HARIBOSS

Harnessing RIBOnucleic acid - Small molecules Structures

Compound NAD

Identifiers

  • Canonical SMILES: 
    NC(=O)c1ccc[n+](c1)[C@@H]2O[C@H](CO[P]([O-])(=O)O[P@](O)(=O)OC[C@H]3O[C@H]([C@H](O)[C@@H]3O)n4cnc5c(N)ncnc45)[C@@H](O)[C@H]2O
  • InChi: 
    InChI=1S/C21H27N7O14P2/c22-17-12-19(25-7-24-17)28(8-26-12)21-16(32)14(30)11(41-21)6-39-44(36,37)42-43(34,35)38-5-10-13(29)15(31)20(40-10)27-3-1-2-9(4-27)18(23)33/h1-4,7-8,10-11,13-16,20-21,29-32H,5-6H2,(H5-,22,23,24,25,33,34,35,36,37)/t10-,11-,13-,14-,15-,16-,20-,21-/m1/s1
  • InChiKey: 
    BAWFJGJZGIEFAR-NNYOXOHSSA-N

Chemistry rules

Lipinski's RO5 Veber Pfizer's 3/75

External links

10897651 CHEMBL1234613 DB14128

RNA-SM complexes

PDB code Deposition date Reference publication
6rw4 June 3, 2019 Khawaja Anas, Itoh Yuzuru, Remes Cristina, Spåhr Henrik, Yukhnovets Olessya, Höfig Henning, Amunts Alexey, Rorbach Joanna. . Distinct pre-initiation steps in human mitochondrial translation Nature Communications
6rw5 June 3, 2019 Khawaja Anas, Itoh Yuzuru, Remes Cristina, Spåhr Henrik, Yukhnovets Olessya, Höfig Henning, Amunts Alexey, Rorbach Joanna. . Distinct pre-initiation steps in human mitochondrial translation Nature Communications
6tff Nov. 14, 2019 Huang Lin, Wang Jia, Lilley David M.J.. . Structure and ligand binding of the ADP-binding domain of the NAD+ riboswitch RNA
6tfh Nov. 14, 2019 Huang Lin, Wang Jia, Lilley David M.J.. . Structure and ligand binding of the ADP-binding domain of the NAD+ riboswitch RNA
6ywe April 29, 2020 Itoh Yuzuru, Naschberger Andreas, Mortezaei Narges, Herrmann Johannes M., Amunts Alexey. . Analysis of translating mitoribosome reveals functional characteristics of translation in mitochondria of fungi Nature Communications
6yws April 30, 2020 Itoh Yuzuru, Naschberger Andreas, Mortezaei Narges, Herrmann Johannes M., Amunts Alexey. . Analysis of translating mitoribosome reveals functional characteristics of translation in mitochondria of fungi Nature Communications
6ywv April 30, 2020 Itoh Yuzuru, Naschberger Andreas, Mortezaei Narges, Herrmann Johannes M., Amunts Alexey. . Analysis of translating mitoribosome reveals functional characteristics of translation in mitochondria of fungi Nature Communications
6ywx April 30, 2020 Itoh Yuzuru, Naschberger Andreas, Mortezaei Narges, Herrmann Johannes M., Amunts Alexey. . Analysis of translating mitoribosome reveals functional characteristics of translation in mitochondria of fungi Nature Communications
6ywy April 30, 2020 Itoh Yuzuru, Naschberger Andreas, Mortezaei Narges, Herrmann Johannes M., Amunts Alexey. . Analysis of translating mitoribosome reveals functional characteristics of translation in mitochondria of fungi Nature Communications
7d7v Oct. 6, 2020 Chen Hao, Egger Michaela, Xu Xiaochen, Flemmich Laurin, Krasheninina Olga, Sun Aiai, Micura Ronald, Ren Aiming. . Structural distinctions between NAD+ riboswitch domains 1 and 2 determine differential folding and ligand binding Nucleic Acids Research
7d7w Oct. 6, 2020 Chen Hao, Egger Michaela, Xu Xiaochen, Flemmich Laurin, Krasheninina Olga, Sun Aiai, Micura Ronald, Ren Aiming. . Structural distinctions between NAD+ riboswitch domains 1 and 2 determine differential folding and ligand binding Nucleic Acids Research
7d7z Oct. 6, 2020 Chen Hao, Egger Michaela, Xu Xiaochen, Flemmich Laurin, Krasheninina Olga, Sun Aiai, Micura Ronald, Ren Aiming. . Structural distinctions between NAD+ riboswitch domains 1 and 2 determine differential folding and ligand binding Nucleic Acids Research
