Shape-Based Generative Modeling for de Novo Drug Design

被引:146
作者
Skalic, Miha [1 ]
Jimenez, Jose [1 ]
Sabbadin, Davide [1 ]
De Fabritiis, Gianni [1 ,2 ,3 ]
机构
[1] Univ Pompeu Fabra, Barcelona Biomed Res Pk PRBB, Computat Sci Lab, C Dr Aiguader 88, Barcelona 08003, Spain
[2] Acellera, Barcelona Biomed Res Pk PRBB, C Dr Aiguader 88, Barcelona 08003, Spain
[3] ICREA, Passeig Lluis Co 23, Barcelona 08010, Spain
基金
欧盟地平线“2020”;
关键词
DISCOVERY; LIBRARIES; NETWORKS;
D O I
10.1021/acs.jcim.8b00706
中图分类号
R914 [药物化学];
学科分类号
100701 ;
摘要
In this work, we propose a machine learning approach to generate novel molecules starting from a seed compound, its three-dimensional (3D) shape, and its pharmacophoric features. The pipeline draws inspiration from generative models used in image analysis and represents a first example of the de novo design of lead-like molecules guided by shape-based features. A variational autoencoder is used to perturb the 3D representation of a compound, followed by a system of convolutional and recurrent neural networks that generate a sequence of SMILES tokens. The generative design of novel scaffolds and functional groups can cover unexplored regions of chemical space that still possess lead-like properties.
引用
收藏
页码:1205 / 1214
页数:10
相关论文
共 60 条
[1]   Deep learning for computational biology [J].
Angermueller, Christof ;
Parnamaa, Tanel ;
Parts, Leopold ;
Stegle, Oliver .
MOLECULAR SYSTEMS BIOLOGY, 2016, 12 (07)
[2]  
[Anonymous], ARXIV151105644CSLG
[3]  
[Anonymous], 2015, ARXIV151002855CSLG
[4]   Identification of diverse database subsets using property-based and fragment-based molecular descriptions [J].
Ashton, M ;
Barnard, J ;
Casset, F ;
Charlton, M ;
Downs, G ;
Gorse, D ;
Holliday, J ;
Lahana, R ;
Willett, P .
QUANTITATIVE STRUCTURE-ACTIVITY RELATIONSHIPS, 2002, 21 (06) :598-604
[5]   New Substructure Filters for Removal of Pan Assay Interference Compounds (PAINS) from Screening Libraries and for Their Exclusion in Bioassays [J].
Baell, Jonathan B. ;
Holloway, Georgina A. .
JOURNAL OF MEDICINAL CHEMISTRY, 2010, 53 (07) :2719-2740
[6]  
Bandanau D., 2014, arXiv preprint arXiv:1409. 0473
[7]   The properties of known drugs .1. Molecular frameworks [J].
Bemis, GW ;
Murcko, MA .
JOURNAL OF MEDICINAL CHEMISTRY, 1996, 39 (15) :2887-2893
[8]  
Bickerton GR, 2012, NAT CHEM, V4, P90, DOI [10.1038/NCHEM.1243, 10.1038/nchem.1243]
[9]  
Boski M, 2017, 2017 10TH INTERNATIONAL WORKSHOP ON MULTIDIMENSIONAL (ND) SYSTEMS (NDS)
[10]   Generative Adversarial Networks An overview [J].
Creswell, Antonia ;
White, Tom ;
Dumoulin, Vincent ;
Arulkumaran, Kai ;
Sengupta, Biswa ;
Bharath, Anil A. .
IEEE SIGNAL PROCESSING MAGAZINE, 2018, 35 (01) :53-65