Compound H4B

Canonical SMILES:

C[C@H](O)[C@H](O)[C@H]1CNC2=C(N1)C(=O)NC(=N2)N

IUPAC name:

(6R)-2-amino-6-[(1R,2S)-1,2-dihydroxypropyl]-5,6,7,8-tetrahydropteridin-4(3H)-one

InChi:

InChI=1S/C9H15N5O3/c1-3(15)6(16)4-2-11-7-5(12-4)8(17)14-9(10)13-7/h3-4,6,12,15-16H,2H2,1H3,(H4,10,11,13,14,17)/t3-,4+,6-/m0/s1

SMARTS:

[#6]-[#6@H](-[#8])-[#6@H](-[#8])-[#6@H]1-[#6]-[#7]-[#6]2:[#6](-[#7]-1):[#6](=[#8]):[#7]:[#6](:[#7]:2)-[#7]

Lipinski's RO5	Veber	Pfizer's 3/75

PDB code	Deposition date	Reference publication
4lvx	July 26, 2013	Trausch Jeremiah J., Batey Robert T.. 2014. A Disconnect between High-Affinity Binding and Efficient Regulation by Antifolates and Purines in the Tetrahydrofolate Riboswitch Chemistry & Biology
4lvx	July 26, 2013	Trausch Jeremiah J., Batey Robert T.. 2014. A Disconnect between High-Affinity Binding and Efficient Regulation by Antifolates and Purines in the Tetrahydrofolate Riboswitch Chemistry & Biology
7wif	Jan. 3, 2022	Xu Lilei, Xiao Yu, Zhang Jie, Fang Xianyang. 2023. Structural insights into translation regulation by the THF-II riboswitch Nucleic Acids Research
8xzn	Jan. 21, 2024	Li Chunyan, Xu Xiaochen, Geng Zhi, Zheng Luqian, Song Qianqian, Shen Xin, Wu Jingjing, zhao Jin, Li Hongcheng, He Mengqi, Tai Xiaoqing, Zhang Long, Ma Jinbiao, Dong Yuhui, Ren Aiming. 2024. Structure-based characterization and compound identification of the wild-type THF class-II riboswitch Nucleic Acids Research
9v51	May 24, 2025	Li Hongcheng, Shen Xin, Xu Xiaochen, Tai Xiaoqing, He Mengqi, Zhang Jinzhu, Ren Aiming. 2025. Ligand specificity and adaptability revealed by the first Guanine-II riboswitch tertiary structure Nucleic Acids Research

Descriptor	Lipinski's RO5	Veber	Pfizer's 3/75
MW	≤ 500 g/mol	-	-
AlogP	≤ 5	-	≤ 3
HBA	≤ 10	-	-
HBD	≤ 5	-	-
(HBA + HBD)	-	≤ 12	-
TPSA	-	≤ 140 Å²	≥ 75 Å²
RB	-	≤ 10	-

HARIBOSS