An official website of the United States government

5-[(3,4,5-Trimethoxyphenyl)methyl]pyrimidin-1-ium-2,4-diamine;sulfate;trihydrate

PubChem CID
139064999
Structure
5-[(3,4,5-Trimethoxyphenyl)methyl]pyrimidin-1-ium-2,4-diamine;sulfate;trihydrate_small.png
5-[(3,4,5-Trimethoxyphenyl)methyl]pyrimidin-1-ium-2,4-diamine;sulfate;trihydrate_3D_Structure.png
5-[(3,4,5-Trimethoxyphenyl)methyl]pyrimidin-1-ium-2,4-diamine;sulfate;trihydrate__Crystal_Structure.png
Molecular Formula
Synonyms
trimethoprim sulfate trihydrate
Molecular Weight
732.8 g/mol
Computed by PubChem 2.1 (PubChem release 2021.05.07)
Dates
  • Create:
    2019-10-03
  • Modify:
    2024-12-28

1 Structures

1.1 2D Structure

Chemical Structure Depiction
5-[(3,4,5-Trimethoxyphenyl)methyl]pyrimidin-1-ium-2,4-diamine;sulfate;trihydrate.png

1.2 3D Conformer

3D Conformer of Parent

1.3 Crystal Structures

COD Number
Associated Article
Thomas Muthiah, Packianathan; Umadevi, Balakrishnan; Stanley, Nithianantham; Shui, Xiugi; Eggleston, Drake S. Hydrogen bonding patterns in trimethoprim sulfate trihydrate [trimethoprim = 2,4-diamino-5-(3,4,5-methoxybenzyl)pyrimidine]. Acta Crystallographica Section E 2001;57(12):o1179-o1182. DOI: 10.1107/S1600536801018657
Crystal Structure Depiction
Crystal Structure Depiction
Hermann-Mauguin space group symbol
P 1 21/c 1
Hall space group symbol
-P 2ybc
Space group number
14
a
7.2290 Å
b
23.2420 Å
c
20.3730 Å
α
90 °
β
98.590 °
γ
90 °
Z
4
Z'
1
Residual factor
.0449
Component
2 x COc1cc(Cc2c[nH+]c(nc2N)N)cc(c1OC)OC (2,4-Diamino-5-(3,4,5-trimethoxy-benzyl)-pyrimidin-1-ium)
Component
3 x O (Water)
Component
1 x [O-]S(=O)(=O)[O-] (Sulfate)

2 Names and Identifiers

2.1 Computed Descriptors

2.1.1 IUPAC Name

5-[(3,4,5-trimethoxyphenyl)methyl]pyrimidin-1-ium-2,4-diamine;sulfate;trihydrate
Computed by LexiChem 2.6.6 (PubChem release 2019.06.18)

2.1.2 InChI

InChI=1S/2C14H18N4O3.H2O4S.3H2O/c2*1-19-10-5-8(6-11(20-2)12(10)21-3)4-9-7-17-14(16)18-13(9)15;1-5(2,3)4;;;/h2*5-7H,4H2,1-3H3,(H4,15,16,17,18);(H2,1,2,3,4);3*1H2
Computed by InChI 1.0.5 (PubChem release 2019.06.18)

2.1.3 InChIKey

OPRFZBMGDGAUML-UHFFFAOYSA-N
Computed by InChI 1.0.5 (PubChem release 2019.06.18)

2.1.4 SMILES

COC1=CC(=CC(=C1OC)OC)CC2=C[NH+]=C(N=C2N)N.COC1=CC(=CC(=C1OC)OC)CC2=C[NH+]=C(N=C2N)N.O.O.O.[O-]S(=O)(=O)[O-]
Computed by OEChem 2.1.5 (PubChem release 2019.06.18)

2.2 Molecular Formula

C28H44N8O13S
Computed by PubChem 2.1 (PubChem release 2019.06.18)

2.3 Synonyms

2.3.1 Depositor-Supplied Synonyms

3 Chemical and Physical Properties

3.1 Computed Properties

Property Name
Molecular Weight
Property Value
732.8 g/mol
Reference
Computed by PubChem 2.1 (PubChem release 2021.05.07)
Property Name
Hydrogen Bond Donor Count
Property Value
9
Reference
Computed by Cactvs 3.4.6.11 (PubChem release 2019.06.18)
Property Name
Hydrogen Bond Acceptor Count
Property Value
19
Reference
Computed by Cactvs 3.4.6.11 (PubChem release 2019.06.18)
Property Name
Rotatable Bond Count
Property Value
10
Reference
Computed by Cactvs 3.4.6.11 (PubChem release 2019.06.18)
Property Name
Exact Mass
Property Value
732.27485466 Da
Reference
Computed by PubChem 2.1 (PubChem release 2021.05.07)
Property Name
Monoisotopic Mass
Property Value
732.27485466 Da
Reference
Computed by PubChem 2.1 (PubChem release 2021.05.07)
Property Name
Topological Polar Surface Area
Property Value
305Ų
Reference
Computed by Cactvs 3.4.6.11 (PubChem release 2019.06.18)
Property Name
Heavy Atom Count
Property Value
50
Reference
Computed by PubChem
Property Name
Formal Charge
Property Value
0
Reference
Computed by PubChem
Property Name
Complexity
Property Value
369
Reference
Computed by Cactvs 3.4.6.11 (PubChem release 2019.06.18)
Property Name
Isotope Atom Count
Property Value
0
Reference
Computed by PubChem
Property Name
Defined Atom Stereocenter Count
Property Value
0
Reference
Computed by PubChem
Property Name
Undefined Atom Stereocenter Count
Property Value
0
Reference
Computed by PubChem
Property Name
Defined Bond Stereocenter Count
Property Value
0
Reference
Computed by PubChem
Property Name
Undefined Bond Stereocenter Count
Property Value
0
Reference
Computed by PubChem
Property Name
Covalently-Bonded Unit Count
Property Value
6
Reference
Computed by PubChem
Property Name
Compound Is Canonicalized
Property Value
Yes
Reference
Computed by PubChem (release 2019.06.18)

5 Information Sources

  1. Crystallography Open Database (COD)
    LICENSE
    All data in the COD and the database itself are dedicated to the public domain and licensed under the CC0 License. Users of the data should acknowledge the original authors of the structural data.
    https://creativecommons.org/publicdomain/zero/1.0/
  2. PubChem
CONTENTS