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Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2012-09-06 15:16:52 UTC

Update Date

2022-03-07 02:52:02 UTC

HMDB ID

HMDB0015594

Secondary Accession Numbers

HMDB15594

Metabolite Identification

Common Name

Nebivolol

Description

Nebivolol is only found in individuals that have used or taken this drug. It is a highly cardioselective vasodilatory beta1 receptor blocker used in treatment of hypertension. In most countries, this medication is available only by prescription. [Wikipedia ]Nebivolol is a selective β1-receptor antagonist. Activation of β1-receptors by epinephrine increases the heart rate and the blood pressure, and the heart consumes more oxygen. Nebivolol blocks these receptors which reverses the effects of epinephrine, lowering the heart rate and blood pressure. In addition, beta blockers prevent the release of renin, which is a hormone produced by the kidneys which leads to constriction of blood vessels. At high enough concentrations, this drug may also bind beta 2 receptors.

Structure

MOL 3D MOL SDF 3D SDF PDB 3D PDB SMILES InChI

  Mrv0541 02231217582D          

 29 32  0  0  1  0            999 V2000
    1.6500    1.3710    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   13.1905    1.3710    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
    4.5623   -0.2989    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.2781   -0.2989    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.9913   -1.1239    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.8492   -1.1239    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.4202   -0.2989    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.2769    0.1136    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.5636    0.1136    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9913   -0.2989    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.8492   -0.2989    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2769    0.9386    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.5636    0.9386    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7058    0.1136    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.1347    0.1136    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5623    1.3511    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.2781    1.3511    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8479    0.9386    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.9926    0.9386    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8479    0.1136    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.9926    0.1136    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1104    1.3796    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.7301    1.3796    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1104   -0.3275    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.7301   -0.3275    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3629    0.9558    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.4776    0.9558    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3629    0.0964    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.4776    0.0964    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1 26  1  0  0  0  0
  2 27  1  0  0  0  0
  3  8  1  0  0  0  0
  3 20  1  0  0  0  0
  4  9  1  0  0  0  0
  4 21  1  0  0  0  0
  5 10  1  0  0  0  0
  6 11  1  0  0  0  0
  7 14  1  0  0  0  0
  7 15  1  0  0  0  0
  8 10  1  0  0  0  0
  8 12  1  0  0  0  0
  9 11  1  0  0  0  0
  9 13  1  0  0  0  0
 10 14  1  0  0  0  0
 11 15  1  0  0  0  0
 12 16  1  0  0  0  0
 13 17  1  0  0  0  0
 16 18  1  0  0  0  0
 17 19  1  0  0  0  0
 18 20  2  0  0  0  0
 18 22  1  0  0  0  0
 19 21  2  0  0  0  0
 19 23  1  0  0  0  0
 20 24  1  0  0  0  0
 21 25  1  0  0  0  0
 22 26  2  0  0  0  0
 23 27  2  0  0  0  0
 24 28  2  0  0  0  0
 25 29  2  0  0  0  0
 26 28  1  0  0  0  0
 27 29  1  0  0  0  0
M  END

HMDB0250779
     RDKit          3D
Dexnebivolol
 54 57  0  0  0  0  0  0  0  0999 V2000
    2.3985    1.7435    1.1178 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.4054    0.9755   -0.0642 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9301    0.5850   -0.2440 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1397    1.7868   -0.4128 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2715    1.5487   -0.5460 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8417    1.0961    0.7636 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6165    2.1176    1.7184 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3279    0.8665    0.7174 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0911    2.0939    0.2768 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5529    1.7849    0.1977 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8820    0.3861   -0.1098 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.2293    0.0552   -0.1962 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.6127   -1.2383   -0.4790 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.9519   -1.5331   -0.5502 F   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6525   -2.2086   -0.6783 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3194   -1.8794   -0.5927 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9210   -0.5806   -0.3080 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5940   -0.1846   -0.2067 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.1814   -0.2954    0.1784 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2808   -1.1141   -1.0936 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6552   -1.0345   -1.7405 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7381   -1.2877   -0.7750 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7971   -2.0764   -1.0907 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.7601   -2.2482   -0.0958 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.8460   -3.0184   -0.3170 F   0  0  0  0  0  0  0  0  0  0  0  0
    7.6519   -1.6524    1.1471 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5698   -0.8599    1.4393 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6139   -0.6829    0.4655 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4729    0.0942    0.6287 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.3910    2.6885    0.8237 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7609    1.5387   -0.9212 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6715    0.0103    0.6672 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8696   -0.0651   -1.1229 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3582    2.4419    0.3903 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7484    2.4740   -0.9319 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4063    0.7980   -1.3554 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2835    0.2177    1.1157 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8140    1.6769    2.5994 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7045    0.5785    1.7131 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7531    2.4019   -0.7372 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9496    2.8920    1.0326 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0133    2.4220   -0.6147 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1106    2.0651    1.1332 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.9797    0.8239   -0.0442 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.9453   -3.2221   -0.9010 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5154   -2.6056   -0.7364 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7368   -0.9296    0.9595 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0252   -2.1685   -0.9582 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5849   -0.6819   -1.8470 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7857   -0.0469   -2.2673 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6843   -1.8247   -2.5182 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.9327   -2.5673   -2.0474 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.4021   -1.7845    1.9289 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.4439   -0.3725    2.4059 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  1  0
  6  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  2  0
 12 13  1  0
 13 14  1  0
 13 15  2  0
 15 16  1  0
 16 17  2  0
 17 18  1  0
  2 19  1  0
 19 20  1  0
 20 21  1  0
 21 22  1  0
 22 23  2  0
 23 24  1  0
 24 25  1  0
 24 26  2  0
 26 27  1  0
 27 28  2  0
 28 29  1  0
 18  8  1  0
 29 19  1  0
 17 11  1  0
 28 22  1  0
  1 30  1  0
  2 31  1  0
  3 32  1  0
  3 33  1  0
  4 34  1  0
  5 35  1  0
  5 36  1  0
  6 37  1  0
  7 38  1  0
  8 39  1  0
  9 40  1  0
  9 41  1  0
 10 42  1  0
 10 43  1  0
 12 44  1  0
 15 45  1  0
 16 46  1  0
 19 47  1  0
 20 48  1  0
 20 49  1  0
 21 50  1  0
 21 51  1  0
 23 52  1  0
 26 53  1  0
 27 54  1  0
M  END

