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Identification Taxonomy Ontology Physical properties Spectra Biological properties Concentrations Links References enzymes (1) Show 1 protein XML

Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2012-09-06 15:16:50 UTC

Update Date

2022-03-07 02:51:42 UTC

HMDB ID

HMDB0014701

Secondary Accession Numbers

HMDB14701

Metabolite Identification

Common Name

Doxapram

Description

Doxapram, also known as docatone or (+-)-doxapram, belongs to the class of organic compounds known as diphenylmethanes. Diphenylmethanes are compounds containing a diphenylmethane moiety, which consists of a methane wherein two hydrogen atoms are replaced by two phenyl groups. Doxapram is a drug which is used for use as a temporary measure in hospitalized patients with acute respiratory insufficiency superimposed on chronic obstructive pulmonary disease. Based on a literature review a significant number of articles have been published on Doxapram.

Structure

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

561
  Mrv0541 02231214462D          

 28 31  0  0  1  0            999 V2000
    3.0614    1.1210    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.6863   -2.5022    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.5135    1.3510    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.7164   -1.1673    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.9260    0.0813    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1010    0.0813    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1809    0.8660    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4110   -0.5861    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8461    0.8660    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2840   -0.0334    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1010   -0.7437    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2314   -0.4999    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5135    2.1760    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9749   -0.7984    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8155   -1.1562    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7761    0.6167    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3865   -1.1562    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3809   -1.9210    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.5369   -1.0811    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2280    2.5885    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8658   -2.5885    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.0218   -1.7485    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1580   -0.9132    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8155   -1.9812    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9591    0.5019    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3865   -1.9812    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6500   -0.2630    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1010   -2.3937    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  9  2  0  0  0  0
  2 21  1  0  0  0  0
  2 22  1  0  0  0  0
  3  7  1  0  0  0  0
  3  9  1  0  0  0  0
  3 13  1  0  0  0  0
  4 12  1  0  0  0  0
  4 18  1  0  0  0  0
  4 19  1  0  0  0  0
  5  6  1  0  0  0  0
  5  7  1  0  0  0  0
  5  8  1  0  0  0  0
  6  9  1  0  0  0  0
  6 10  1  0  0  0  0
  6 11  1  0  0  0  0
  8 12  1  0  0  0  0
 10 14  2  0  0  0  0
 10 16  1  0  0  0  0
 11 15  2  0  0  0  0
 11 17  1  0  0  0  0
 13 20  1  0  0  0  0
 14 23  1  0  0  0  0
 15 24  1  0  0  0  0
 16 25  2  0  0  0  0
 17 26  2  0  0  0  0
 18 21  1  0  0  0  0
 19 22  1  0  0  0  0
 23 27  2  0  0  0  0
 24 28  2  0  0  0  0
 25 27  1  0  0  0  0
 26 28  1  0  0  0  0
M  END

HMDB0014701
     RDKit          3D
Doxapram
 58 61  0  0  0  0  0  0  0  0999 V2000
   -1.6263   -0.0539    4.4996 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1150    0.8416    3.3924 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9833    0.0835    2.1798 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.2150   -0.6480    1.7347 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1301   -1.1038    0.3385 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9939   -1.3030   -0.5776 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9385   -0.2260   -0.8940 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7064    0.3120    0.2100 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.6636   -0.6569    0.7023 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0286    0.0036    0.7369 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3588    0.2854   -0.6024 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.5584    1.3279   -1.0613 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3275    1.5249   -0.2414 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3678   -0.4542   -0.1243 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2344    0.8034   -0.8865 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0715    0.8243   -2.2653 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9706    2.0079   -2.9302 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0248    3.2066   -2.2712 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1853    3.2232   -0.9025 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2849    2.0211   -0.2502 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3817   -1.3421   -0.7772 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6415   -0.7826   -1.0072 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5961   -1.5669   -1.5994 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3863   -2.8761   -1.9821 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1219   -3.3754   -1.7306 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1129   -2.6111   -1.1267 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9953   -0.0803    1.2098 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2061    0.0625    1.4306 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3596   -1.0839    4.2571 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2287    0.3200    5.4488 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7425    0.0189    4.5635 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1856    1.3870    3.6785 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8758    1.6540    3.2530 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3229   -1.4867    2.4532 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1017   -0.0359    1.8362 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4826   -2.2053    0.5604 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5962   -2.2324   -0.3365 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5413   -1.6011   -1.5851 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5860    0.6050   -1.4976 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7411   -0.7091   -1.5512 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4216   -0.9221    1.7646 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7637   -1.5357    0.0495 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0797    0.8903    1.3669 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.7677   -0.7883    1.0488 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1873    2.2600   -0.9496 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3728    1.2143   -2.1399 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5450    2.2311    0.5958 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5816    2.0679   -0.8946 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0292   -0.1119   -2.7668 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8409    2.0599   -4.0209 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9445    4.1648   -2.7972 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2256    4.1888   -0.4122 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4111    2.0862    0.8261 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8668    0.2629   -0.7350 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5921   -1.1619   -1.7934 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1552   -3.4818   -2.4492 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8851   -4.3967   -2.0041 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1382   -3.1062   -0.9736 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
  7  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
  5 14  1  0
 14 15  1  0
 15 16  2  0
 16 17  1  0
 17 18  2  0
 18 19  1  0
 19 20  2  0
 14 21  1  0
 21 22  2  0
 22 23  1  0
 23 24  2  0
 24 25  1  0
 25 26  2  0
 14 27  1  0
 27 28  2  0
 27  3  1  0
 13  8  1  0
 20 15  1  0
 26 21  1  0
  1 29  1  0
  1 30  1  0
  1 31  1  0
  2 32  1  0
  2 33  1  0
  4 34  1  0
  4 35  1  0
  5 36  1  0
  6 37  1  0
  6 38  1  0
  7 39  1  0
  7 40  1  0
  9 41  1  0
  9 42  1  0
 10 43  1  0
 10 44  1  0
 12 45  1  0
 12 46  1  0
 13 47  1  0
 13 48  1  0
 16 49  1  0
 17 50  1  0
 18 51  1  0
 19 52  1  0
 20 53  1  0
 22 54  1  0
 23 55  1  0
 24 56  1  0
 25 57  1  0
 26 58  1  0
M  END

