Simulation of chemical reactions and synthetic accessibility
Ambit-Reactor is a newly developed software module for simulation of chemical reactions. For a given set of initial reactants, Ambit-Reactor applies exhaustively all transformations based on generic chemical reaction rules described in a predefined database. For each of the result products all possible transformations are applied to obtain new products and so on. In order to control the combinatorial explosion, the process stops when conditions defined by the user are reached. Ambit-Reactor is configured via JSON files that specify the reaction strategy, reaction data base, allowed and forbidden products, set of parameters and logical conditions for reaction application and definition of sites where reaction occurs. The reactor strategy is defined by logical expressions of molecular descriptors’ values. In this work we demonstrate applications of Ambit-Reactor for generation of virtual compound libraries and for combinatorial generation of metabolites.
- Latest release ambitreactor-3.1.0
Ambit-SA (Synthetic accessibility)
SyntheticAccessibiliyCli (Ambit-SA) is a software tool for theoretical prediction of synthetic accessibility (SA) of organic molecules. The model for SA uses four weighted molecular descriptors, which represent different structural and topological features, combined within an additive scheme. For a given target molecule or set of molecules, the algorithm calculates molecular complexity, stereo chemical complexity and the complexity due to the presence of fused and bridged systems. SA is outputted as a score ranging from 0 to 100 where value 100 is maximal synthetic accessibility i.e. the molecule is most easily synthesizable.
- Latest release SyntheticAccessibilityCli.jar
Ambit-SA can be started from command line by following command:
java -jar SyntheticAccessibilityCli.jar option1 option2 …
SA calculation for a single molecule can be performed by directly entering the molecule SMILES from the command line with option ‘-s’ e.g.
java -jar SyntheticAccessibilityCli.jar -s "FC(F)(F)c1cc(ccc1)N5CCN(CCc2nnc3[C@H]4CCC[C@H]4Cn23)CC5" Calculating SA for: FC(F)(F)c1cc(ccc1)N5CCN(CCc2nnc3[C@H]4CCC[C@H]4Cn23)CC5` SA = 54.116
Option -v can be used for a verbose output:
java -jar SyntheticAccessibilityCli.jar -s "FC(F)(F)c1cc(ccc1)N5CCN(CCc2nnc3[C@H]4CCC[C@H]4Cn23)CC5" -v Calculating SA for: FC(F)(F)c1cc(ccc1)N5CCN(CCc2nnc3[C@H]4CCC[C@H]4Cn23)CC5 SA = 54.116 SA details: MOL_COMPLEXITY_01 88.751 score = 40.833 WEIGHTED_NUMBER_OF_STEREO_ELEMENTS 2.000 score = 40.000 CYCLOMATIC_NUMBER 5.000 score = 50.000 RING_COMPLEXITY 1.174 score = 82.609
Option -i should be used to set an input file with a set structures for batch calculation of SA:
java -jar SyntheticAccessibilityCli.jar -i sa-mol-set-01-b.smi Calculating SA for molecule set: sa-mol-set-01-b.smi Reading D:\ChemSoft\JBSMM-Reactor\sa-mol-set-01-b.smi # smiles NumAtoms SA 1 CCOP(=S)(OCC)Oc1cc(C)nc(n1)N(C)C 19 85.622 2 OOC1CCOP(=O)(N1)N(CCCl)CCCl 16 81.760 3 O=C1Cc2c(N1)ccc3OCC(CNCc4ccccc4)Oc23 23 64.931 4 CC1OC(=NC1CCOc2ccc(CC3C(=O)NOC3=O)cc2)c4ccccc4 29 72.725 5 O=C(NN1CCCCC1)c2nn(-c3ccc(Cl)cc3Cl)c(-c4ccc(Cl)cc4)c2C 30 72.241 6 CC(C)C(=O)Oc1ccc2CC(CCc2c1OC(=O)C(C)C)NC 24 66.674