 Béla Viskolcz University of Szeged Department of Chemical Informatics

University of Szeged, Department of Chemical Informatics COMPLEXITY VARIABILTY

University of Szeged, Department of Chemical Informatics COMPLEXITY

University of Szeged, Department of Chemical Informatics  Atom  Molecule o Glycine o Pyridine o Glycerin aldehyde  Molecular Network  Topic of Summerschool

University of Szeged, Department of Chemical Informatics

Oxidation conditions: Carbon: -4 to +4 Nitrogen: -3 to 0

 University of Szeged, Department of Chemical Informatics

 Known Molecules Organic: ~ 15 x 10 6 Inorganic: ~ 1 x 10 6  Virtual Molecules? Organic: > or COMPLEXITY VARIABILTY

University of Szeged, Department of Chemical Informatics  Molecular Informatics  More Money for Applied Science

University of Szeged, Department of Chemical Informatics C O O NHH CHH H

Runable input (.com) Terminated output (.log) Output with Error output Output with no error termination Normal term. Conv. Crit. Freq Calculation and collection of molecular properties Database Manipulation of the input (By hand) Modified input Initial input (.pdb,…) Normal termination? Input preparation Com2Chem: Computational Combinatorial Chemistry Computational Know How Chemical Know How Methodology Know How Regeneration of input x2

University of Szeged, Department of Chemical Informatics

N1

- Formula C 4 H 4 N 2 - Guinness Molecule - Wide occurrence in nature as substituted and ring fused compounds. - Derivatives of pyrimidine are present in nucleotides, this are ADN structure. University of Szeged, Department of Chemical Informatics

HCNxC 2 H 2 xHCN

University of Szeged, Department of Chemical Informatics HCNxC 2 H 2 xHCN

University of Szeged, Department of Chemical Informatics

- Formula C 3 H 6 O 3 - Organic molecule present in several biological process. - Important during the prebiotic stage of the Earth. University of Szeged, Department of Chemical Informatics

 Isomers and spatial conformations -Glyceraldehyde: 277 com files on gas phase and 277 in aqueous phase. -Pyrimidine: 7983 com files on gas phase and 7983 in aqueous phase. - Spatial conformations makes reference to the generation of some species that are exactly the same but the orientation in space (relative Cartesian coordinates of the entire specie) is different, which leads to different electronic/atomic interactions.

University of Szeged, Department of Chemical Informatics  Gaussian 09 - Calculation on G09 were made under G3MP2B3 method: Optimization, frequency, QCISD(T) and MP2 calculation. Each calculation used 8 processors from the cluster. - For the Gas Phase Glyceraldehyde isomers calculation took: 49 days, 9 hours, 59 minutes and 50 seconds CPU time 6 days, 4 hours, 14 minutes and 59 seconds clock time - For the Gas Phase Pyrimidine isomers calculation took: 1131 days, 16 hours, 23 minutes and 47.1 seconds CPU time 141 days, 11 hours, 3 minutes and 23.4 seconds, clock time

University of Szeged, Department of Chemical Informatics C 1-6 H 0-14 O 0-6 Stochiometry Σ C 6 H 12 O 6 11 constitutional isomers!

University of Szeged, Department of Chemical Informatics X=F,Cl,Br,I C+N+O+S+F+Cl+Br+I=Y S valence (connectivity) 2, 4, 6 N valence (connectivity) 3, 5 M r (g/mol) Σ (Y=5) Σ (Y=6) Σ=Σ=

 University of Szeged, Department of Chemical Informatics

 University of Szeged, Department of Chemical Informatics

C3H6O3C3H6O3 C2H4O3C2H4O3 C2H6O3C2H6O3

C3H6O3C3H6O3 C3H8O2C3H8O2 C3H8O3C3H8O3 C3H6O2C3H6O2 C3H4O3C3H4O3 C3H4O2C3H4O2 C3H2O2C3H2O2 C2H4O2C2H4O2 C2H6O3C2H6O3 ± CO ±CH 2 O ±CH 4

University of Szeged, Department of Chemical Informatics C3H6O3C3H6O3 C3H8O2C3H8O2 C3H8O3C3H8O3 C3H6O2C3H6O2 C3H4O3C3H4O3 C3H4O2C3H4O2 C3H2O2C3H2O2 C2H4O2C2H4O2 C2H6O3C2H6O3 ± CO ±CH 2 O ±(C/ ̶ H 2 O) ±(CO/-2H 2 O) ±(C/-H 2 )

University of Szeged, Department of Chemical Informatics C3H6O3C3H6O3 C3H8O2C3H8O2 C3H8O3C3H8O3 C3H6O2C3H6O2 C3H4O3C3H4O3 C3H4O2C3H4O2 C3H2O2C3H2O2 ±H 2 ±H 2 O C2H4O2C2H4O2 C2H6O3C2H6O3

University of Szeged, Department of Chemical Informatics

Köszönöm megtisztel ő figyelmüket! THANK YOU FOR YOUR ATTENTION Financial support  TÁMOP A: New functional materials …  TÁMOP C: Supercomputer a national virtual laboratory

University of Szeged, Department of Chemical Informatics  Szori Milan, Jojart Balazs, Izsak Robert, Szori Kornel, Csizmadia Imre G, Viskolcz Bela: Chemical evolution of biomolecule building blocks. Can thermodynamics explain the accumulation of glycine in the prebiotic ocean? PHYSICAL CHEMISTRY CHEMICAL PHYSICS 13:(16) pp (2011)  Franco Cimino, Milán Szőri,Claudio A. Morgado and Béla Viskolcz, Relative Stability of C 4 H 4 N 2 isomers and complexes – Pyrimidine as a Guiness molecule. in preparation

University of Szeged, Department of Chemical Informatics  Given number of electrons  Relative energy, enthalpy etc.