561
  Mrv0541 02231214462D          

 28 31  0  0  1  0            999 V2000
    3.0614    1.1210    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.6863   -2.5022    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.5135    1.3510    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.7164   -1.1673    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.9260    0.0813    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1010    0.0813    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1809    0.8660    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4110   -0.5861    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8461    0.8660    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2840   -0.0334    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1010   -0.7437    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2314   -0.4999    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5135    2.1760    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9749   -0.7984    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8155   -1.1562    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7761    0.6167    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3865   -1.1562    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3809   -1.9210    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.5369   -1.0811    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2280    2.5885    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8658   -2.5885    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.0218   -1.7485    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1580   -0.9132    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8155   -1.9812    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9591    0.5019    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3865   -1.9812    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6500   -0.2630    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1010   -2.3937    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  9  2  0  0  0  0
  2 21  1  0  0  0  0
  2 22  1  0  0  0  0
  3  7  1  0  0  0  0
  3  9  1  0  0  0  0
  3 13  1  0  0  0  0
  4 12  1  0  0  0  0
  4 18  1  0  0  0  0
  4 19  1  0  0  0  0
  5  6  1  0  0  0  0
  5  7  1  0  0  0  0
  5  8  1  0  0  0  0
  6  9  1  0  0  0  0
  6 10  1  0  0  0  0
  6 11  1  0  0  0  0
  8 12  1  0  0  0  0
 10 14  2  0  0  0  0
 10 16  1  0  0  0  0
 11 15  2  0  0  0  0
 11 17  1  0  0  0  0
 13 20  1  0  0  0  0
 14 23  1  0  0  0  0
 15 24  1  0  0  0  0
 16 25  2  0  0  0  0
 17 26  2  0  0  0  0
 18 21  1  0  0  0  0
 19 22  1  0  0  0  0
 23 27  2  0  0  0  0
 24 28  2  0  0  0  0
 25 27  1  0  0  0  0
 26 28  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0014701

> <DATABASE_NAME>
hmdb

> <SMILES>
CCN1CC(CCN2CCOCC2)C(C1=O)(C1=CC=CC=C1)C1=CC=CC=C1

> <INCHI_IDENTIFIER>
InChI=1S/C24H30N2O2/c1-2-26-19-22(13-14-25-15-17-28-18-16-25)24(23(26)27,20-9-5-3-6-10-20)21-11-7-4-8-12-21/h3-12,22H,2,13-19H2,1H3

> <INCHI_KEY>
XFDJYSQDBULQSI-UHFFFAOYSA-N

> <FORMULA>
C24H30N2O2

> <MOLECULAR_WEIGHT>
378.5072

> <EXACT_MASS>
378.230728214

> <JCHEM_ACCEPTOR_COUNT>
3

> <JCHEM_AVERAGE_POLARIZABILITY>
43.02486651302998

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
0

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
1-ethyl-4-[2-(morpholin-4-yl)ethyl]-3,3-diphenylpyrrolidin-2-one

> <ALOGPS_LOGP>
3.65

> <JCHEM_LOGP>
3.2305922049999993

> <ALOGPS_LOGS>
-4.04

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
4

> <JCHEM_PHYSIOLOGICAL_CHARGE>
1

> <JCHEM_PKA_STRONGEST_BASIC>
7.231809795494959

> <JCHEM_POLAR_SURFACE_AREA>
32.78

> <JCHEM_REFRACTIVITY>
112.85080000000002

> <JCHEM_ROTATABLE_BOND_COUNT>
6

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
3.43e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
doxapram

