -3.5187 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4870   -2.4749   -4.4999 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5471   -1.1408   -2.7107 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.6450   -1.0574   -1.5449 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0907    0.1182   -0.6505 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4873   -0.0231   -0.3589 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.2934    0.1735    0.6539 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0905    0.3879    0.3485 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8444    0.2546    1.4939 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1568    1.4053    2.2245 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9411    1.3162    3.3728 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4444    0.0857    3.8105 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1428   -1.0508    3.0484 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5098   -2.3658    3.2278 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9959   -3.1428    2.2234 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2816   -2.3223    1.3806 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3600   -0.9963    1.8934 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9009   -3.1766   -4.9384 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1383   -2.3021   -3.6114 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9332   -1.4073   -4.9197 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3318   -3.2335   -2.8730 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4430   -2.5337   -3.9673 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3882   -3.3852   -5.1013 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5334   -1.6219   -5.1865 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4142   -0.3125   -3.2944 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6056   -0.9190   -1.8586 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7199   -1.9886   -0.9706 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9586    1.0576   -1.2012 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8624   -0.4291   -1.1690 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6708    0.9970    1.2743 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4437   -0.7583    1.2159 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7841    2.3710    1.8950 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1697    2.2180    3.9364 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0563    0.0233    4.7046 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0825   -2.7015    3.9897 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1838   -4.2076    2.1942 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7557   -2.6347    0.4886 H   0  0  0  0  0  0  0  0  0  0  0  0
 11 10  2  0
 16 17  2  0
 10 18  1  0
 10  9  1  0
 14 18  2  0
  9  8  1  0
 13 12  2  0
  8  6  1  0
 14 13  1  0
  6  5  1  0
 12 11  1  0
  5  4  1  0
 18 17  1  0
  4  2  1  0
 16 15  1  0
  2  1  1  0
 15 14  1  0
  2  3  1  0
  6  7  1  0
 13 35  1  0
 12 34  1  0
 11 33  1  0
 15 36  1  0
 16 37  1  0
 17 38  1  0
  8 31  1  0
  8 32  1  0
  6 29  1  0
  5 27  1  0
  5 28  1  0
  4 26  1  0
  2 22  1  0
  1 19  1  0
  1 20  1  0
  1 21  1  0
  3 23  1  0
  3 24  1  0
  3 25  1  0
  7 30  1  0
M  END


  Mrv1652306212100463D          

 38 39  0  0  0  0            999 V2000
    0.9986   -2.3003   -4.2881 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3200   -2.3469   -3.5187 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.4870   -2.4749   -4.4999 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5471   -1.1408   -2.7107 N   0  0  2  0  0  0  0  0  0  0  0  0
    1.6450   -1.0574   -1.5449 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.0907    0.1182   -0.6505 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.4873   -0.0231   -0.3589 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.2934    0.1735    0.6539 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.0905    0.3879    0.3485 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8444    0.2546    1.4939 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1568    1.4053    2.2245 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9411    1.3162    3.3728 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4444    0.0857    3.8105 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1428   -1.0508    3.0484 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5098   -2.3658    3.2278 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9959   -3.1428    2.2234 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2816   -2.3223    1.3806 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3600   -0.9963    1.8934 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9009   -3.1766   -4.9384 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1383   -2.3021   -3.6114 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9332   -1.4073   -4.9197 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3318   -3.2335   -2.8730 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4430   -2.5337   -3.9673 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3882   -3.3852   -5.1013 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5334   -1.6219   -5.1865 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4142   -0.3125   -3.2944 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6056   -0.9190   -1.8586 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7199   -1.9886   -0.9706 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9586    1.0576   -1.2012 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8624   -0.4291   -1.1690 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6708    0.9970    1.2743 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4437   -0.7583    1.2159 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7841    2.3710    1.8950 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1697    2.2180    3.9364 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0563    0.0233    4.7046 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0825   -2.7015    3.9897 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1838   -4.2076    2.1942 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7557   -2.6347    0.4886 H   0  0  0  0  0  0  0  0  0  0  0  0
 11 10  2  0  0  0  0
 16 17  2  0  0  0  0
 10 18  1  0  0  0  0
 10  9  1  0  0  0  0
 14 18  2  0  0  0  0
  9  8  1  0  0  0  0
 13 12  2  0  0  0  0
  8  6  1  0  0  0  0
 14 13  1  0  0  0  0
  6  5  1  0  0  0  0
 12 11  1  0  0  0  0
  5  4  1  0  0  0  0
 18 17  1  0  0  0  0
  4  2  1  0  0  0  0
 16 15  1  0  0  0  0
  2  1  1  0  0  0  0
 15 14  1  0  0  0  0
  2  3  1  0  0  0  0
  6  7  1  0  0  0  0
 13 35  1  0  0  0  0
 12 34  1  0  0  0  0
 11 33  1  0  0  0  0
 15 36  1  0  0  0  0
 16 37  1  0  0  0  0
 17 38  1  0  0  0  0
  8 31  1  0  0  0  0
  8 32  1  0  0  0  0
  6 29  1  0  0  0  0
  5 27  1  0  0  0  0
  5 28  1  0  0  0  0
  4 26  1  0  0  0  0
  2 22  1  0  0  0  0
  1 19  1  0  0  0  0
  1 20  1  0  0  0  0
  1 21  1  0  0  0  0
  3 23  1  0  0  0  0
  3 24  1  0  0  0  0
  3 25  1  0  0  0  0
  7 30  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0040669

