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4-(1-(2-Aminopyrimidin-4-yl)-5-methoxy-1H-indol-6-yl)-2-methylbut-3-yn-2-ol ID: ALA5280803
Max Phase: Preclinical
Molecular Formula: C18H18N4O2
Molecular Weight: 322.37
This compound is available for customization.
Associated Items:
Names and Identifiers Canonical SMILES: COc1cc2ccn(-c3ccnc(N)n3)c2cc1C#CC(C)(C)O
Standard InChI: InChI=1S/C18H18N4O2/c1-18(2,23)7-4-13-10-14-12(11-15(13)24-3)6-9-22(14)16-5-8-20-17(19)21-16/h5-6,8-11,23H,1-3H3,(H2,19,20,21)
Standard InChI Key: VNKYVVIEELPQIE-UHFFFAOYSA-N
Molfile:
RDKit 2D
24 26 0 0 0 0 0 0 0 0999 V2000
6.7769 -9.1088 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0
7.1896 -9.8187 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0
7.5980 -9.1063 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0
4.3663 -12.2853 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0
5.0760 -11.8759 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0
5.0732 -11.0532 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0
4.3645 -10.6479 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0
3.6583 -11.8763 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0
3.6595 -11.0553 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0
2.8790 -10.8003 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0
2.3953 -11.4639 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0
2.8770 -12.1288 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0
2.6277 -10.0228 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0
3.1759 -9.4178 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0
2.9251 -8.6409 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0
2.1253 -8.4691 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0
1.5767 -9.0805 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0
1.8304 -9.8551 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0
5.7793 -10.6419 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0
6.4855 -10.2307 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0
7.9009 -10.2254 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0
3.4732 -8.0347 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0
5.7843 -12.2834 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0
5.7856 -13.1005 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0
2 1 1 0
3 2 1 0
8 4 1 0
4 5 2 0
5 6 1 0
6 7 2 0
7 9 1 0
8 9 2 0
9 10 1 0
10 11 1 0
12 8 1 0
10 13 1 0
13 14 2 0
14 15 1 0
15 16 2 0
16 17 1 0
17 18 2 0
18 13 1 0
6 19 1 0
19 20 3 0
20 2 1 0
2 21 1 0
15 22 1 0
11 12 2 0
5 23 1 0
23 24 1 0
M END Associated Targets(Human) Molecule Features Natural Product: NoOral: NoChemical Probe: NoParenteral: NoMolecule Type: Topical: NoFirst In Class: NoBlack Box: NoChirality: NoAvailability: NoProdrug: No
Drug Indications MESH ID MESH Heading EFO IDs EFO Terms Max Phase for Indication References
Mechanisms of Action Mechanism of Action Action Type target ID Target Name Target Type Target Organism Binding Site Name References
Calculated Properties Molecular Weight: 322.37Molecular Weight (Monoisotopic): 322.1430AlogP: 2.13#Rotatable Bonds: 2Polar Surface Area: 86.19Molecular Species: NEUTRALHBA: 6HBD: 2#RO5 Violations: ