NP-MRD: Showing NP-Card for tamsulosin (NP0239064)

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Record Information

Version

2.0

Created at

2022-09-06 22:34:08 UTC

Updated at

2022-09-06 22:34:09 UTC

NP-MRD ID

NP0239064

Secondary Accession Numbers

None

Natural Product Identification

Common Name

tamsulosin

Description

Tamsulosin, also known as flomax or YM-617, belongs to the class of organic compounds known as amphetamines and derivatives. These are organic compounds containing or derived from 1-phenylpropan-2-amine. Tamsulosin is a very strong basic compound (based on its pKa). tamsulosin was first documented in 2002 (PMID: 11790159). A 5-(2-{amino}propyl)-2-methoxybenzenesulfonamide that has (R)-configuration (PMID: 11950378) (PMID: 12535426) (PMID: 29728928).

Structure

MOL 3D MOL SDF PDB SMILES InChI

706
  Mrv0541 02231214562D          

 28 29  0  0  1  0            999 V2000
    3.7935    3.7910    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    6.6515   -1.9842    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.3645    2.9659    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.9685    3.7910    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.6185    3.7910    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.6515   -3.6342    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.9370    0.0784    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.7935    4.6160    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.2224    0.4909    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    5.2224    1.3159    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5080    1.7284    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5080    0.0784    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9370   -0.7466    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5080    2.5534    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7935    2.9659    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7935    1.3159    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6515   -1.1592    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0791    2.5534    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0791    1.7284    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.3659   -2.3967    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.3659   -3.2217    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.0804   -1.9842    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6500    2.5534    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.0804   -3.6342    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.7949   -2.3967    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.7949   -3.2217    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6515   -4.4592    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9370   -4.8717    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  4  2  0  0  0  0
  1  5  2  0  0  0  0
  1  8  1  0  0  0  0
  1 15  1  0  0  0  0
  2 17  1  0  0  0  0
  2 20  1  0  0  0  0
  3 18  1  0  0  0  0
  3 23  1  0  0  0  0
  6 21  1  0  0  0  0
  6 27  1  0  0  0  0
  9  7  1  6  0  0  0
  7 13  1  0  0  0  0
  9 10  1  0  0  0  0
  9 12  1  0  0  0  0
 10 11  1  0  0  0  0
 11 14  2  0  0  0  0
 11 16  1  0  0  0  0
 13 17  1  0  0  0  0
 14 15  1  0  0  0  0
 15 18  2  0  0  0  0
 16 19  2  0  0  0  0
 18 19  1  0  0  0  0
 20 21  1  0  0  0  0
 20 22  2  0  0  0  0
 21 24  2  0  0  0  0
 22 25  1  0  0  0  0
 24 26  1  0  0  0  0
 25 26  2  0  0  0  0
 27 28  1  0  0  0  0
M  END

     RDKit          3D

 56 57  0  0  0  0  0  0  0  0999 V2000
    7.5304    3.2115   -1.2176 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.2742    1.8450   -0.6096 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8909    1.5577   -0.5868 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.4168    0.3649   -0.0784 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2534   -0.5819    0.4231 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7662   -1.7662    0.9258 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4123   -2.0276    0.9361 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5361   -1.0640    0.4241 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0397    0.1164   -0.0765 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2600    1.1014   -0.5949 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.9077    1.2095   -0.7963 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4280    0.1817   -1.7920 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0184    0.2454   -2.0386 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8642   -0.1206   -1.0140 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.8198   -1.5161   -0.5239 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2748    0.1842   -1.5124 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3209   -0.1488   -0.5473 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8600   -1.4198   -0.5862 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8537   -1.8254    0.2813 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3513   -0.9641    1.2316 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3500   -1.3037    2.1358 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.8688   -2.6240    2.0505 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8059    0.3091    1.2654 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4407    1.4219    2.4826 S   0  0  0  0  0  6  0  0  0  0  0  0
   -7.1204    1.6939    2.2750 N   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6867    2.7169    2.4636 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2425    0.8306    3.8605 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8137    0.7190    0.4018 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6364    3.8813   -1.0759 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.3885    3.7117   -0.7290 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.7343    3.1252   -2.3073 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.7435    1.8184    0.3905 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.7320    1.0790   -1.2746 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.3365   -0.4062    0.4302 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.4395   -2.5219    1.3262 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9906   -2.9437    1.3215 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4703   -1.2635    0.4475 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3006    1.1964    0.1383 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7246    2.2171   -1.2852 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8408   -0.8133   -1.7041 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8822    0.5572   -2.7760 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1995    1.1238   -2.5264 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7158    0.5582   -0.1377 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0744   -2.2895   -1.2498 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1547   -1.7954   -0.0734 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5657   -1.6065    0.3137 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4761   -0.3829   -2.4560 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3632    1.2573   -1.8064 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4910   -2.1441   -1.3314 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2737   -2.8243    0.2470 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1021   -3.3879    2.2922 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.1776   -2.8291    0.9862 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.7969   -2.7384    2.6476 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.5210    0.8525    1.7833 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.2673    2.5065    1.6238 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4109    1.7150    0.4541 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  2  0
  5  6  1  0
  6  7  2  0
  7  8  1  0
  8  9  2  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  1  0
 14 15  1  0
 14 16  1  0
 16 17  1  0
 17 28  2  0
 28 23  1  0
 23 20  2  0
 20 21  1  0
 21 22  1  0
 20 19  1  0
 19 18  2  0
 23 24  1  0
 24 25  1  0
 24 26  2  0
 24 27  2  0
  9  4  1  0
 18 17  1  0
  1 29  1  0
  1 30  1  0
  1 31  1  0
  2 32  1  0
  2 33  1  0
  5 34  1  0
  6 35  1  0
  7 36  1  0
  8 37  1  0
 11 38  1  0
 11 39  1  0
 12 40  1  0
 12 41  1  0
 13 42  1  0
 14 43  1  1
 15 44  1  0
 15 45  1  0
 15 46  1  0
 16 47  1  0
 16 48  1  0
 28 56  1  0
 22 51  1  0
 22 52  1  0
 22 53  1  0
 19 50  1  0
 18 49  1  0
 25 54  1  0
 25 55  1  0
M  END