> <JCHEM_VEBER_RULE>
1

$$$$

HMDB0014701
     RDKit          3D
Doxapram
 58 61  0  0  0  0  0  0  0  0999 V2000
   -1.6263   -0.0539    4.4996 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1150    0.8416    3.3924 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9833    0.0835    2.1798 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.2150   -0.6480    1.7347 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1301   -1.1038    0.3385 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9939   -1.3030   -0.5776 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9385   -0.2260   -0.8940 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7064    0.3120    0.2100 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.6636   -0.6569    0.7023 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0286    0.0036    0.7369 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3588    0.2854   -0.6024 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.5584    1.3279   -1.0613 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3275    1.5249   -0.2414 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3678   -0.4542   -0.1243 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2344    0.8034   -0.8865 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0715    0.8243   -2.2653 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9706    2.0079   -2.9302 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0248    3.2066   -2.2712 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1853    3.2232   -0.9025 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2849    2.0211   -0.2502 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3817   -1.3421   -0.7772 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6415   -0.7826   -1.0072 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5961   -1.5669   -1.5994 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3863   -2.8761   -1.9821 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1219   -3.3754   -1.7306 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1129   -2.6111   -1.1267 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9953   -0.0803    1.2098 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2061    0.0625    1.4306 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3596   -1.0839    4.2571 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2287    0.3200    5.4488 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7425    0.0189    4.5635 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1856    1.3870    3.6785 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8758    1.6540    3.2530 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3229   -1.4867    2.4532 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1017   -0.0359    1.8362 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4826   -2.2053    0.5604 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5962   -2.2324   -0.3365 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5413   -1.6011   -1.5851 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5860    0.6050   -1.4976 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7411   -0.7091   -1.5512 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4216   -0.9221    1.7646 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7637   -1.5357    0.0495 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0797    0.8903    1.3669 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.7677   -0.7883    1.0488 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1873    2.2600   -0.9496 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3728    1.2143   -2.1399 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5450    2.2311    0.5958 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5816    2.0679   -0.8946 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0292   -0.1119   -2.7668 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8409    2.0599   -4.0209 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9445    4.1648   -2.7972 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2256    4.1888   -0.4122 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4111    2.0862    0.8261 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8668    0.2629   -0.7350 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5921   -1.1619   -1.7934 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1552   -3.4818   -2.4492 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8851   -4.3967   -2.0041 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1382   -3.1062   -0.9736 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
  7  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
  5 14  1  0
 14 15  1  0
 15 16  2  0
 16 17  1  0
 17 18  2  0
 18 19  1  0
 19 20  2  0
 14 21  1  0
 21 22  2  0
 22 23  1  0
 23 24  2  0
 24 25  1  0
 25 26  2  0
 14 27  1  0
 27 28  2  0
 27  3  1  0
 13  8  1  0
 20 15  1  0
 26 21  1  0
  1 29  1  0
  1 30  1  0
  1 31  1  0
  2 32  1  0
  2 33  1  0
  4 34  1  0
  4 35  1  0
  5 36  1  0
  6 37  1  0
  6 38  1  0
  7 39  1  0
  7 40  1  0
  9 41  1  0
  9 42  1  0
 10 43  1  0
 10 44  1  0
 12 45  1  0
 12 46  1  0
 13 47  1  0
 13 48  1  0
 16 49  1  0
 17 50  1  0
 18 51  1  0
 19 52  1  0
 20 53  1  0
 22 54  1  0
 23 55  1  0
 24 56  1  0
 25 57  1  0
 26 58  1  0
M  END

HEADER    PROTEIN                                 23-FEB-12   NONE
TITLE     NULL                                                        
COMPND    MOLECULE: 561                                               
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   23-FEB-12         0                                  
HETATM    1  O   UNK     0       5.715   2.093   0.000  0.00  0.00           O+0
HETATM    2  O   UNK     0      14.348  -4.671   0.000  0.00  0.00           O+0
HETATM    3  N   UNK     0       8.425   2.522   0.000  0.00  0.00           N+0
HETATM    4  N   UNK     0      12.537  -2.179   0.000  0.00  0.00           N+0
HETATM    5  C   UNK     0       9.195   0.152   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       7.655   0.152   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       9.671   1.617   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      10.101  -1.094   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       7.179   1.617   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       6.130  -0.062   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       7.655  -1.388   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      11.632  -0.933   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       8.425   4.062   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       5.553  -1.490   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       8.989  -2.158   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       5.182   1.151   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       6.321  -2.158   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0      11.911  -3.586   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0      14.069  -2.018   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       9.759   4.832   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0      12.816  -4.832   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0      14.974  -3.264   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0       4.028  -1.705   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0       8.989  -3.698   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0       3.657   0.937   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0       6.321  -3.698   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0       3.080  -0.491   0.000  0.00  0.00           C+0
HETATM   28  C   UNK     0       7.655  -4.468   0.000  0.00  0.00           C+0
CONECT    1    9                                                            
CONECT    2   21   22                                                       
CONECT    3    7    9   13                                                  
CONECT    4   12   18   19                                                  
CONECT    5    6    7    8                                                  
CONECT    6    5    9   10   11                                             
CONECT    7    3    5                                                       
CONECT    8    5   12                                                       
CONECT    9    1    3    6                                                  
CONECT   10    6   14   16                                                  
CONECT   11    6   15   17                                                  
CONECT   12    4    8                                                       
CONECT   13    3   20                                                       
CONECT   14   10   23                                                       
CONECT   15   11   24                                                       
CONECT   16   10   25                                                       
CONECT   17   11   26                                                       
CONECT   18    4   21                                                       
CONECT   19    4   22                                                       
CONECT   20   13                                                            
CONECT   21    2   18                                                       
CONECT   22    2   19                                                       
CONECT   23   14   27                                                       
CONECT   24   15   28                                                       
CONECT   25   16   27                                                       
CONECT   26   17   28                                                       
CONECT   27   23   25                                                       
CONECT   28   24   26                                                       
MASTER        0    0    0    0    0    0    0    0   28    0   62    0
END

COMPND    HMDB0014701
HETATM    1  C1  UNL     1      -1.626  -0.054   4.500  1.00  0.00           C  
HETATM    2  C2  UNL     1      -1.115   0.842   3.392  1.00  0.00           C  
HETATM    3  N1  UNL     1      -0.983   0.084   2.180  1.00  0.00           N  
HETATM    4  C3  UNL     1       0.215  -0.648   1.735  1.00  0.00           C  
HETATM    5  C4  UNL     1      -0.130  -1.104   0.338  1.00  0.00           C  
HETATM    6  C5  UNL     1       0.994  -1.303  -0.578  1.00  0.00           C  
HETATM    7  C6  UNL     1       1.939  -0.226  -0.894  1.00  0.00           C  
HETATM    8  N2  UNL     1       2.706   0.312   0.210  1.00  0.00           N  
HETATM    9  C7  UNL     1       3.664  -0.657   0.702  1.00  0.00           C  
HETATM   10  C8  UNL     1       5.029   0.004   0.737  1.00  0.00           C  
HETATM   11  O1  UNL     1       5.359   0.285  -0.602  1.00  0.00           O  
HETATM   12  C9  UNL     1       4.558   1.328  -1.061  1.00  0.00           C  
HETATM   13  C10 UNL     1       3.328   1.525  -0.241  1.00  0.00           C  
HETATM   14  C11 UNL     1      -1.368  -0.454  -0.124  1.00  0.00           C  
HETATM   15  C12 UNL     1      -1.234   0.803  -0.887  1.00  0.00           C  
HETATM   16  C13 UNL     1      -1.071   0.824  -2.265  1.00  0.00           C  
HETATM   17  C14 UNL     1      -0.971   2.008  -2.930  1.00  0.00           C  
HETATM   18  C15 UNL     1      -1.025   3.207  -2.271  1.00  0.00           C  
HETATM   19  C16 UNL     1      -1.185   3.223  -0.902  1.00  0.00           C  
HETATM   20  C17 UNL     1      -1.285   2.021  -0.250  1.00  0.00           C  
HETATM   21  C18 UNL     1      -2.382  -1.342  -0.777  1.00  0.00           C  
HETATM   22  C19 UNL     1      -3.642  -0.783  -1.007  1.00  0.00           C  
HETATM   23  C20 UNL     1      -4.596  -1.567  -1.599  1.00  0.00           C  
HETATM   24  C21 UNL     1      -4.386  -2.876  -1.982  1.00  0.00           C  
HETATM   25  C22 UNL     1      -3.122  -3.375  -1.731  1.00  0.00           C  
HETATM   26  C23 UNL     1      -2.113  -2.611  -1.127  1.00  0.00           C  
HETATM   27  C24 UNL     1      -1.995  -0.080   1.210  1.00  0.00           C  
HETATM   28  O2  UNL     1      -3.206   0.063   1.431  1.00  0.00           O  
HETATM   29  H1  UNL     1      -1.360  -1.084   4.257  1.00  0.00           H  
HETATM   30  H2  UNL     1      -1.229   0.320   5.449  1.00  0.00           H  
HETATM   31  H3  UNL     1      -2.742   0.019   4.564  1.00  0.00           H  
HETATM   32  H4  UNL     1      -0.186   1.387   3.679  1.00  0.00           H  
HETATM   33  H5  UNL     1      -1.876   1.654   3.253  1.00  0.00           H  
HETATM   34  H6  UNL     1       0.323  -1.487   2.453  1.00  0.00           H  
HETATM   35  H7  UNL     1       1.102  -0.036   1.836  1.00  0.00           H  
HETATM   36  H8  UNL     1      -0.483  -2.205   0.560  1.00  0.00           H  
HETATM   37  H9  UNL     1       1.596  -2.232  -0.336  1.00  0.00           H  
HETATM   38  H10 UNL     1       0.541  -1.601  -1.585  1.00  0.00           H  
HETATM   39  H11 UNL     1       1.586   0.605  -1.498  1.00  0.00           H  
HETATM   40  H12 UNL     1       2.741  -0.709  -1.551  1.00  0.00           H  
HETATM   41  H13 UNL     1       3.422  -0.922   1.765  1.00  0.00           H  
HETATM   42  H14 UNL     1       3.764  -1.536   0.050  1.00  0.00           H  
HETATM   43  H15 UNL     1       5.080   0.890   1.367  1.00  0.00           H  
HETATM   44  H16 UNL     1       5.768  -0.788   1.049  1.00  0.00           H  
HETATM   45  H17 UNL     1       5.187   2.260  -0.950  1.00  0.00           H  
HETATM   46  H18 UNL     1       4.373   1.214  -2.140  1.00  0.00           H  
HETATM   47  H19 UNL     1       3.545   2.231   0.596  1.00  0.00           H  
HETATM   48  H20 UNL     1       2.582   2.068  -0.895  1.00  0.00           H  
HETATM   49  H21 UNL     1      -1.029  -0.112  -2.767  1.00  0.00           H  
HETATM   50  H22 UNL     1      -0.841   2.060  -4.021  1.00  0.00           H  
HETATM   51  H23 UNL     1      -0.945   4.165  -2.797  1.00  0.00           H  
HETATM   52  H24 UNL     1      -1.226   4.189  -0.412  1.00  0.00           H  
HETATM   53  H25 UNL     1      -1.411   2.086   0.826  1.00  0.00           H  
HETATM   54  H26 UNL     1      -3.867   0.263  -0.735  1.00  0.00           H  
HETATM   55  H27 UNL     1      -5.592  -1.162  -1.793  1.00  0.00           H  
HETATM   56  H28 UNL     1      -5.155  -3.482  -2.449  1.00  0.00           H  
HETATM   57  H29 UNL     1      -2.885  -4.397  -2.004  1.00  0.00           H  
HETATM   58  H30 UNL     1      -1.138  -3.106  -0.974  1.00  0.00           H  
CONECT    1    2   29   30   31
CONECT    2    3   32   33
CONECT    3    4   27
CONECT    4    5   34   35
CONECT    5    6   14   36
CONECT    6    7   37   38
CONECT    7    8   39   40
CONECT    8    9   13
CONECT    9   10   41   42
CONECT   10   11   43   44
CONECT   11   12
CONECT   12   13   45   46
CONECT   13   47   48
CONECT   14   15   21   27
CONECT   15   16   16   20
CONECT   16   17   49
CONECT   17   18   18   50
CONECT   18   19   51
CONECT   19   20   20   52
CONECT   20   53
CONECT   21   22   22   26
CONECT   22   23   54
CONECT   23   24   24   55
CONECT   24   25   56
CONECT   25   26   26   57
CONECT   26   58
CONECT   27   28   28
END

HMDB0014701
     RDKit          3D
Doxapram
 58 61  0  0  0  0  0  0  0  0999 V2000
   -1.6263   -0.0539    4.4996 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1150    0.8416    3.3924 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9833    0.0835    2.1798 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.2150   -0.6480    1.7347 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1301   -1.1038    0.3385 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9939   -1.3030   -0.5776 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9385   -0.2260   -0.8940 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7064    0.3120    0.2100 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.6636   -0.6569    0.7023 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0286    0.0036    0.7369 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3588    0.2854   -0.6024 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.5584    1.3279   -1.0613 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3275    1.5249   -0.2414 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3678   -0.4542   -0.1243 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2344    0.8034   -0.8865 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0715    0.8243   -2.2653 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9706    2.0079   -2.9302 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0248    3.2066   -2.2712 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1853    3.2232   -0.9025 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2849    2.0211   -0.2502 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3817   -1.3421   -0.7772 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6415   -0.7826   -1.0072 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5961   -1.5669   -1.5994 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3863   -2.8761   -1.9821 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1219   -3.3754   -1.7306 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1129   -2.6111   -1.1267 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9953   -0.0803    1.2098 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2061    0.0625    1.4306 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3596   -1.0839    4.2571 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2287    0.3200    5.4488 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7425    0.0189    4.5635 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1856    1.3870    3.6785 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8758    1.6540    3.2530 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3229   -1.4867    2.4532 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1017   -0.0359    1.8362 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4826   -2.2053    0.5604 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5962   -2.2324   -0.3365 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5413   -1.6011   -1.5851 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5860    0.6050   -1.4976 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7411   -0.7091   -1.5512 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4216   -0.9221    1.7646 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7637   -1.5357    0.0495 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0797    0.8903    1.3669 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.7677   -0.7883    1.0488 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1873    2.2600   -0.9496 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3728    1.2143   -2.1399 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5450    2.2311    0.5958 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5816    2.0679   -0.8946 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0292   -0.1119   -2.7668 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8409    2.0599   -4.0209 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9445    4.1648   -2.7972 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2256    4.1888   -0.4122 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4111    2.0862    0.8261 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8668    0.2629   -0.7350 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5921   -1.1619   -1.7934 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1552   -3.4818   -2.4492 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8851   -4.3967   -2.0041 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1382   -3.1062   -0.9736 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
  7  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
  5 14  1  0
 14 15  1  0
 15 16  2  0
 16 17  1  0
 17 18  2  0
 18 19  1  0
 19 20  2  0
 14 21  1  0
 21 22  2  0
 22 23  1  0
 23 24  2  0
 24 25  1  0
 25 26  2  0
 14 27  1  0
 27 28  2  0
 27  3  1  0
 13  8  1  0
 20 15  1  0
 26 21  1  0
  1 29  1  0
  1 30  1  0
  1 31  1  0
  2 32  1  0
  2 33  1  0
  4 34  1  0
  4 35  1  0
  5 36  1  0
  6 37  1  0
  6 38  1  0
  7 39  1  0
  7 40  1  0
  9 41  1  0
  9 42  1  0
 10 43  1  0
 10 44  1  0
 12 45  1  0
 12 46  1  0
 13 47  1  0
 13 48  1  0
 16 49  1  0
 17 50  1  0
 18 51  1  0
 19 52  1  0
 20 53  1  0
 22 54  1  0
 23 55  1  0
 24 56  1  0
 25 57  1  0
 26 58  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
(+-)-Doxapram	ChEBI
1-Ethyl-4-(2-morpholinoethyl)-3,3-diphenyl-2-pyrrolidinone	ChEBI
Docatone	Kegg
AHP brand OF doxapram hydrochloride	HMDB
Hydrochloride, doxapram	HMDB
Riemser brand OF doxapram hydrochloride	HMDB
Wyeth brand OF doxapram	HMDB
Genopharm brand OF doxapram hydrochloride	HMDB
Antigen brand OF doxapram hydrochloride	HMDB
Doxapram hydrochloride	HMDB
Wyeth brand OF doxapram hydrochloride	HMDB
Dopram	HMDB

