International Journal of Engineering Research & Technology (IJERT) ISSN: 2278-0181 Vol. 3 Issue 2, February - 2014 Chemical File Format Conversion Tools : A n Overview Kavitha C. R Dr. T Mahalekshmi Research Scholar, Bharathiyar University Principal Dept of Computer Applications Sree Narayana Institute of Technology SNGIST Kollam, India Cochin, India Abstract— There are a lot of chemical data stored in large different chemical file formats. Three types of file format databases, repositories and other resources. These data are used conversion tools are discussed in section III. And the by different researchers in different applications in various areas conclusion is given in section IV followed by the references. of chemistry. Since these data are stored in several standard chemical file formats, there is a need for the inter-conversion of II. CHEMICAL FILE FORMATS chemical structures between different formats because all the formats are not supported by various software and tools used by A chemical is a collection of atoms bonded together the researchers. Therefore it becomes essential to convert one file in space. The structure of a chemical makes it unique and format to another. This paper reviews some of the chemical file gives it its physical and biological characteristics. This formats and also presents a few inter-conversion tools such as structure is represented in a variety of chemical file formats. Open Babel [1], Mol converter [2] and CncTranslate [3]. These formats are used to represent chemical structure records and its associated data fields. Some of the file Keywords— File format Conversion, Open Babel, mol formats are CML (Chemical Markup Language), SDF converter, CncTranslate, inter- conversion tools. (Structural Data format), PDB (Protein Data Bank), SMILES (Simplified Molecular Input Line Entry I. INTRODUCTION Specifications) and XYZ file format. Using different chemical file formats, molecules can be represented and can Cheminformatics deals with the process of storing be saved with their corresponding extension like “.pdb”, and retrieving information about chemical compounds.IJERTIJERT “.sdf”, “.xyz” etc. The following paragraphs discuss some These chemical compounds are available in different of the existing file formats. formats in the chemical databases [4, 5] and other repositories. These representations focus on specific atomic A. Chemical Markup Language (CML) or molecular information and may not attempt to store all Chemical Markup Language (ChemML or CML) [7] possible chemical data. For example, coordinate information was developed by Peter Murray-Rust and Henry Rzepa in is available in line notations like Simplified molecular-input 1995. Chemical markup language (CML) was developed line-entry system (SMILES) [6], chemical bonding data is for containing chemical information components within not present in crystallographic or quantum mechanical documents. CML supports a wide range of chemical formats and Hydrogen atoms are omitted in x-ray concepts such as molecules, reactions, spectra and crystallography format. There is some loss of information in analytical data, computational chemistry and chemical other types of representations also. In order to avoid these crystallography and materials. As an example, the CML for problems, a standard format has been used for storing methanol [8] is given below: chemical data, which also include the recently developed <molecule id="METHANOL"> Chemical Markup Language (CML) [7] format. Using such atomArray> standard formats for storing chemical data makes everything <stringArray builtin="elementType">C O H H much easier i.e. the output of one module can be the input H H</stringArray> for another. But a difficulty that is faced by the researchers <floatArray builtin="x3" units="pm"> in the field of cheminformatics area is the interconversion of -0.748 0.558 -1.293 -1.263 -0.699 0.716 molecular structures between different formats which is a </floatArray> process of extracting and interpreting the chemical data and atomArray> semantics. </molecule> The main aim of this paper is to present the readers with the review of inter-conversion of molecular structures B. Structure Data Format (SDF) between different formats. The remaining paper is organized Structure Data Format (SDF) [9] also known as SD into 4 sections. Section II gives an overview of the five Files is a common chemical file formats used to represent IJERTV3IS21232 www.ijert.org 2111 International Journal of Engineering Research & Technology (IJERT) ISSN: 2278-0181 Vol. 3 Issue 2, February - 2014 multiple chemical structure records and associated data A PDB file describing a protein can contain fields. SDF was developed and published by Molecular hundreds to thousands of lines. The figure 3 shows a Design Limited (MDL) and became the