Phototherapy　including　photodynamic　therapy　(PDT)　and　photothermal　therapy　(PTT)　has　attracted　great　attention.　However,　applications　of　some　photosensitizers　remain　an　obstacle　by　their　poor　photostability.　To　enhance　the　treatment　efficiency　of　photosensitizers　and　tumor　theranostic　effect,　herein,　we　reported　a　novel　carrier-free,　theranostic　nanodrug　by　self-assembly　of　small　molecule　dual　anticancer　drugs　and　photosensitizer　for　tumor　targeting.　The　developed　carrier-free　small　molecule　nanodrug　delivery　system　was　formed　by　hydrophobic　ursolic　acid,　paclitaxel,　and　amphipathic　indocyanine　green　(ICG)　associated　with　electrostatic,　π-π　stacking,　and　hydrophobic　interactions　exhibiting　water　stability.　The　self-assembling　of　ICG　on　the　dual　anticancer　nanodrug　significantly　enhanced　water　solubility　of　hydrophobic　anticancer　drugs　and　ICG　photostability　contributing　to　long-term　near-infrared　(NIR)　fluorescence　imaging　and　effective　chemophototherapy　of　tumor.　The　in　vivo　NIR　fluorescence　imaging　showed　that　the　theranostic　nanodrug　could　be　targeted　to　the　tumor　site　via　a　potential　enhanced　permeability　and　retention　effect　proving　the　efficient　accumulation　of　nanoparticles　in　the　tumor　site.　Dramatically,　chemophototherapy　of　tumor-bearing　mice　in　vivo　almost　completely　suppressed　tumor　growth　and　no　tumor　recurrence　was　observed.　Encouraged　by　its　carrier-free,　prominent　imaging　and　effective　therapy,　the　small　molecule　nanodrug　via　self-assembly　will　provide　a　promising　strategy　for　synergistic　cancer　theranostics.　©　2017　American　Chemical　Society.