Chemical Formula

C₂₄H₃₀N₂O₂

Average Molecular Weight

378.5072

Monoisotopic Molecular Weight

378.230728214

IUPAC Name

1-ethyl-4-[2-(morpholin-4-yl)ethyl]-3,3-diphenylpyrrolidin-2-one

Traditional Name

doxapram

CAS Registry Number

309-29-5

SMILES

CCN1CC(CCN2CCOCC2)C(C1=O)(C1=CC=CC=C1)C1=CC=CC=C1

InChI Identifier

InChI=1S/C24H30N2O2/c1-2-26-19-22(13-14-25-15-17-28-18-16-25)24(23(26)27,20-9-5-3-6-10-20)21-11-7-4-8-12-21/h3-12,22H,2,13-19H2,1H3

InChI Key

XFDJYSQDBULQSI-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as diphenylmethanes. Diphenylmethanes are compounds containing a diphenylmethane moiety, which consists of a methane wherein two hydrogen atoms are replaced by two phenyl groups.

Kingdom

Organic compounds

Super Class

Benzenoids

Class

Benzene and substituted derivatives

Sub Class

Diphenylmethanes

Direct Parent

Diphenylmethanes

Alternative Parents

Substituents

Diphenylmethane
3-phenylpyrrolidine
Aralkylamine
Morpholine
Oxazinane
Pyrrolidone
2-pyrrolidone
N-alkylpyrrolidine
Pyrrole
Pyrrolidine
Tertiary carboxylic acid amide
Tertiary amine
Amino acid or derivatives
Tertiary aliphatic amine
Carboxamide group
Lactam
Organoheterocyclic compound
Oxacycle
Azacycle
Carboxylic acid derivative
Dialkyl ether
Ether
Hydrocarbon derivative
Organic oxygen compound
Organonitrogen compound
Organic nitrogen compound
Organooxygen compound
Organopnictogen compound
Organic oxide
Carbonyl group
Amine
Aromatic heteromonocyclic compound

Molecular Framework

Aromatic heteromonocyclic compounds

External Descriptors

morpholines (CHEBI:681848 )
pyrrolidin-2-ones (CHEBI:681848 )

Ontology

Physiological effect

Not Available

Disposition

Biological location

Non-excretory biofluid

Biofluid or Excreta

Blood (PMID: 21059682)

Excreta

Biofluid or Excreta

Urine (PMID: 21059682)

Cellular substructure

Membrane (HMDB: HMDB0014701)

Source

Exogenous

Exogenous (HMDB: HMDB0014701)

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	0.034 g/L	Not Available
LogP	3.6	Not Available

Experimental Chromatographic Properties

Experimental Collision Cross Sections

Adduct Type	Data Source	CCS Value (Å²)	Reference
[M+H]+	CBM	183.4	30932474

Predicted Molecular Properties

Property	Value	Source
Water Solubility	0.034 g/L	ALOGPS
logP	3.65	ALOGPS
logP	3.23	ChemAxon
logS	-4	ALOGPS
pKa (Strongest Basic)	7.23	ChemAxon
Physiological Charge	1	ChemAxon
Hydrogen Acceptor Count	3	ChemAxon
Hydrogen Donor Count	0	ChemAxon
Polar Surface Area	32.78 Å²	ChemAxon
Rotatable Bond Count	6	ChemAxon
Refractivity	112.85 m³·mol⁻¹	ChemAxon
Polarizability	43.02 Å³	ChemAxon
Number of Rings	4	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	Yes	ChemAxon
Veber's Rule	Yes	ChemAxon
MDDR-like Rule	Yes	ChemAxon