7d81 Oct. 6, 2020 Chen Hao, Egger Michaela, Xu Xiaochen, Flemmich Laurin, Krasheninina Olga, Sun Aiai, Micura Ronald, Ren Aiming. . Structural distinctions between NAD+ riboswitch domains 1 and 2 determine differential folding and ligand binding Nucleic Acids Research
7d82 Oct. 6, 2020 Chen Hao, Egger Michaela, Xu Xiaochen, Flemmich Laurin, Krasheninina Olga, Sun Aiai, Micura Ronald, Ren Aiming. . Structural distinctions between NAD+ riboswitch domains 1 and 2 determine differential folding and ligand binding Nucleic Acids Research
7p2e July 5, 2021 Itoh Yuzuru, Singh Vivek, Khawaja Anas, Naschberger Andreas, Nguyen Minh Duc, Rorbach Joanna, Amunts Alexey. . Structure of the mitoribosomal small subunit with streptomycin reveals Fe-S clusters and physiological molecules eLife
7pnx Sept. 8, 2021 Itoh Yuzuru, Khawaja Anas, Laptev Ivan, Cipullo Miriam, Atanassov Ilian, Sergiev Petr, Rorbach Joanna, Amunts Alexey. . Mechanism of mitoribosomal small subunit biogenesis and preinitiation Nature
7pny Sept. 8, 2021 Itoh Yuzuru, Khawaja Anas, Laptev Ivan, Cipullo Miriam, Atanassov Ilian, Sergiev Petr, Rorbach Joanna, Amunts Alexey. . Mechanism of mitoribosomal small subunit biogenesis and preinitiation Nature
7pnz Sept. 8, 2021 Itoh Yuzuru, Khawaja Anas, Laptev Ivan, Cipullo Miriam, Atanassov Ilian, Sergiev Petr, Rorbach Joanna, Amunts Alexey. . Mechanism of mitoribosomal small subunit biogenesis and preinitiation Nature
7po0 Sept. 8, 2021 Itoh Yuzuru, Khawaja Anas, Laptev Ivan, Cipullo Miriam, Atanassov Ilian, Sergiev Petr, Rorbach Joanna, Amunts Alexey. . Mechanism of mitoribosomal small subunit biogenesis and preinitiation Nature
7qi4 Dec. 14, 2021 Singh Vivek, Itoh Yuzuru, Del’Olio Samuel, Hassan Asem, Naschberger Andreas, Flygaard Rasmus Kock, Nobe Yuko, Izumikawa Keiichi, Aibara Shintaro, Andréll Juni, Whitford Paul C., Barrientos Antoni, Taoka Masato, Amunts Alexey. . Mitoribosome structure with cofactors and modifications reveals mechanism of ligand binding and interactions with L1 stalk Nature Communications
7qi5 Dec. 14, 2021 Singh Vivek, Itoh Yuzuru, Del’Olio Samuel, Hassan Asem, Naschberger Andreas, Flygaard Rasmus Kock, Nobe Yuko, Izumikawa Keiichi, Aibara Shintaro, Andréll Juni, Whitford Paul C., Barrientos Antoni, Taoka Masato, Amunts Alexey. . Mitoribosome structure with cofactors and modifications reveals mechanism of ligand binding and interactions with L1 stalk Nature Communications
7qi6 Dec. 14, 2021 Singh Vivek, Itoh Yuzuru, Del’Olio Samuel, Hassan Asem, Naschberger Andreas, Flygaard Rasmus Kock, Nobe Yuko, Izumikawa Keiichi, Aibara Shintaro, Andréll Juni, Whitford Paul C., Barrientos Antoni, Taoka Masato, Amunts Alexey. . Mitoribosome structure with cofactors and modifications reveals mechanism of ligand binding and interactions with L1 stalk Nature Communications
8any Aug. 6, 2022 Singh Vivek, Moran J. Conor, Itoh Yuzuru, Soto Iliana C., Fontanesi Flavia, Couvillion Mary, Huynen Martijn A., Churchman L. Stirling, Barrientos Antoni, Amunts Alexey. . Structural basis of LRPPRC–SLIRP-dependent translation by the mitoribosome Nature Structural & Molecular Biology
8csr May 13, 2022 Harper Nathan J., Burnside Chloe, Klinge Sebastian. . Principles of mitoribosomal small subunit assembly in eukaryotes Nature
8css May 13, 2022 Harper Nathan J., Burnside Chloe, Klinge Sebastian. . Principles of mitoribosomal small subunit assembly in eukaryotes Nature
