TY - JOUR
T1 - Online OCHEM multi-task model for solubility and lipophilicity prediction of platinum complexes
AU - Mousa, Nesma
AU - Varbanov, Hristo P.
AU - Kaipanchery, Vidya
AU - Gabano, Elisabetta
AU - Ravera, Mauro
AU - Toropov, Andrey A.
AU - Charochkina, Larisa
AU - Menezes, Filipe
AU - Godin, Guillaume
AU - Tetko, Igor V.
N1 - Publisher Copyright:
© 2025 The Author(s)
PY - 2025/8
Y1 - 2025/8
N2 - Predicting the solubility and lipophilicity of platinum(II, IV) complexes is essential for prioritizing potential anticancer candidates in drug discovery. This study introduces the first publicly available online model for predicting the solubility of platinum complexes, addressing the lack of literature and models in this regard. Using a time-split dataset, we developed a consensus model with a Root Mean Squared Error (RMSE) of 0.62 through 5-cross-validation on a training set of 284 historical compounds (solubility data reported prior to 2017). However, the RMSE increased to 0.86 when applied to a prospective test set of 108 compounds reported after 2017. Further analysis of the high prediction errors revealed that these inaccuracies are primarily attributed to the underrepresentation of novel chemical scaffolds, particularly Pt(IV) derivatives, in the training sets. For instance, a series of eight phenanthroline-containing compounds, not covered by the training set's chemical space, had an RMSE of 1.3. When the model was redeveloped using a combined dataset, the RMSE of this series significantly decreased to 0.34 under the same validation protocol. Additionally, we developed an interpretable linear model to identify structural features and functional groups that influence the solubility of platinum complexes. We further validated the correlation between solubility and lipophilicity, consistent with the Yalkowsky General Solubility Equation. Building on these insights, we developed a final multitask model that simultaneously predicts solubility and lipophilicity as two endpoints with RMSE = 0.62 and 0.44, respectively. The data and final developed model is available at https://ochem.eu/article/31.
AB - Predicting the solubility and lipophilicity of platinum(II, IV) complexes is essential for prioritizing potential anticancer candidates in drug discovery. This study introduces the first publicly available online model for predicting the solubility of platinum complexes, addressing the lack of literature and models in this regard. Using a time-split dataset, we developed a consensus model with a Root Mean Squared Error (RMSE) of 0.62 through 5-cross-validation on a training set of 284 historical compounds (solubility data reported prior to 2017). However, the RMSE increased to 0.86 when applied to a prospective test set of 108 compounds reported after 2017. Further analysis of the high prediction errors revealed that these inaccuracies are primarily attributed to the underrepresentation of novel chemical scaffolds, particularly Pt(IV) derivatives, in the training sets. For instance, a series of eight phenanthroline-containing compounds, not covered by the training set's chemical space, had an RMSE of 1.3. When the model was redeveloped using a combined dataset, the RMSE of this series significantly decreased to 0.34 under the same validation protocol. Additionally, we developed an interpretable linear model to identify structural features and functional groups that influence the solubility of platinum complexes. We further validated the correlation between solubility and lipophilicity, consistent with the Yalkowsky General Solubility Equation. Building on these insights, we developed a final multitask model that simultaneously predicts solubility and lipophilicity as two endpoints with RMSE = 0.62 and 0.44, respectively. The data and final developed model is available at https://ochem.eu/article/31.
KW - Consensus model
KW - Lipophilicity
KW - Neural networks
KW - Platinum Pt(II)/Pt(IV) complexes
KW - Representation learning
KW - Water solubility
UR - http://www.scopus.com/inward/record.url?scp=105000021023&partnerID=8YFLogxK
U2 - 10.1016/j.jinorgbio.2025.112890
DO - 10.1016/j.jinorgbio.2025.112890
M3 - Article
SN - 0162-0134
VL - 269
JO - Journal of Inorganic Biochemistry
JF - Journal of Inorganic Biochemistry
M1 - 112890
ER -