most widely used sample PDB file which describes the structure of a standard for importing and exporting information on synthetic collagen-like peptide. chemicals. The general format of an SDF file consists of blocks of information, with a single compound record format represented as shown in the figure1 below. HEADER EXTRACELLULAR MATRIX 22-JAN-98 1A3I TITLE X-RAY CRYSTALLOGRAPHIC DETERMINATION OF A COLLAGEN- LIKE TITLE 2 PEPTIDE WITH THE REPEATING SEQUENCE (PRO-PRO-GLY) ... EXPDTA X-RAY DIFFRACTION AUTHOR R.Z.KRAMER,L.VITAGLIANO,J.BELLA,R.BERISIO,L.MAZZARELLA, AUTHOR 2 B.BRODSKY,A.ZAGARI,H.M.BERMAN ... REMARK 350 BIOMOLECULE: 1 REMARK 350 APPLY THE FOLLOWING TO CHAINS: A, B, C REMARK 350 BIOMT1 1 1.000000 0.000000 0.000000 0.00000 REMARK 350 BIOMT2 1 0.000000 1.000000 0.000000 0.00000 Fig. 1 SDF file general format [10] ... SEQRES 1 A 9 PRO PRO GLY PRO PRO GLY PRO PRO GLY The figure 1 represents the SDF file format where *c = SEQRES 1 B 6 PRO PRO GLY PRO PRO GLY SEQRES 1 C 6 PRO PRO GLY PRO PRO GLY compound record format is repeated for the length of the SDF ... file, *d = data item format is repeated for each data item ATOM 1 N PRO A 1 8.316 21.206 21.530 1.00 17.44 N ATOM 2 CA PRO A 1 7.608 20.729 20.336 1.00 17.44 C associated with a compound record, *l = a separate line is used ATOM 3 C PRO A 1 8.487 20.707 19.092 1.00 17.44 C for each data value. MOL file format is the MDL format for ATOM 4 O PRO A 1 9.466 21.457 19.005 1.00 17.44 O ATOM 5 CB PRO A 1 6.460 21.723 20.211 1.00 22.26 C storage of chemical structure information. A sample SDF file ... for 1, 2-trans-dichloroethene containing 4 data fields each is HETATM 130 C ACY 401 3.682 22.541 11.236 1.00 21.19 C shown in figure 2 below. HETATM 131 O ACY 401 2.807 23.097 10.553 1.00 21.19 O HETATM 132 OXT ACY 401 4.306 23.101 12.291 1.00 21.19 O Fig. 3 PDB file describing a protein [12] HEADER (1st line in Fig 3), TITLE (2nd line in Fig 3) and AUTHOR (6th line in Fig 3) records gives the researcher‟s information who defined the structure. REMARK (9th line in Fig 3) records contains free-form annotation, but can also include standardized information; for example, the REMARK 350 BIOMT records describe how to compute the coordinates IJERTIJERTof the experimentally observed multimer from those of the explicitly specified ones of a single repeating unit. SEQRES (13th line in Fig 3) records give the sequences of the three peptide chains (named A, B and C), which are very short in this example but usually span multiple lines. ATOM (16th line in Fig 3) records describe the coordinates of the atoms that are part of the protein. For example, the first ATOM line above describes the alpha-N atom of the first residue of peptide chain A, which is a proline residue; the first three floating point numbers are its x, y and z coordinates and are in units of Angstroms. The next three columns are the occupancy, Fig. 2 sample SDF file 1, 2-trans-dichloroethene [11] temperature factor, and the element name, respectively. HETATM (21st) records describe coordinates of hetero-atoms, i.e. those atoms which are not part of the protein molecule. C. Protein Data Bank (PDB) [12] The Protein Data Bank (PDB) file format [12] is a textual file format describing the three dimensional D. SMILES structures of molecules held in the Protein Data Bank. The PDB format provides protein description and annotation, SMILES (Simplified Molecular Input Line Entry nucleic acid structures including atomic coordinates, Specification) notation was developed in 1988 by Weininger. observed side chain rotamers, secondary structure [6] A SMILE is a string notation used to describe the nature assignments and also the atomic connectivity. Structures and topology of molecular structures. It is a specification in which are deposited with other molecules such as water, the form of a line notation for describing the structure of ions, nucleic acids, ligands etc. can also be described in the chemical molecules using American Standard Code for pdb format. Information Interchange (ASCII) strings. SMILES strings include connectivity but do not include 2D or 3D coordinates. IJERTV3IS21232 www.ijert.org 2112 International Journal of Engineering Research & Technology (IJERT) ISSN: 2278-0181 Vol. 3 Issue 2, February - 2014 Hydrogen atoms are not represented. Other atoms are III. FILE FORMAT CONVERSION TOOLS represented by their element symbols B (boron), C (carbon), N The Chemical data is stored in different file formats (nitrogen), O (oxygen), F (Fluorine) , P (Phosphorous) , S in different application areas like databases, visualizing (Sulphur), Cl (chlorine), Br (bromine), and I (Iodine). The programs and modeling in the real world. Each of these symbol "=" represents double bonds and "#" represents triple programs represents their molecular data in their own file bonds.