  Mrv0541 02231217582D          

 29 32  0  0  1  0            999 V2000
    1.6500    1.3710    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   13.1905    1.3710    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
    4.5623   -0.2989    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.2781   -0.2989    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.9913   -1.1239    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.8492   -1.1239    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.4202   -0.2989    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.2769    0.1136    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.5636    0.1136    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9913   -0.2989    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.8492   -0.2989    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2769    0.9386    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.5636    0.9386    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7058    0.1136    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.1347    0.1136    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5623    1.3511    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.2781    1.3511    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8479    0.9386    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.9926    0.9386    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8479    0.1136    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.9926    0.1136    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1104    1.3796    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.7301    1.3796    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1104   -0.3275    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.7301   -0.3275    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3629    0.9558    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.4776    0.9558    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3629    0.0964    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.4776    0.0964    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1 26  1  0  0  0  0
  2 27  1  0  0  0  0
  3  8  1  0  0  0  0
  3 20  1  0  0  0  0
  4  9  1  0  0  0  0
  4 21  1  0  0  0  0
  5 10  1  0  0  0  0
  6 11  1  0  0  0  0
  7 14  1  0  0  0  0
  7 15  1  0  0  0  0
  8 10  1  0  0  0  0
  8 12  1  0  0  0  0
  9 11  1  0  0  0  0
  9 13  1  0  0  0  0
 10 14  1  0  0  0  0
 11 15  1  0  0  0  0
 12 16  1  0  0  0  0
 13 17  1  0  0  0  0
 16 18  1  0  0  0  0
 17 19  1  0  0  0  0
 18 20  2  0  0  0  0
 18 22  1  0  0  0  0
 19 21  2  0  0  0  0
 19 23  1  0  0  0  0
 20 24  1  0  0  0  0
 21 25  1  0  0  0  0
 22 26  2  0  0  0  0
 23 27  2  0  0  0  0
 24 28  2  0  0  0  0
 25 29  2  0  0  0  0
 26 28  1  0  0  0  0
 27 29  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0015594

> <DATABASE_NAME>
hmdb

> <SMILES>
OC(CNCC(O)C1CCC2=C(O1)C=CC(F)=C2)C1CCC2=C(O1)C=CC(F)=C2

> <INCHI_IDENTIFIER>
InChI=1S/C22H25F2NO4/c23-15-3-7-19-13(9-15)1-5-21(28-19)17(26)11-25-12-18(27)22-6-2-14-10-16(24)4-8-20(14)29-22/h3-4,7-10,17-18,21-22,25-27H,1-2,5-6,11-12H2

> <INCHI_KEY>
KOHIRBRYDXPAMZ-UHFFFAOYSA-N

> <FORMULA>
C22H25F2NO4

> <MOLECULAR_WEIGHT>
405.435

> <EXACT_MASS>
405.175164703

> <JCHEM_ACCEPTOR_COUNT>
5

> <JCHEM_AVERAGE_POLARIZABILITY>
41.98363446007123

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
3

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
1-(6-fluoro-3,4-dihydro-2H-1-benzopyran-2-yl)-2-{[2-(6-fluoro-3,4-dihydro-2H-1-benzopyran-2-yl)-2-hydroxyethyl]amino}ethan-1-ol

> <ALOGPS_LOGP>
2.44

> <JCHEM_LOGP>
3.2084032136666663

> <ALOGPS_LOGS>
-4.00

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
4

> <JCHEM_PHYSIOLOGICAL_CHARGE>
1

> <JCHEM_PKA>
14.124845260301196

> <JCHEM_PKA_STRONGEST_ACIDIC>
13.520145467804792

> <JCHEM_PKA_STRONGEST_BASIC>
8.896874562563116

> <JCHEM_POLAR_SURFACE_AREA>
70.95

> <JCHEM_REFRACTIVITY>
103.31720000000001

> <JCHEM_ROTATABLE_BOND_COUNT>
6

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
4.03e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
nebivolol