> <DATABASE_NAME>
NP-MRD

> <SMILES>
[H]O[C@]([H])(C([H])([H])OC1=C([H])C([H])=C([H])C2=C1C([H])=C([H])N2[H])C([H])([H])N([H])C([H])(C([H])([H])[H])C([H])([H])[H]

> <INCHI_IDENTIFIER>
InChI=1S/C14H20N2O2/c1-10(2)16-8-11(17)9-18-14-5-3-4-13-12(14)6-7-15-13/h3-7,10-11,15-17H,8-9H2,1-2H3/t11-/m0/s1

> <INCHI_KEY>
JZQKKSLKJUAGIC-NSHDSACASA-N

> <FORMULA>
C14H20N2O2

> <MOLECULAR_WEIGHT>
248.326

> <EXACT_MASS>
248.152477892

> <JCHEM_ACCEPTOR_COUNT>
3

> <JCHEM_ATOM_COUNT>
38

> <JCHEM_AVERAGE_POLARIZABILITY>
28.220292739866114

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
3

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
(2S)-1-(1H-indol-4-yloxy)-3-[(propan-2-yl)amino]propan-2-ol

> <ALOGPS_LOGP>
2.17

> <JCHEM_LOGP>
1.6929811656666667

> <ALOGPS_LOGS>
-2.46

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
2

> <JCHEM_PHYSIOLOGICAL_CHARGE>
1

> <JCHEM_PKA>
16.657561492295873

> <JCHEM_PKA_STRONGEST_ACIDIC>
14.086726064454854

> <JCHEM_PKA_STRONGEST_BASIC>
9.666166355475218

> <JCHEM_POLAR_SURFACE_AREA>
57.279999999999994

> <JCHEM_REFRACTIVITY>
71.462

> <JCHEM_ROTATABLE_BOND_COUNT>
6

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
8.61e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(-)-pindolol