706
  Mrv0541 02231214562D          

 28 29  0  0  1  0            999 V2000
    3.7935    3.7910    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    6.6515   -1.9842    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.3645    2.9659    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.9685    3.7910    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.6185    3.7910    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.6515   -3.6342    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.9370    0.0784    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.7935    4.6160    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.2224    0.4909    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    5.2224    1.3159    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5080    1.7284    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5080    0.0784    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9370   -0.7466    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5080    2.5534    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7935    2.9659    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7935    1.3159    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6515   -1.1592    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0791    2.5534    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0791    1.7284    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.3659   -2.3967    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.3659   -3.2217    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.0804   -1.9842    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6500    2.5534    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.0804   -3.6342    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.7949   -2.3967    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.7949   -3.2217    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6515   -4.4592    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9370   -4.8717    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  4  2  0  0  0  0
  1  5  2  0  0  0  0
  1  8  1  0  0  0  0
  1 15  1  0  0  0  0
  2 17  1  0  0  0  0
  2 20  1  0  0  0  0
  3 18  1  0  0  0  0
  3 23  1  0  0  0  0
  6 21  1  0  0  0  0
  6 27  1  0  0  0  0
  9  7  1  6  0  0  0
  7 13  1  0  0  0  0
  9 10  1  0  0  0  0
  9 12  1  0  0  0  0
 10 11  1  0  0  0  0
 11 14  2  0  0  0  0
 11 16  1  0  0  0  0
 13 17  1  0  0  0  0
 14 15  1  0  0  0  0
 15 18  2  0  0  0  0
 16 19  2  0  0  0  0
 18 19  1  0  0  0  0
 20 21  1  0  0  0  0
 20 22  2  0  0  0  0
 21 24  2  0  0  0  0
 22 25  1  0  0  0  0
 24 26  1  0  0  0  0
 25 26  2  0  0  0  0
 27 28  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0239064

> <DATABASE_NAME>
NP-MRD

> <SMILES>
CCOC1=CC=CC=C1OCCN[C@H](C)CC1=CC(=C(OC)C=C1)S(N)(=O)=O

> <INCHI_IDENTIFIER>
InChI=1S/C20H28N2O5S/c1-4-26-17-7-5-6-8-18(17)27-12-11-22-15(2)13-16-9-10-19(25-3)20(14-16)28(21,23)24/h5-10,14-15,22H,4,11-13H2,1-3H3,(H2,21,23,24)/t15-/m1/s1

> <INCHI_KEY>
DRHKJLXJIQTDTD-OAHLLOKOSA-N

> <FORMULA>
C20H28N2O5S

> <MOLECULAR_WEIGHT>
408.512

> <EXACT_MASS>
408.171892706

> <JCHEM_ACCEPTOR_COUNT>
6

> <JCHEM_AVERAGE_POLARIZABILITY>
43.95205639905195

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
5-[(2R)-2-{[2-(2-ethoxyphenoxy)ethyl]amino}propyl]-2-methoxybenzene-1-sulfonamide

> <ALOGPS_LOGP>
3.05

> <JCHEM_LOGP>
2.038114116278142

> <ALOGPS_LOGS>
-4.79

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
2

> <JCHEM_PHYSIOLOGICAL_CHARGE>
1

> <JCHEM_PKA_STRONGEST_ACIDIC>
9.932656072654002

> <JCHEM_PKA_STRONGEST_BASIC>
9.284809828172845

> <JCHEM_POLAR_SURFACE_AREA>
99.88

> <JCHEM_REFRACTIVITY>
108.8649

> <JCHEM_ROTATABLE_BOND_COUNT>
11

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
6.55e-03 g/l

> <JCHEM_TRADITIONAL_IUPAC>
tamsulosin

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 23-FEB-12   NONE
TITLE     NULL                                                        
COMPND    MOLECULE: 706                                               
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   23-FEB-12         0                                  
HETATM    1  S   UNK     0       7.081   7.077   0.000  0.00  0.00           S+0
HETATM    2  O   UNK     0      12.416  -3.704   0.000  0.00  0.00           O+0
HETATM    3  O   UNK     0       4.414   5.536   0.000  0.00  0.00           O+0
HETATM    4  O   UNK     0       5.541   7.077   0.000  0.00  0.00           O+0
HETATM    5  O   UNK     0       8.621   7.077   0.000  0.00  0.00           O+0
HETATM    6  O   UNK     0      12.416  -6.784   0.000  0.00  0.00           O+0
HETATM    7  N   UNK     0      11.082   0.146   0.000  0.00  0.00           N+0
HETATM    8  N   UNK     0       7.081   8.617   0.000  0.00  0.00           N+0
HETATM    9  C   UNK     0       9.748   0.916   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       9.748   2.456   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       8.415   3.226   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       8.415   0.146   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      11.082  -1.394   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       8.415   4.766   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       7.081   5.536   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       7.081   2.456   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0      12.416  -2.164   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       5.748   4.766   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       5.748   3.226   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0      13.750  -4.474   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0      13.750  -6.014   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0      15.083  -3.704   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0       3.080   4.766   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0      15.083  -6.784   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0      16.417  -4.474   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0      16.417  -6.014   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0      12.416  -8.324   0.000  0.00  0.00           C+0
HETATM   28  C   UNK     0      11.082  -9.094   0.000  0.00  0.00           C+0
CONECT    1    4    5    8   15                                             
CONECT    2   17   20                                                       
CONECT    3   18   23                                                       
CONECT    4    1                                                            
CONECT    5    1                                                            
CONECT    6   21   27                                                       
CONECT    7    9   13                                                       
CONECT    8    1                                                            
CONECT    9    7   10   12                                                  
CONECT   10    9   11                                                       
CONECT   11   10   14   16                                                  
CONECT   12    9                                                            
CONECT   13    7   17                                                       
CONECT   14   11   15                                                       
CONECT   15    1   14   18                                                  
CONECT   16   11   19                                                       
CONECT   17    2   13                                                       
CONECT   18    3   15   19                                                  
CONECT   19   16   18                                                       
CONECT   20    2   21   22                                                  
CONECT   21    6   20   24                                                  
CONECT   22   20   25                                                       
CONECT   23    3                                                            
CONECT   24   21   26                                                       
CONECT   25   22   26                                                       
CONECT   26   24   25                                                       
CONECT   27    6   28                                                       
CONECT   28   27                                                            
MASTER        0    0    0    0    0    0    0    0   28    0   58    0
END

View in JSmol

Synonyms

Value	Source
(-)-Tamsulosin	ChEBI
(R)-(-)-Tamsulosin	ChEBI
(R)-5-(2-((2-(2-Ethoxyphenoxy)ethyl)amino)propyl)-2-methoxybenzenesulfonamide	ChEBI
Tamsulosina	ChEBI
Tamsulosine	ChEBI
Tamsulosinum	ChEBI
Flomax	Kegg
Tamsulon	Kegg
(R)-5-(2-((2-(2-Ethoxyphenoxy)ethyl)amino)propyl)-2-methoxybenzenesulphonamide	Generator
5-[2-[2-(2-Ethoxyphenoxy)ethylamino]propyl]-2-methoxy-benzenesulfonamide	HMDB
5-[2-[2-(2-Ethoxyphenoxy)ethylamino]propyl]-2-methoxy-benzenesulphonamide	HMDB
YM-617	HMDB
5-(2-((2-(2-Ethoxyphenoxy)ethyl)amino)propyl)-2-methoxybenzenesulfonamide	HMDB
Tamsulosin hydrochloride	HMDB

Chemical Formula

C₂₀H₂₈N₂O₅S

Average Mass

408.5120 Da

Monoisotopic Mass

408.17189 Da

IUPAC Name

5-[(2R)-2-{[2-(2-ethoxyphenoxy)ethyl]amino}propyl]-2-methoxybenzene-1-sulfonamide