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0250779
     RDKit          3D
Dexnebivolol
 54 57  0  0  0  0  0  0  0  0999 V2000
    2.3985    1.7435    1.1178 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.4054    0.9755   -0.0642 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9301    0.5850   -0.2440 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1397    1.7868   -0.4128 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2715    1.5487   -0.5460 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8417    1.0961    0.7636 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6165    2.1176    1.7184 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3279    0.8665    0.7174 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0911    2.0939    0.2768 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5529    1.7849    0.1977 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8820    0.3861   -0.1098 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.2293    0.0552   -0.1962 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.6127   -1.2383   -0.4790 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.9519   -1.5331   -0.5502 F   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6525   -2.2086   -0.6783 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3194   -1.8794   -0.5927 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9210   -0.5806   -0.3080 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5940   -0.1846   -0.2067 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.1814   -0.2954    0.1784 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2808   -1.1141   -1.0936 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6552   -1.0345   -1.7405 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7381   -1.2877   -0.7750 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7971   -2.0764   -1.0907 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.7601   -2.2482   -0.0958 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.8460   -3.0184   -0.3170 F   0  0  0  0  0  0  0  0  0  0  0  0
    7.6519   -1.6524    1.1471 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5698   -0.8599    1.4393 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6139   -0.6829    0.4655 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4729    0.0942    0.6287 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.3910    2.6885    0.8237 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7609    1.5387   -0.9212 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6715    0.0103    0.6672 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8696   -0.0651   -1.1229 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3582    2.4419    0.3903 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7484    2.4740   -0.9319 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4063    0.7980   -1.3554 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2835    0.2177    1.1157 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8140    1.6769    2.5994 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7045    0.5785    1.7131 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7531    2.4019   -0.7372 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9496    2.8920    1.0326 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0133    2.4220   -0.6147 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1106    2.0651    1.1332 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.9797    0.8239   -0.0442 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.9453   -3.2221   -0.9010 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5154   -2.6056   -0.7364 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7368   -0.9296    0.9595 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0252   -2.1685   -0.9582 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5849   -0.6819   -1.8470 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7857   -0.0469   -2.2673 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6843   -1.8247   -2.5182 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.9327   -2.5673   -2.0474 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.4021   -1.7845    1.9289 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.4439   -0.3725    2.4059 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  1  0
  6  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  2  0
 12 13  1  0
 13 14  1  0
 13 15  2  0
 15 16  1  0
 16 17  2  0
 17 18  1  0
  2 19  1  0
 19 20  1  0
 20 21  1  0
 21 22  1  0
 22 23  2  0
 23 24  1  0
 24 25  1  0
 24 26  2  0
 26 27  1  0
 27 28  2  0
 28 29  1  0
 18  8  1  0
 29 19  1  0
 17 11  1  0
 28 22  1  0
  1 30  1  0
  2 31  1  0
  3 32  1  0
  3 33  1  0
  4 34  1  0
  5 35  1  0
  5 36  1  0
  6 37  1  0
  7 38  1  0
  8 39  1  0
  9 40  1  0
  9 41  1  0
 10 42  1  0
 10 43  1  0
 12 44  1  0
 15 45  1  0
 16 46  1  0
 19 47  1  0
 20 48  1  0
 20 49  1  0
 21 50  1  0
 21 51  1  0
 23 52  1  0
 26 53  1  0
 27 54  1  0
M  END

HEADER    PROTEIN                                 23-FEB-12   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   23-FEB-12         0                                  
HETATM    1  F   UNK     0       3.080   2.559   0.000  0.00  0.00           F+0
HETATM    2  F   UNK     0      24.622   2.559   0.000  0.00  0.00           F+0
HETATM    3  O   UNK     0       8.516  -0.558   0.000  0.00  0.00           O+0
HETATM    4  O   UNK     0      19.186  -0.558   0.000  0.00  0.00           O+0
HETATM    5  O   UNK     0      11.184  -2.098   0.000  0.00  0.00           O+0
HETATM    6  O   UNK     0      16.519  -2.098   0.000  0.00  0.00           O+0
HETATM    7  N   UNK     0      13.851  -0.558   0.000  0.00  0.00           N+0
HETATM    8  C   UNK     0       9.850   0.212   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      17.852   0.212   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      11.184  -0.558   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      16.519  -0.558   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       9.850   1.752   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      17.852   1.752   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      12.517   0.212   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      15.185   0.212   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       8.516   2.522   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0      19.186   2.522   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       7.183   1.752   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0      20.520   1.752   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       7.183   0.212   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0      20.520   0.212   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0       5.806   2.575   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0      21.896   2.575   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0       5.806  -0.611   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0      21.896  -0.611   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0       4.411   1.784   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0      23.292   1.784   0.000  0.00  0.00           C+0
HETATM   28  C   UNK     0       4.411   0.180   0.000  0.00  0.00           C+0
HETATM   29  C   UNK     0      23.292   0.180   0.000  0.00  0.00           C+0
CONECT    1   26                                                            
CONECT    2   27                                                            
CONECT    3    8   20                                                       
CONECT    4    9   21                                                       
CONECT    5   10                                                            
CONECT    6   11                                                            
CONECT    7   14   15                                                       
CONECT    8    3   10   12                                                  
CONECT    9    4   11   13                                                  
CONECT   10    5    8   14                                                  
CONECT   11    6    9   15                                                  
CONECT   12    8   16                                                       
CONECT   13    9   17                                                       
CONECT   14    7   10                                                       
CONECT   15    7   11                                                       
CONECT   16   12   18                                                       
CONECT   17   13   19                                                       
CONECT   18   16   20   22                                                  
CONECT   19   17   21   23                                                  
CONECT   20    3   18   24                                                  
CONECT   21    4   19   25                                                  
CONECT   22   18   26                                                       
CONECT   23   19   27                                                       
CONECT   24   20   28                                                       
CONECT   25   21   29                                                       
CONECT   26    1   22   28                                                  
CONECT   27    2   23   29                                                  
CONECT   28   24   26                                                       
CONECT   29   25   27                                                       
MASTER        0    0    0    0    0    0    0    0   29    0   64    0
END

COMPND    HMDB0250779
HETATM    1  O1  UNL     1       2.399   1.744   1.118  1.00  0.00           O  
HETATM    2  C1  UNL     1       2.405   0.975  -0.064  1.00  0.00           C  
HETATM    3  C2  UNL     1       0.930   0.585  -0.244  1.00  0.00           C  
HETATM    4  N1  UNL     1       0.140   1.787  -0.413  1.00  0.00           N  
HETATM    5  C3  UNL     1      -1.271   1.549  -0.546  1.00  0.00           C  
HETATM    6  C4  UNL     1      -1.842   1.096   0.764  1.00  0.00           C  
HETATM    7  O2  UNL     1      -1.616   2.118   1.718  1.00  0.00           O  
HETATM    8  C5  UNL     1      -3.328   0.867   0.717  1.00  0.00           C  
HETATM    9  C6  UNL     1      -4.091   2.094   0.277  1.00  0.00           C  
HETATM   10  C7  UNL     1      -5.553   1.785   0.198  1.00  0.00           C  
HETATM   11  C8  UNL     1      -5.882   0.386  -0.110  1.00  0.00           C  
HETATM   12  C9  UNL     1      -7.229   0.055  -0.196  1.00  0.00           C  
HETATM   13  C10 UNL     1      -7.613  -1.238  -0.479  1.00  0.00           C  
HETATM   14  F1  UNL     1      -8.952  -1.533  -0.550  1.00  0.00           F  
HETATM   15  C11 UNL     1      -6.653  -2.209  -0.678  1.00  0.00           C  
HETATM   16  C12 UNL     1      -5.319  -1.879  -0.593  1.00  0.00           C  
HETATM   17  C13 UNL     1      -4.921  -0.581  -0.308  1.00  0.00           C  
HETATM   18  O3  UNL     1      -3.594  -0.185  -0.207  1.00  0.00           O  
HETATM   19  C14 UNL     1       3.181  -0.295   0.178  1.00  0.00           C  
HETATM   20  C15 UNL     1       3.281  -1.114  -1.094  1.00  0.00           C  
HETATM   21  C16 UNL     1       4.655  -1.034  -1.740  1.00  0.00           C  
HETATM   22  C17 UNL     1       5.738  -1.288  -0.775  1.00  0.00           C  
HETATM   23  C18 UNL     1       6.797  -2.076  -1.091  1.00  0.00           C  
HETATM   24  C19 UNL     1       7.760  -2.248  -0.096  1.00  0.00           C  
HETATM   25  F2  UNL     1       8.846  -3.018  -0.317  1.00  0.00           F  
HETATM   26  C20 UNL     1       7.652  -1.652   1.147  1.00  0.00           C  
HETATM   27  C21 UNL     1       6.570  -0.860   1.439  1.00  0.00           C  
HETATM   28  C22 UNL     1       5.614  -0.683   0.466  1.00  0.00           C  
HETATM   29  O4  UNL     1       4.473   0.094   0.629  1.00  0.00           O  
HETATM   30  H1  UNL     1       2.391   2.688   0.824  1.00  0.00           H  
HETATM   31  H2  UNL     1       2.761   1.539  -0.921  1.00  0.00           H  
HETATM   32  H3  UNL     1       0.672   0.010   0.667  1.00  0.00           H  
HETATM   33  H4  UNL     1       0.870  -0.065  -1.123  1.00  0.00           H  
HETATM   34  H5  UNL     1       0.358   2.442   0.390  1.00  0.00           H  
HETATM   35  H6  UNL     1      -1.748   2.474  -0.932  1.00  0.00           H  
HETATM   36  H7  UNL     1      -1.406   0.798  -1.355  1.00  0.00           H  
HETATM   37  H8  UNL     1      -1.283   0.218   1.116  1.00  0.00           H  
HETATM   38  H9  UNL     1      -1.814   1.677   2.599  1.00  0.00           H  
HETATM   39  H10 UNL     1      -3.705   0.579   1.713  1.00  0.00           H  
HETATM   40  H11 UNL     1      -3.753   2.402  -0.737  1.00  0.00           H  
HETATM   41  H12 UNL     1      -3.950   2.892   1.033  1.00  0.00           H  
HETATM   42  H13 UNL     1      -6.013   2.422  -0.615  1.00  0.00           H  
HETATM   43  H14 UNL     1      -6.111   2.065   1.133  1.00  0.00           H  
HETATM   44  H15 UNL     1      -7.980   0.824  -0.044  1.00  0.00           H  
HETATM   45  H16 UNL     1      -6.945  -3.222  -0.901  1.00  0.00           H  
HETATM   46  H17 UNL     1      -4.515  -2.606  -0.736  1.00  0.00           H  
HETATM   47  H18 UNL     1       2.737  -0.930   0.960  1.00  0.00           H  
HETATM   48  H19 UNL     1       3.025  -2.168  -0.958  1.00  0.00           H  
HETATM   49  H20 UNL     1       2.585  -0.682  -1.847  1.00  0.00           H  
HETATM   50  H21 UNL     1       4.786  -0.047  -2.267  1.00  0.00           H  
HETATM   51  H22 UNL     1       4.684  -1.825  -2.518  1.00  0.00           H  
HETATM   52  H23 UNL     1       6.933  -2.567  -2.047  1.00  0.00           H  
HETATM   53  H24 UNL     1       8.402  -1.785   1.929  1.00  0.00           H  
HETATM   54  H25 UNL     1       6.444  -0.373   2.406  1.00  0.00           H  
CONECT    1    2   30
CONECT    2    3   19   31
CONECT    3    4   32   33
CONECT    4    5   34
CONECT    5    6   35   36
CONECT    6    7    8   37
CONECT    7   38
CONECT    8    9   18   39
CONECT    9   10   40   41
CONECT   10   11   42   43
CONECT   11   12   12   17
CONECT   12   13   44
CONECT   13   14   15   15
CONECT   15   16   45
CONECT   16   17   17   46
CONECT   17   18
CONECT   19   20   29   47
CONECT   20   21   48   49
CONECT   21   22   50   51
CONECT   22   23   23   28
CONECT   23   24   52
CONECT   24   25   26   26
CONECT   26   27   53
CONECT   27   28   28   54
CONECT   28   29
END

HMDB0250779
     RDKit          3D
Dexnebivolol
 54 57  0  0  0  0  0  0  0  0999 V2000
    2.3985    1.7435    1.1178 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.4054    0.9755   -0.0642 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9301    0.5850   -0.2440 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1397    1.7868   -0.4128 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2715    1.5487   -0.5460 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8417    1.0961    0.7636 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6165    2.1176    1.7184 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3279    0.8665    0.7174 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0911    2.0939    0.2768 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5529    1.7849    0.1977 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8820    0.3861   -0.1098 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.2293    0.0552   -0.1962 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.6127   -1.2383   -0.4790 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.9519   -1.5331   -0.5502 F   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6525   -2.2086   -0.6783 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3194   -1.8794   -0.5927 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9210   -0.5806   -0.3080 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5940   -0.1846   -0.2067 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.1814   -0.2954    0.1784 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2808   -1.1141   -1.0936 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6552   -1.0345   -1.7405 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7381   -1.2877   -0.7750 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7971   -2.0764   -1.0907 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.7601   -2.2482   -0.0958 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.8460   -3.0184   -0.3170 F   0  0  0  0  0  0  0  0  0  0  0  0
    7.6519   -1.6524    1.1471 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5698   -0.8599    1.4393 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6139   -0.6829    0.4655 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4729    0.0942    0.6287 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.3910    2.6885    0.8237 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7609    1.5387   -0.9212 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6715    0.0103    0.6672 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8696   -0.0651   -1.1229 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3582    2.4419    0.3903 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7484    2.4740   -0.9319 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4063    0.7980   -1.3554 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2835    0.2177    1.1157 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8140    1.6769    2.5994 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7045    0.5785    1.7131 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7531    2.4019   -0.7372 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9496    2.8920    1.0326 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0133    2.4220   -0.6147 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1106    2.0651    1.1332 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.9797    0.8239   -0.0442 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.9453   -3.2221   -0.9010 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5154   -2.6056   -0.7364 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7368   -0.9296    0.9595 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0252   -2.1685   -0.9582 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5849   -0.6819   -1.8470 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7857   -0.0469   -2.2673 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6843   -1.8247   -2.5182 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.9327   -2.5673   -2.0474 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.4021   -1.7845    1.9289 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.4439   -0.3725    2.4059 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  1  0
  6  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  2  0
 12 13  1  0
 13 14  1  0
 13 15  2  0
 15 16  1  0
 16 17  2  0
 17 18  1  0
  2 19  1  0
 19 20  1  0
 20 21  1  0
 21 22  1  0
 22 23  2  0
 23 24  1  0
 24 25  1  0
 24 26  2  0
 26 27  1  0
 27 28  2  0
 28 29  1  0
 18  8  1  0
 29 19  1  0
 17 11  1  0
 28 22  1  0
  1 30  1  0
  2 31  1  0
  3 32  1  0
  3 33  1  0
  4 34  1  0
  5 35  1  0
  5 36  1  0
  6 37  1  0
  7 38  1  0
  8 39  1  0
  9 40  1  0
  9 41  1  0
 10 42  1  0
 10 43  1  0
 12 44  1  0
 15 45  1  0
 16 46  1  0
 19 47  1  0
 20 48  1  0
 20 49  1  0
 21 50  1  0
 21 51  1  0
 23 52  1  0
 26 53  1  0
 27 54  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
1,1'-[Bis(6-fluoro-3,4-dihydro-2H-1-benzopyran-2-yl)]-2,2'-iminodiethanol	ChEBI
1,1'-Bis(6-fluoro-3,4-dihydro-2H-1-benzopyran-2-yl)-2,2'-iminodiethanol	ChEBI
alpha,Alpha'-(iminobismethylene)bis-(6-fluoro-3,4-dihydro-2H-1-benzopyran-2-methanol)	ChEBI
a,Alpha'-(iminobismethylene)bis-(6-fluoro-3,4-dihydro-2H-1-benzopyran-2-methanol)	Generator
Α,alpha'-(iminobismethylene)bis-(6-fluoro-3,4-dihydro-2H-1-benzopyran-2-methanol)	Generator
Lobivon	MeSH, HMDB
Nebilet	MeSH, HMDB
Bystolic	MeSH, HMDB
Silostar	MeSH, HMDB
alpha,Alpha'-(iminobis(methylene))bis(6-fluoro-3,4-dihydro)-2H-1-benzopyran-2-methanol	MeSH, HMDB
Nebivolol hydrochloride	MeSH, HMDB
Hydrochloride, nebivolol	MeSH, HMDB

Chemical Formula

C₂₂H₂₅F₂NO₄

Average Molecular Weight

405.435

Monoisotopic Molecular Weight

405.175164703

IUPAC Name

1-(6-fluoro-3,4-dihydro-2H-1-benzopyran-2-yl)-2-{[2-(6-fluoro-3,4-dihydro-2H-1-benzopyran-2-yl)-2-hydroxyethyl]amino}ethan-1-ol

Traditional Name

nebivolol

CAS Registry Number

99200-09-6

SMILES

OC(CNCC(O)C1CCC2=C(O1)C=CC(F)=C2)C1CCC2=C(O1)C=CC(F)=C2

InChI Identifier

InChI=1S/C22H25F2NO4/c23-15-3-7-19-13(9-15)1-5-21(28-19)17(26)11-25-12-18(27)22-6-2-14-10-16(24)4-8-20(14)29-22/h3-4,7-10,17-18,21-22,25-27H,1-2,5-6,11-12H2

InChI Key

KOHIRBRYDXPAMZ-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as 1-benzopyrans. These are organic aromatic compounds that 1-benzopyran, a bicyclic compound made up of a benzene ring fused to a pyran, so that the oxygen atom is at the 1-position.

Kingdom

Organic compounds

Super Class

Organoheterocyclic compounds

Class

Benzopyrans

Sub Class

1-benzopyrans

Direct Parent

1-benzopyrans

Alternative Parents

Substituents

1-benzopyran
Alkyl aryl ether
Aralkylamine
Aryl fluoride
Aryl halide
Benzenoid
1,2-aminoalcohol
Secondary alcohol
Oxacycle
Secondary amine
Secondary aliphatic amine
Ether
Hydrocarbon derivative
Organofluoride
Organohalogen compound
Organonitrogen compound
Organooxygen compound
Alcohol
Organic oxygen compound
Amine
Organopnictogen compound
Organic nitrogen compound
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

organofluorine compound (CHEBI:64019 )
secondary alcohol (CHEBI:64019 )
secondary amino compound (CHEBI:64019 )
diol (CHEBI:64019 )
chromanes (CHEBI:64019 )

Ontology

Physiological effect

Not Available

Disposition

Biological location

Non-excretory biofluid

Biofluid or Excreta

Blood (PMID: 31557052)

Source

Exogenous

Exogenous (PMID: 31557052)

Process

Not Available

Role

Not Available

Physical Properties

State

Solid

Experimental Molecular Properties

Property	Value	Reference
Melting Point	Not Available	Not Available
Boiling Point	Not Available	Not Available
Water Solubility	0.04 g/L	Not Available
LogP	Not Available	Not Available

Experimental Chromatographic Properties

Not Available

Predicted Molecular Properties

Property	Value	Source
Water Solubility	0.04 g/L	ALOGPS
logP	2.44	ALOGPS
logP	3.21	ChemAxon
logS	-4	ALOGPS
pKa (Strongest Acidic)	13.52	ChemAxon
pKa (Strongest Basic)	8.9	ChemAxon
Physiological Charge	1	ChemAxon
Hydrogen Acceptor Count	5	ChemAxon
Hydrogen Donor Count	3	ChemAxon
Polar Surface Area	70.95 Å²	ChemAxon
Rotatable Bond Count	6	ChemAxon
Refractivity	103.32 m³·mol⁻¹	ChemAxon
Polarizability	41.98 Å³	ChemAxon
Number of Rings	4	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	Yes	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	Yes	ChemAxon

Predicted Chromatographic Properties

Predicted Collision Cross Sections

Predictor	Adduct Type	CCS Value (Å²)	Reference
DeepCCS	[M+H]+	198.354	30932474
DeepCCS	[M-H]-	195.989	30932474
DeepCCS	[M-2H]-	230.287	30932474
DeepCCS	[M+Na]+	205.516	30932474
AllCCS	[M+H]+	197.6	32859911
AllCCS	[M+H-H2O]+	195.2	32859911
AllCCS	[M+NH4]+	199.8	32859911
AllCCS	[M+Na]+	200.4	32859911
AllCCS	[M-H]-	193.9	32859911
AllCCS	[M+Na-2H]-	194.3	32859911
AllCCS	[M+HCOO]-	194.8	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Nebivolol	OC(CNCC(O)C1CCC2=C(O1)C=CC(F)=C2)C1CCC2=C(O1)C=CC(F)=C2	4050.8	Standard polar	33892256
Nebivolol	OC(CNCC(O)C1CCC2=C(O1)C=CC(F)=C2)C1CCC2=C(O1)C=CC(F)=C2	3086.3	Standard non polar	33892256
Nebivolol	OC(CNCC(O)C1CCC2=C(O1)C=CC(F)=C2)C1CCC2=C(O1)C=CC(F)=C2	3232.2	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
Nebivolol,1TMS,isomer #1	C[Si](C)(C)OC(CNCC(O)C1CCC2=CC(F)=CC=C2O1)C1CCC2=CC(F)=CC=C2O1	3165.7	Semi standard non polar	33892256
Nebivolol,1TMS,isomer #2	C[Si](C)(C)N(CC(O)C1CCC2=CC(F)=CC=C2O1)CC(O)C1CCC2=CC(F)=CC=C2O1	3213.9	Semi standard non polar	33892256
Nebivolol,2TMS,isomer #1	C[Si](C)(C)OC(CNCC(O[Si](C)(C)C)C1CCC2=CC(F)=CC=C2O1)C1CCC2=CC(F)=CC=C2O1	3122.5	Semi standard non polar	33892256
Nebivolol,2TMS,isomer #2	C[Si](C)(C)OC(CN(CC(O)C1CCC2=CC(F)=CC=C2O1)[Si](C)(C)C)C1CCC2=CC(F)=CC=C2O1	3200.0	Semi standard non polar	33892256
Nebivolol,3TMS,isomer #1	C[Si](C)(C)OC(CN(CC(O[Si](C)(C)C)C1CCC2=CC(F)=CC=C2O1)[Si](C)(C)C)C1CCC2=CC(F)=CC=C2O1	3183.4	Semi standard non polar	33892256
Nebivolol,3TMS,isomer #1	C[Si](C)(C)OC(CN(CC(O[Si](C)(C)C)C1CCC2=CC(F)=CC=C2O1)[Si](C)(C)C)C1CCC2=CC(F)=CC=C2O1	3329.2	Standard non polar	33892256
Nebivolol,3TMS,isomer #1	C[Si](C)(C)OC(CN(CC(O[Si](C)(C)C)C1CCC2=CC(F)=CC=C2O1)[Si](C)(C)C)C1CCC2=CC(F)=CC=C2O1	3721.7	Standard polar	33892256
Nebivolol,1TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OC(CNCC(O)C1CCC2=CC(F)=CC=C2O1)C1CCC2=CC(F)=CC=C2O1	3394.5	Semi standard non polar	33892256
Nebivolol,1TBDMS,isomer #2	CC(C)(C)[Si](C)(C)N(CC(O)C1CCC2=CC(F)=CC=C2O1)CC(O)C1CCC2=CC(F)=CC=C2O1	3481.5	Semi standard non polar	33892256
Nebivolol,2TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OC(CNCC(O[Si](C)(C)C(C)(C)C)C1CCC2=CC(F)=CC=C2O1)C1CCC2=CC(F)=CC=C2O1	3572.4	Semi standard non polar	33892256
Nebivolol,2TBDMS,isomer #2	CC(C)(C)[Si](C)(C)OC(CN(CC(O)C1CCC2=CC(F)=CC=C2O1)[Si](C)(C)C(C)(C)C)C1CCC2=CC(F)=CC=C2O1	3676.2	Semi standard non polar	33892256
Nebivolol,3TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OC(CN(CC(O[Si](C)(C)C(C)(C)C)C1CCC2=CC(F)=CC=C2O1)[Si](C)(C)C(C)(C)C)C1CCC2=CC(F)=CC=C2O1	3849.5	Semi standard non polar	33892256
Nebivolol,3TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OC(CN(CC(O[Si](C)(C)C(C)(C)C)C1CCC2=CC(F)=CC=C2O1)[Si](C)(C)C(C)(C)C)C1CCC2=CC(F)=CC=C2O1	3921.9	Standard non polar	33892256
Nebivolol,3TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OC(CN(CC(O[Si](C)(C)C(C)(C)C)C1CCC2=CC(F)=CC=C2O1)[Si](C)(C)C(C)(C)C)C1CCC2=CC(F)=CC=C2O1	3894.6	Standard polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - Nebivolol GC-MS (Non-derivatized) - 70eV, Positive	splash10-0fl0-5961000000-db2c9843ee0cc7cd22d4	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Nebivolol GC-MS (2 TMS) - 70eV, Positive	splash10-0uyi-5938020000-00d8599d082d3d916116	2017-10-06	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Nebivolol GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Nebivolol GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Nebivolol GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum

MS/MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Nebivolol 10V, Positive-QTOF	splash10-0a4i-0422900000-3a76b3b1c885bee2c157	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Nebivolol 20V, Positive-QTOF	splash10-004i-0920000000-11009825045a0e91f879	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Nebivolol 40V, Positive-QTOF	splash10-002f-7900000000-89e04031c6d9dd83e8d9	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Nebivolol 10V, Negative-QTOF	splash10-0udi-0110900000-47f58423e59e787b770f	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Nebivolol 20V, Negative-QTOF	splash10-0w29-0981500000-2d7231867b467c291df3	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Nebivolol 40V, Negative-QTOF	splash10-00di-0901000000-d5b818ab1077956bf711	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Nebivolol 10V, Positive-QTOF	splash10-052r-0019500000-56ad16915cb134a20326	2021-10-11	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Nebivolol 20V, Positive-QTOF	splash10-0f79-0983100000-6b2434dec2b7d46416b3	2021-10-11	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Nebivolol 40V, Positive-QTOF	splash10-0zmi-2951000000-26ef603038764485eb8e	2021-10-11	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Nebivolol 10V, Negative-QTOF	splash10-0udi-0001900000-0ee3540a0db5557266e4	2021-10-11	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Nebivolol 20V, Negative-QTOF	splash10-0udi-2782900000-779d8fdfb894ef489226	2021-10-11	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Nebivolol 40V, Negative-QTOF	splash10-0unj-0911000000-7a81d0684fb81815d37c	2021-10-11	Wishart Lab	View Spectrum

Biological Properties

Cellular Locations

Membrane

Biospecimen Locations

Blood
Urine

Tissue Locations

Not Available

Pathways

Name	SMPDB/PathBank	KEGG
Nebivolol Action Pathway		Not Available

Normal Concentrations

Biospecimen	Status	Value	Age	Sex	Condition	Reference	Details
Blood	Expected but not Quantified	Not Quantified	Not Available	Not Available	Taking drug identified by DrugBank entry DB04861	21059682	details
Urine	Expected but not Quantified	Not Quantified	Not Available	Not Available	Taking drug identified by DrugBank entry DB04861	21059682	details

Abnormal Concentrations

Not Available

Associated Disorders and Diseases

Disease References

None

Associated OMIM IDs

None

External Links

DrugBank ID

DB04861

Phenol Explorer Compound ID

Not Available

FooDB ID

Not Available

KNApSAcK ID

Not Available

Chemspider ID

64421

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Nebivolol

METLIN ID

Not Available

PubChem Compound

Not Available

PDB ID

Not Available

ChEBI ID

64019

Food Biomarker Ontology

Not Available

VMH ID

Not Available

MarkerDB ID

Not Available

Good Scents ID

Not Available

References

Synthesis Reference

Not Available

Material Safety Data Sheet (MSDS)

Not Available

General References

Gielen W, Cleophas TJ, Agrawal R: Nebivolol: a review of its clinical and pharmacological characteristics. Int J Clin Pharmacol Ther. 2006 Aug;44(8):344-57. [PubMed:16961165 ]

Enzymes

Enzyme Details

1. Cytochrome P450 2D6

General function:: Involved in monooxygenase activity
Specific function:: Responsible for the metabolism of many drugs and environmental chemicals that it oxidizes. It is involved in the metabolism of drugs such as antiarrhythmics, adrenoceptor antagonists, and tricyclic antidepressants.
Gene Name:: CYP2D6
Uniprot ID:: P10635
Molecular weight:: 55768.94

References

Preissner S, Kroll K, Dunkel M, Senger C, Goldsobel G, Kuzman D, Guenther S, Winnenburg R, Schroeder M, Preissner R: SuperCYP: a comprehensive database on Cytochrome P450 enzymes including a tool for analysis of CYP-drug interactions. Nucleic Acids Res. 2010 Jan;38(Database issue):D237-43. doi: 10.1093/nar/gkp970. Epub 2009 Nov 24. [PubMed:19934256 ]

Enzyme Details

2. Beta-1 adrenergic receptor

General function:: Involved in G-protein coupled receptor protein signaling pathway
Specific function:: Beta-adrenergic receptors mediate the catecholamine- induced activation of adenylate cyclase through the action of G proteins. This receptor binds epinephrine and norepinephrine with approximately equal affinity
Gene Name:: ADRB1
Uniprot ID:: P08588
Molecular weight:: 51322.1

References

Gielen W, Cleophas TJ, Agrawal R: Nebivolol: a review of its clinical and pharmacological characteristics. Int J Clin Pharmacol Ther. 2006 Aug;44(8):344-57. [PubMed:16961165 ]
Chen X, Ji ZL, Chen YZ: TTD: Therapeutic Target Database. Nucleic Acids Res. 2002 Jan 1;30(1):412-5. [PubMed:11752352 ]
de Boer RA, Voors AA, van Veldhuisen DJ: Nebivolol: third-generation beta-blockade. Expert Opin Pharmacother. 2007 Jul;8(10):1539-50. [PubMed:17661735 ]

Enzyme Details

3. Beta-2 adrenergic receptor

General function:: Involved in G-protein coupled receptor protein signaling pathway
Specific function:: Beta-adrenergic receptors mediate the catecholamine- induced activation of adenylate cyclase through the action of G proteins. The beta-2-adrenergic receptor binds epinephrine with an approximately 30-fold greater affinity than it does norepinephrine
Gene Name:: ADRB2
Uniprot ID:: P07550
Molecular weight:: 46458.3

References

Nuttall SL, Routledge HC, Kendall MJ: A comparison of the beta1-selectivity of three beta1-selective beta-blockers. J Clin Pharm Ther. 2003 Jun;28(3):179-86. [PubMed:12795776 ]

Showing metabocard for Nebivolol (HMDB0015594)

MOL for HMDB0015594 (Nebivolol)

3D MOL for HMDB0015594 (Nebivolol)

3D SDF for HMDB0015594 (Nebivolol)

3D-SDF for HMDB0015594 (Nebivolol)

PDB for HMDB0015594 (Nebivolol)

3D PDB for HMDB0015594 (Nebivolol)

SMILES for HMDB0015594 (Nebivolol)

INCHI for HMDB0015594 (Nebivolol)

Structure for HMDB0015594 (Nebivolol)

3D Structure for HMDB0015594 (Nebivolol)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra

Enzymes

References

References

References