> <JCHEM_VEBER_RULE>
0

$$$$

     RDKit          3D

 38 39  0  0  0  0  0  0  0  0999 V2000
    0.9986   -2.3003   -4.2881 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3200   -2.3469   -3.5187 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4870   -2.4749   -4.4999 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5471   -1.1408   -2.7107 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.6450   -1.0574   -1.5449 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0907    0.1182   -0.6505 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4873   -0.0231   -0.3589 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.2934    0.1735    0.6539 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0905    0.3879    0.3485 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8444    0.2546    1.4939 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1568    1.4053    2.2245 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9411    1.3162    3.3728 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4444    0.0857    3.8105 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1428   -1.0508    3.0484 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5098   -2.3658    3.2278 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9959   -3.1428    2.2234 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2816   -2.3223    1.3806 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3600   -0.9963    1.8934 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9009   -3.1766   -4.9384 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1383   -2.3021   -3.6114 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9332   -1.4073   -4.9197 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3318   -3.2335   -2.8730 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4430   -2.5337   -3.9673 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3882   -3.3852   -5.1013 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5334   -1.6219   -5.1865 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4142   -0.3125   -3.2944 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6056   -0.9190   -1.8586 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7199   -1.9886   -0.9706 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9586    1.0576   -1.2012 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8624   -0.4291   -1.1690 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6708    0.9970    1.2743 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4437   -0.7583    1.2159 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7841    2.3710    1.8950 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1697    2.2180    3.9364 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0563    0.0233    4.7046 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0825   -2.7015    3.9897 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1838   -4.2076    2.1942 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7557   -2.6347    0.4886 H   0  0  0  0  0  0  0  0  0  0  0  0
 11 10  2  0
 16 17  2  0
 10 18  1  0
 10  9  1  0
 14 18  2  0
  9  8  1  0
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  8  6  1  0
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  2  3  1  0
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  8 31  1  0
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  6 29  1  0
  5 27  1  0
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  4 26  1  0
  2 22  1  0
  1 19  1  0
  1 20  1  0
  1 21  1  0
  3 23  1  0
  3 24  1  0
  3 25  1  0
  7 30  1  0
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       0.999  -2.300  -4.288  0.00  0.00           C+0
HETATM    2  C   UNK     0       2.320  -2.347  -3.519  0.00  0.00           C+0
HETATM    3  C   UNK     0       3.487  -2.475  -4.500  0.00  0.00           C+0
HETATM    4  N   UNK     0       2.547  -1.141  -2.711  0.00  0.00           N+0
HETATM    5  C   UNK     0       1.645  -1.057  -1.545  0.00  0.00           C+0
HETATM    6  C   UNK     0       2.091   0.118  -0.651  0.00  0.00           C+0
HETATM    7  O   UNK     0       3.487  -0.023  -0.359  0.00  0.00           O+0
HETATM    8  C   UNK     0       1.293   0.174   0.654  0.00  0.00           C+0
HETATM    9  O   UNK     0      -0.091   0.388   0.349  0.00  0.00           O+0
HETATM   10  C   UNK     0      -0.844   0.255   1.494  0.00  0.00           C+0
HETATM   11  C   UNK     0      -1.157   1.405   2.224  0.00  0.00           C+0
HETATM   12  C   UNK     0      -1.941   1.316   3.373  0.00  0.00           C+0
HETATM   13  C   UNK     0      -2.444   0.086   3.811  0.00  0.00           C+0
HETATM   14  C   UNK     0      -2.143  -1.051   3.048  0.00  0.00           C+0
HETATM   15  N   UNK     0      -2.510  -2.366   3.228  0.00  0.00           N+0
HETATM   16  C   UNK     0      -1.996  -3.143   2.223  0.00  0.00           C+0
HETATM   17  C   UNK     0      -1.282  -2.322   1.381  0.00  0.00           C+0
HETATM   18  C   UNK     0      -1.360  -0.996   1.893  0.00  0.00           C+0
HETATM   19  H   UNK     0       0.901  -3.177  -4.938  0.00  0.00           H+0
HETATM   20  H   UNK     0       0.138  -2.302  -3.611  0.00  0.00           H+0
HETATM   21  H   UNK     0       0.933  -1.407  -4.920  0.00  0.00           H+0
HETATM   22  H   UNK     0       2.332  -3.233  -2.873  0.00  0.00           H+0
HETATM   23  H   UNK     0       4.443  -2.534  -3.967  0.00  0.00           H+0
HETATM   24  H   UNK     0       3.388  -3.385  -5.101  0.00  0.00           H+0
HETATM   25  H   UNK     0       3.533  -1.622  -5.186  0.00  0.00           H+0
HETATM   26  H   UNK     0       2.414  -0.313  -3.294  0.00  0.00           H+0
HETATM   27  H   UNK     0       0.606  -0.919  -1.859  0.00  0.00           H+0
HETATM   28  H   UNK     0       1.720  -1.989  -0.971  0.00  0.00           H+0
HETATM   29  H   UNK     0       1.959   1.058  -1.201  0.00  0.00           H+0
HETATM   30  H   UNK     0       3.862  -0.429  -1.169  0.00  0.00           H+0
HETATM   31  H   UNK     0       1.671   0.997   1.274  0.00  0.00           H+0
HETATM   32  H   UNK     0       1.444  -0.758   1.216  0.00  0.00           H+0
HETATM   33  H   UNK     0      -0.784   2.371   1.895  0.00  0.00           H+0
HETATM   34  H   UNK     0      -2.170   2.218   3.936  0.00  0.00           H+0
HETATM   35  H   UNK     0      -3.056   0.023   4.705  0.00  0.00           H+0
HETATM   36  H   UNK     0      -3.083  -2.701   3.990  0.00  0.00           H+0
HETATM   37  H   UNK     0      -2.184  -4.208   2.194  0.00  0.00           H+0
HETATM   38  H   UNK     0      -0.756  -2.635   0.489  0.00  0.00           H+0
CONECT    1    2   19   20   21                                             
CONECT    2    4    1    3   22                                             
CONECT    3    2   23   24   25                                             
CONECT    4    5    2   26                                                  
CONECT    5    6    4   27   28                                             
CONECT    6    8    5    7   29                                             
CONECT    7    6   30                                                       
CONECT    8    9    6   31   32                                             
CONECT    9   10    8                                                       
CONECT   10   11   18    9                                                  
CONECT   11   10   12   33                                                  
CONECT   12   13   11   34                                                  
CONECT   13   12   14   35                                                  
CONECT   14   18   13   15                                                  
CONECT   15   16   14   36                                                  
CONECT   16   17   15   37                                                  
CONECT   17   16   18   38                                                  
CONECT   18   10   14   17                                                  
CONECT   19    1                                                            
CONECT   20    1                                                            
CONECT   21    1                                                            
CONECT   22    2                                                            
CONECT   23    3                                                            
CONECT   24    3                                                            
CONECT   25    3                                                            
CONECT   26    4                                                            
CONECT   27    5                                                            
CONECT   28    5                                                            
CONECT   29    6                                                            
CONECT   30    7                                                            
CONECT   31    8                                                            
CONECT   32    8                                                            
CONECT   33   11                                                            
CONECT   34   12                                                            
CONECT   35   13                                                            
CONECT   36   15                                                            
CONECT   37   16                                                            
CONECT   38   17                                                            
MASTER        0    0    0    0    0    0    0    0   38    0   78    0
END

RDKit          3D

38 39  0  0  0  0  0  0  0  0999 V2000
    0.9986   -2.3003   -4.2881 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3200   -2.3469   -3.5187 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4870   -2.4749   -4.4999 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5471   -1.1408   -2.7107 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.6450   -1.0574   -1.5449 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0907    0.1182   -0.6505 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4873   -0.0231   -0.3589 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.2934    0.1735    0.6539 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0905    0.3879    0.3485 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8444    0.2546    1.4939 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1568    1.4053    2.2245 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9411    1.3162    3.3728 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4444    0.0857    3.8105 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1428   -1.0508    3.0484 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5098   -2.3658    3.2278 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9959   -3.1428    2.2234 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2816   -2.3223    1.3806 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3600   -0.9963    1.8934 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9009   -3.1766   -4.9384 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1383   -2.3021   -3.6114 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9332   -1.4073   -4.9197 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3318   -3.2335   -2.8730 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4430   -2.5337   -3.9673 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3882   -3.3852   -5.1013 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5334   -1.6219   -5.1865 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4142   -0.3125   -3.2944 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6056   -0.9190   -1.8586 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7199   -1.9886   -0.9706 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9586    1.0576   -1.2012 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8624   -0.4291   -1.1690 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6708    0.9970    1.2743 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4437   -0.7583    1.2159 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7841    2.3710    1.8950 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1697    2.2180    3.9364 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0563    0.0233    4.7046 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0825   -2.7015    3.9897 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1838   -4.2076    2.1942 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7557   -2.6347    0.4886 H   0  0  0  0  0  0  0  0  0  0  0  0
 11 10  2  0
 16 17  2  0
 10 18  1  0
 10  9  1  0
 14 18  2  0
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 13 12  2  0
  8  6  1  0
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  6  5  1  0
 12 11  1  0
  5  4  1  0
 18 17  1  0
  4  2  1  0
 16 15  1  0
  2  1  1  0
 15 14  1  0
  2  3  1  0
  6  7  1  0
 13 35  1  0
 12 34  1  0
 11 33  1  0
 15 36  1  0
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 17 38  1  0
  8 31  1  0
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  6 29  1  0
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  2 22  1  0
  1 19  1  0
  1 20  1  0
  1 21  1  0
  3 23  1  0
  3 24  1  0
  3 25  1  0
  7 30  1  0
M  END