Traditional Name

tamsulosin

CAS Registry Number

Not Available

SMILES

CCOC1=CC=CC=C1OCCN[C@H](C)CC1=CC(=C(OC)C=C1)S(N)(=O)=O

InChI Identifier

InChI=1S/C20H28N2O5S/c1-4-26-17-7-5-6-8-18(17)27-12-11-22-15(2)13-16-9-10-19(25-3)20(14-16)28(21,23)24/h5-10,14-15,22H,4,11-13H2,1-3H3,(H2,21,23,24)/t15-/m1/s1

InChI Key

DRHKJLXJIQTDTD-OAHLLOKOSA-N

Experimental Spectra

Not Available

Predicted Spectra

Spectrum Type	Description	Depositor ID	Depositor Organization	Depositor	Deposition Date	View
1D NMR	¹³C NMR Spectrum (1D, 25 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 100 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 252 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 1000 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 50 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 200 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 75 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 300 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 101 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 126 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 151 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 176 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 700 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 201 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 800 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 226 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 900 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum

Chemical Shift Submissions

Not Available

Species

Species of Origin

Not Available

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as amphetamines and derivatives. These are organic compounds containing or derived from 1-phenylpropan-2-amine.

Kingdom

Organic compounds

Super Class

Benzenoids

Class

Benzene and substituted derivatives

Sub Class

Phenethylamines

Direct Parent

Amphetamines and derivatives

Alternative Parents

Substituents

Amphetamine or derivatives
Benzenesulfonamide
Benzenesulfonyl group
Phenylpropane
Phenoxy compound
Anisole
Phenol ether
Methoxybenzene
Alkyl aryl ether
Aralkylamine
Organosulfonic acid amide
Aminosulfonyl compound
Sulfonyl
Organosulfonic acid or derivatives
Organic sulfonic acid or derivatives
Secondary aliphatic amine
Ether
Secondary amine
Organooxygen compound
Organonitrogen compound
Amine
Organic nitrogen compound
Organic oxide
Organopnictogen compound
Organosulfur compound
Hydrocarbon derivative
Organic oxygen compound
Aromatic homomonocyclic compound

Molecular Framework

Aromatic homomonocyclic compounds

External Descriptors

sulfonamide (CHEBI:9398 )

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	3.05	ALOGPS
logP	2.04	ChemAxon
logS	-4.8	ALOGPS
pKa (Strongest Acidic)	9.93	ChemAxon
pKa (Strongest Basic)	9.28	ChemAxon
Physiological Charge	1	ChemAxon
Hydrogen Acceptor Count	6	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	99.88 Å²	ChemAxon
Rotatable Bond Count	11	ChemAxon
Refractivity	108.86 m³·mol⁻¹	ChemAxon
Polarizability	43.95 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

HMDB0014844

DrugBank ID

DB00706

Phenol Explorer Compound ID

Not Available

FoodDB ID

Not Available

KNApSAcK ID

Not Available

Chemspider ID

114457

KEGG Compound ID

C07124

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Tamsulosin

METLIN ID

Not Available

PubChem Compound

129211

PDB ID

Not Available

ChEBI ID

9398

Good Scents ID

Not Available

References

General References

Lyseng-Williamson KA, Jarvis B, Wagstaff AJ: Tamsulosin: an update of its role in the management of lower urinary tract symptoms. Drugs. 2002;62(1):135-67. doi: 10.2165/00003495-200262010-00006. [PubMed:11790159 ]
Dunn CJ, Matheson A, Faulds DM: Tamsulosin: a review of its pharmacology and therapeutic efficacy in the management of lower urinary tract symptoms. Drugs Aging. 2002;19(2):135-61. doi: 10.2165/00002512-200219020-00004. [PubMed:11950378 ]
Wilt TJ, Mac Donald R, Rutks I: Tamsulosin for benign prostatic hyperplasia. Cochrane Database Syst Rev. 2003;(1):CD002081. doi: 10.1002/14651858.CD002081. [PubMed:12535426 ]
Byeon JY, Lee YJ, Kim YH, Kim SH, Lee CM, Bae JW, Jang CG, Lee SY, Choi CI: Effects of diltiazem, a moderate inhibitor of CYP3A4, on the pharmacokinetics of tamsulosin in different CYP2D6 genotypes. Arch Pharm Res. 2018 May;41(5):564-570. doi: 10.1007/s12272-018-1030-6. Epub 2018 May 4. [PubMed:29728928 ]
LOTUS database [Link]

Showing NP-Card for tamsulosin (NP0239064)

MOL for NP0239064 (tamsulosin)

3D MOL for NP0239064 (tamsulosin)

3D SDF for NP0239064 (tamsulosin)

3D-SDF for NP0239064 (tamsulosin)

PDB for NP0239064 (tamsulosin)

3D PDB for NP0239064 (tamsulosin)

SMILES for NP0239064 (tamsulosin)

INCHI for NP0239064 (tamsulosin)

Structure for NP0239064 (tamsulosin)

3D Structure for NP0239064 (tamsulosin)