Predicted Chromatographic Properties

Predicted Collision Cross Sections

Predictor	Adduct Type	CCS Value (Å²)	Reference
DarkChem	[M+H]+	188.546	31661259
DarkChem	[M-H]-	189.342	31661259
DeepCCS	[M+H]+	189.641	30932474
DeepCCS	[M-H]-	187.2	30932474
DeepCCS	[M-2H]-	221.902	30932474
DeepCCS	[M+Na]+	198.193	30932474
AllCCS	[M+H]+	192.0	32859911
AllCCS	[M+H-H2O]+	189.2	32859911
AllCCS	[M+NH4]+	194.6	32859911
AllCCS	[M+Na]+	195.4	32859911
AllCCS	[M-H]-	195.5	32859911
AllCCS	[M+Na-2H]-	195.8	32859911
AllCCS	[M+HCOO]-	196.3	32859911

Predicted Retention Times

Underivatized

Chromatographic Method	Retention Time	Reference
Measured using a Waters Acquity ultraperformance liquid chromatography (UPLC) ethylene-bridged hybrid (BEH) C18 column (100 mm × 2.1 mm; 1.7 μmparticle diameter). Predicted by Afia on May 17, 2022. Predicted by Afia on May 17, 2022.	5.67 minutes	32390414
Predicted by Siyang on May 30, 2022	10.9104 minutes	33406817
Predicted by Siyang using ReTip algorithm on June 8, 2022	2.06 minutes	32390414
AjsUoB = Accucore 150 Amide HILIC with 10mM Ammonium Formate, 0.1% Formic Acid	52.8 seconds	40023050
Fem_Long = Waters ACQUITY UPLC HSS T3 C18 with Water:MeOH and 0.1% Formic Acid	1541.6 seconds	40023050
Fem_Lipids = Ascentis Express C18 with (60:40 water:ACN):(90:10 IPA:ACN) and 10mM NH4COOH + 0.1% Formic Acid	193.3 seconds	40023050
Life_Old = Waters ACQUITY UPLC BEH C18 with Water:(20:80 acetone:ACN) and 0.1% Formic Acid	184.4 seconds	40023050
Life_New = RP Waters ACQUITY UPLC HSS T3 C18 with Water:(30:70 MeOH:ACN) and 0.1% Formic Acid	177.3 seconds	40023050
RIKEN = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	106.3 seconds	40023050
Eawag_XBridgeC18 = XBridge C18 3.5u 2.1x50 mm with Water:MeOH and 0.1% Formic Acid	364.1 seconds	40023050
BfG_NTS_RP1 =Agilent Zorbax Eclipse Plus C18 (2.1 mm x 150 mm, 3.5 um) with Water:ACN and 0.1% Formic Acid	400.4 seconds	40023050
HILIC_BDD_2 = Merck SeQuant ZIC-HILIC with ACN(0.1% formic acid):water(16 mM ammonium formate)	504.1 seconds	40023050
UniToyama_Atlantis = RP Waters Atlantis T3 (2.1 x 150 mm, 5 um) with ACN:Water and 0.1% Formic Acid	831.4 seconds	40023050
BDD_C18 = Hypersil Gold 1.9µm C18 with Water:ACN and 0.1% Formic Acid	340.9 seconds	40023050
UFZ_Phenomenex = Kinetex Core-Shell C18 2.6 um, 3.0 x 100 mm, Phenomenex with Water:MeOH and 0.1% Formic Acid	1211.1 seconds	40023050
SNU_RIKEN_POS = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	280.9 seconds	40023050
RPMMFDA = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	315.6 seconds	40023050
MTBLS87 = Merck SeQuant ZIC-pHILIC column with ACN:Water and :ammonium carbonate	264.1 seconds	40023050
KI_GIAR_zic_HILIC_pH2_7 = Merck SeQuant ZIC-HILIC with ACN:Water and 0.1% FA	341.4 seconds	40023050
Meister zic-pHILIC pH9.3 = Merck SeQuant ZIC-pHILIC column with ACN:Water 5mM NH4Ac pH9.3 and 5mM ammonium acetate in water	11.7 seconds	40023050