View in JSmol

Synonyms

Value	Source
(-)-Pindolol	ChEBI
(2S)-1-(1H-indol-4-Yloxy)-3-(isopropylamino)propan-2-ol	ChEBI
(2S)-1-(1H-indol-4-Yloxy)-3-[(1-methylethyl)amino]propan-2-ol	ChEBI
(S)-Pindolol	ChEBI

Chemical Formula

C₁₄H₂₀N₂O₂

Average Mass

248.3260 Da

Monoisotopic Mass

248.15248 Da

IUPAC Name

(2S)-1-(1H-indol-4-yloxy)-3-[(propan-2-yl)amino]propan-2-ol

Traditional Name

(-)-pindolol

CAS Registry Number

Not Available

SMILES

[H]O[C@]([H])(C([H])([H])OC1=C([H])C([H])=C([H])C2=C1C([H])=C([H])N2[H])C([H])([H])N([H])C([H])(C([H])([H])[H])C([H])([H])[H]

InChI Identifier

InChI=1S/C14H20N2O2/c1-10(2)16-8-11(17)9-18-14-5-3-4-13-12(14)6-7-15-13/h3-7,10-11,15-17H,8-9H2,1-2H3/t11-/m0/s1

InChI Key

JZQKKSLKJUAGIC-NSHDSACASA-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	2.17	ALOGPS
logP	1.69	ChemAxon
logS	-2.5	ALOGPS
pKa (Strongest Acidic)	14.09	ChemAxon
pKa (Strongest Basic)	9.67	ChemAxon
Physiological Charge	1	ChemAxon
Hydrogen Acceptor Count	3	ChemAxon
Hydrogen Donor Count	3	ChemAxon
Polar Surface Area	57.28 Å²	ChemAxon
Rotatable Bond Count	6	ChemAxon
Refractivity	71.46 m³·mol⁻¹	ChemAxon
Polarizability	28.22 Å³	ChemAxon
Number of Rings	2	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

599584

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

Not Available

PDB ID

Not Available

ChEBI ID

48281

Good Scents ID

Not Available

References

General References

Zhang XY, Soufi S, Dormuth C, Musini VM: Time course for blood pressure lowering of beta-blockers with partial agonist activity. Cochrane Database Syst Rev. 2020 Sep 5;9:CD010054. doi: 10.1002/14651858.CD010054.pub2. [PubMed:32888198 ]
Mikhail IE, Tehranirokh M, Gooley AA, Guijt RM, Breadmore MC: In-Syringe Electrokinetic Protein Removal from Biological Samples prior to Electrospray Ionization Mass Spectrometry. Angew Chem Int Ed Engl. 2020 Dec 14;59(51):23162-23168. doi: 10.1002/anie.202006481. Epub 2020 Oct 13. [PubMed:32869436 ]
Goncalves PVB, Moreira FL, Benzi JRL, Cavalli RC, Duarte G, Lanchote VL: Nonrelevant Pharmacokinetic Drug-Drug Interaction Between Furosemide and Pindolol Enantiomers in Hypertensive Parturient Women. J Clin Pharmacol. 2020 Nov;60(11):1527-1529. doi: 10.1002/jcph.1719. Epub 2020 Aug 12. [PubMed:32789919 ]
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Showing NP-Card for pindolol (NP0040669)

MOL for NP0040669 (pindolol)

3D MOL for NP0040669 (pindolol)

3D SDF for NP0040669 (pindolol)

3D-SDF for NP0040669 (pindolol)

PDB for NP0040669 (pindolol)

3D PDB for NP0040669 (pindolol)

SMILES for NP0040669 (pindolol)

INCHI for NP0040669 (pindolol)

Structure for NP0040669 (pindolol)

3D Structure for NP0040669 (pindolol)