8cst May 13, 2022 Harper Nathan J., Burnside Chloe, Klinge Sebastian. . Principles of mitoribosomal small subunit assembly in eukaryotes Nature
8csu May 13, 2022 Harper Nathan J., Burnside Chloe, Klinge Sebastian. . Principles of mitoribosomal small subunit assembly in eukaryotes Nature
8gxb Sept. 19, 2022 Xu Xiaochen, Egger Michaela, Li Chunyan, Chen Hao, Micura Ronald, Ren Aiming. . Structure-based investigations of the NAD+-II riboswitch Nucleic Acids Research
8gxb Sept. 19, 2022 Xu Xiaochen, Egger Michaela, Li Chunyan, Chen Hao, Micura Ronald, Ren Aiming. . Structure-based investigations of the NAD+-II riboswitch Nucleic Acids Research
8hba Oct. 27, 2022 Peng Xuemei, Liao Wenjian, Lin Xiaowei, Lilley David M J, Huang Lin. . Crystal structures of the NAD+-II riboswitch reveal two distinct ligand-binding pockets Nucleic Acids Research
8hba Oct. 27, 2022 Peng Xuemei, Liao Wenjian, Lin Xiaowei, Lilley David M J, Huang Lin. . Crystal structures of the NAD+-II riboswitch reveal two distinct ligand-binding pockets Nucleic Acids Research
8hba Oct. 27, 2022 Peng Xuemei, Liao Wenjian, Lin Xiaowei, Lilley David M J, Huang Lin. . Crystal structures of the NAD+-II riboswitch reveal two distinct ligand-binding pockets Nucleic Acids Research
8qrk Oct. 9, 2023 Cipullo Miriam, Valentín Gesé Genís, Gopalakrishna Shreekara, Krueger Annika, Lobo Vivian, Pirozhkova Maria A., Marks James, Páleníková Petra, Shiriaev Dmitrii, Liu Yong, Misic Jelena, Cai Yu, Nguyen Minh Duc, Abdelbagi Abubakar, Li Xinping, Minczuk Michal, Hafner Markus, Benhalevy Daniel, Sarshad Aishe A., Atanassov Ilian, Hällberg B. Martin, Rorbach Joanna. . GTPBP8 plays a role in mitoribosome formation in human mitochondria Nature Communications
8qrl Oct. 9, 2023 Cipullo Miriam, Valentín Gesé Genís, Gopalakrishna Shreekara, Krueger Annika, Lobo Vivian, Pirozhkova Maria A., Marks James, Páleníková Petra, Shiriaev Dmitrii, Liu Yong, Misic Jelena, Cai Yu, Nguyen Minh Duc, Abdelbagi Abubakar, Li Xinping, Minczuk Michal, Hafner Markus, Benhalevy Daniel, Sarshad Aishe A., Atanassov Ilian, Hällberg B. Martin, Rorbach Joanna. . GTPBP8 plays a role in mitoribosome formation in human mitochondria Nature Communications
8qrm Oct. 9, 2023 Cipullo Miriam, Valentín Gesé Genís, Gopalakrishna Shreekara, Krueger Annika, Lobo Vivian, Pirozhkova Maria A., Marks James, Páleníková Petra, Shiriaev Dmitrii, Liu Yong, Misic Jelena, Cai Yu, Nguyen Minh Duc, Abdelbagi Abubakar, Li Xinping, Minczuk Michal, Hafner Markus, Benhalevy Daniel, Sarshad Aishe A., Atanassov Ilian, Hällberg B. Martin, Rorbach Joanna. . GTPBP8 plays a role in mitoribosome formation in human mitochondria Nature Communications
8qrn Oct. 9, 2023 Cipullo Miriam, Valentín Gesé Genís, Gopalakrishna Shreekara, Krueger Annika, Lobo Vivian, Pirozhkova Maria A., Marks James, Páleníková Petra, Shiriaev Dmitrii, Liu Yong, Misic Jelena, Cai Yu, Nguyen Minh Duc, Abdelbagi Abubakar, Li Xinping, Minczuk Michal, Hafner Markus, Benhalevy Daniel, Sarshad Aishe A., Atanassov Ilian, Hällberg B. Martin, Rorbach Joanna. . GTPBP8 plays a role in mitoribosome formation in human mitochondria Nature Communications
9g5d July 16, 2024 Heinrichs Marleen, Finke Anna Franziska, Aibara Shintaro, Krempler Angelique, Boshnakovska Angela, Rehling Peter, Hillen Hauke S., Richter-Dennerlein Ricarda. . Coupling of ribosome biogenesis and translation initiation in human mitochondria Nature Communications