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Doxapram	CCN1CC(CCN2CCOCC2)C(C1=O)(C1=CC=CC=C1)C1=CC=CC=C1	3752.7	Standard polar	33892256
Doxapram	CCN1CC(CCN2CCOCC2)C(C1=O)(C1=CC=CC=C1)C1=CC=CC=C1	2962.0	Standard non polar	33892256
Doxapram	CCN1CC(CCN2CCOCC2)C(C1=O)(C1=CC=CC=C1)C1=CC=CC=C1	2824.7	Semi standard non polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - Doxapram GC-MS (Non-derivatized) - 70eV, Positive	splash10-0i2c-5659000000-be23830af6d9087814ee	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Doxapram 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
Experimental LC-MS/MS	LC-MS/MS Spectrum - Doxapram , positive-QTOF	splash10-004i-0329000000-18907cc9c391c98b3b37	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Doxapram 35V, Positive-QTOF	splash10-002f-4795000000-b282c5e89dd38c3bd102	2021-09-20	HMDB team, MONA	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Doxapram 10V, Positive-QTOF	splash10-004i-0019000000-7388549b90a129ecea29	2016-08-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Doxapram 20V, Positive-QTOF	splash10-016r-0923000000-fd4fdb00610b243a1090	2016-08-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Doxapram 40V, Positive-QTOF	splash10-014l-6931000000-1265933cebd94c823bf1	2016-08-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Doxapram 10V, Negative-QTOF	splash10-004i-0019000000-fc11ef54ebcd076d9cbc	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Doxapram 20V, Negative-QTOF	splash10-004i-1019000000-a3f15077c822e810dc4f	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Doxapram 40V, Negative-QTOF	splash10-05n0-9258000000-dae2a47b8643c6398d75	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Doxapram 10V, Positive-QTOF	splash10-004i-0009000000-bb513d4d6fc6677b2267	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Doxapram 20V, Positive-QTOF	splash10-0006-0091000000-bda540c1b6f859d2a064	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Doxapram 40V, Positive-QTOF	splash10-05mo-0295000000-a4ceb24cad9c7292389e	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Doxapram 10V, Negative-QTOF	splash10-004i-0009000000-974a448b0b2dd09672c6	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Doxapram 20V, Negative-QTOF	splash10-004j-0049000000-7bc57bde396b93d25c90	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Doxapram 40V, Negative-QTOF	splash10-000i-2964000000-1059ea9825c11e5a73cb	2021-09-22	Wishart Lab	View Spectrum

Biological Properties

Cellular Locations

Membrane

Biospecimen Locations

Blood
Urine

Tissue Locations

Not Available

Pathways

Not Available

Name	SMPDB/PathBank	KEGG

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 DB00561	21059682	details
Urine	Expected but not Quantified	Not Quantified	Not Available	Not Available	Taking drug identified by DrugBank entry DB00561	21059682	details

Abnormal Concentrations

Not Available

Associated Disorders and Diseases

Disease References

None

Associated OMIM IDs

None

External Links

DrugBank ID

DB00561

Phenol Explorer Compound ID

Not Available

FooDB ID

Not Available

KNApSAcK ID

Not Available

Chemspider ID

3044

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Doxapram

METLIN ID

Not Available

PubChem Compound

3156

PDB ID

Not Available

ChEBI ID

681848

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

Yost CS: A new look at the respiratory stimulant doxapram. CNS Drug Rev. 2006 Fall-Winter;12(3-4):236-49. [PubMed:17227289 ]
Singh P, Dimitriou V, Mahajan RP, Crossley AW: Double-blind comparison between doxapram and pethidine in the treatment of postanaesthetic shivering. Br J Anaesth. 1993 Nov;71(5):685-8. [PubMed:8251281 ]

Enzymes

Enzyme Details

1. Potassium channel subfamily K member 3

General function:: Involved in potassium channel activity
Specific function:: pH-dependent, voltage-insensitive, background potassium channel protein. Rectification direction results from potassium ion concentration on either side of the membrane. Acts as an outward rectifier when external potassium concentration is low. When external potassium concentration is high, current is inward
Gene Name:: KCNK3
Uniprot ID:: O14649
Molecular weight:: 43517.7

References

Yost CS: A new look at the respiratory stimulant doxapram. CNS Drug Rev. 2006 Fall-Winter;12(3-4):236-49. [PubMed:17227289 ]
Anderson-Beck R, Wilson L, Brazier S, Hughes IE, Peers C: Doxapram stimulates dopamine release from the intact rat carotid body in vitro. Neurosci Lett. 1995 Feb 24;187(1):25-8. [PubMed:7617294 ]
Peers C: Effects of doxapram on ionic currents recorded in isolated type I cells of the neonatal rat carotid body. Brain Res. 1991 Dec 24;568(1-2):116-22. [PubMed:1667613 ]

Showing metabocard for Doxapram (HMDB0014701)

MOL for HMDB0014701 (Doxapram)

3D MOL for HMDB0014701 (Doxapram)

3D SDF for HMDB0014701 (Doxapram)

3D-SDF for HMDB0014701 (Doxapram)

PDB for HMDB0014701 (Doxapram)

3D PDB for HMDB0014701 (Doxapram)

SMILES for HMDB0014701 (Doxapram)

INCHI for HMDB0014701 (Doxapram)

Structure for HMDB0014701 (Doxapram)

3D Structure for HMDB0014701 (Doxapram)

Experimental Collision Cross Sections

Predicted Collision Cross Sections

Predicted Retention Times

Underivatized

Predicted Kovats Retention Indices

Underivatized

GC-MS Spectra

MS/MS Spectra

Enzymes

References