9h51 Oct. 22, 2024
9olf May 12, 2025 Wang Shuhui, Brischigliaro Michele, Zhang Yuekang, Wu Chunxiang, Zheng Wei, Barrientos Antoni, Xiong Yong. . Structural basis of TACO1-mediated efficient mitochondrial translation Nature Communications
9pg8 July 7, 2025 Wang Shuhui, Brischigliaro Michele, Zhang Yuekang, Wu Chunxiang, Zheng Wei, Barrientos Antoni, Xiong Yong. . Structural basis of TACO1-mediated efficient mitochondrial translation Nature Communications
9pgf July 7, 2025 Wang Shuhui, Brischigliaro Michele, Zhang Yuekang, Wu Chunxiang, Zheng Wei, Barrientos Antoni, Xiong Yong. . Structural basis of TACO1-mediated efficient mitochondrial translation Nature Communications
9pgi July 7, 2025 Wang Shuhui, Brischigliaro Michele, Zhang Yuekang, Wu Chunxiang, Zheng Wei, Barrientos Antoni, Xiong Yong. . Structural basis of TACO1-mediated efficient mitochondrial translation Nature Communications
9pgl July 8, 2025 Wang Shuhui, Brischigliaro Michele, Zhang Yuekang, Wu Chunxiang, Zheng Wei, Barrientos Antoni, Xiong Yong. . Structural basis of TACO1-mediated efficient mitochondrial translation Nature Communications
9pgm July 8, 2025 Wang Shuhui, Brischigliaro Michele, Zhang Yuekang, Wu Chunxiang, Zheng Wei, Barrientos Antoni, Xiong Yong. . Structural basis of TACO1-mediated efficient mitochondrial translation Nature Communications
9prd July 23, 2025 Wang Shuhui, Brischigliaro Michele, Zhang Yuekang, Wu Chunxiang, Zheng Wei, Barrientos Antoni, Xiong Yong. . Structural basis of TACO1-mediated efficient mitochondrial translation Nature Communications
9prq July 24, 2025 Wang Shuhui, Brischigliaro Michele, Zhang Yuekang, Wu Chunxiang, Zheng Wei, Barrientos Antoni, Xiong Yong. . Structural basis of TACO1-mediated efficient mitochondrial translation Nature Communications
9prx July 24, 2025 Wang Shuhui, Brischigliaro Michele, Zhang Yuekang, Wu Chunxiang, Zheng Wei, Barrientos Antoni, Xiong Yong. . Structural basis of TACO1-mediated efficient mitochondrial translation Nature Communications
9ps0 July 24, 2025 Wang Shuhui, Brischigliaro Michele, Zhang Yuekang, Wu Chunxiang, Zheng Wei, Barrientos Antoni, Xiong Yong. . Structural basis of TACO1-mediated efficient mitochondrial translation Nature Communications
9ps7 July 25, 2025 Wang Shuhui, Brischigliaro Michele, Zhang Yuekang, Wu Chunxiang, Zheng Wei, Barrientos Antoni, Xiong Yong. . Structural basis of TACO1-mediated efficient mitochondrial translation Nature Communications
9psi July 25, 2025 Wang Shuhui, Brischigliaro Michele, Zhang Yuekang, Wu Chunxiang, Zheng Wei, Barrientos Antoni, Xiong Yong. . Structural basis of TACO1-mediated efficient mitochondrial translation Nature Communications
9psm July 25, 2025 Wang Shuhui, Brischigliaro Michele, Zhang Yuekang, Wu Chunxiang, Zheng Wei, Barrientos Antoni, Xiong Yong. . Structural basis of TACO1-mediated efficient mitochondrial translation Nature Communications
9uwh May 12, 2025 Wakigawa Taisei, Mito Mari, Ando Yushin, Yamashiro Haruna, Tomuro Kotaro, Tani Haruna, Tomizawa Kazuhito, Chujo Takeshi, Nagao Asuteka, Suzuki Takeo, Nureki Osamu, Wei Fan-Yan, Shichino Yuichi, Itoh Yuzuru, Suzuki Tsutomu, Iwasaki Shintaro. . Monitoring the complexity and dynamics of mitochondrial translation Molecular Cell

Physicochemical filters

Descriptor Lipinski's RO5 Veber Pfizer's 3/75
Compliance
MW 663.43 g/mol
HBA not available
HBD not available
HBA + HBD
AlogP not available
TPSA not available
RB not available

Radar chart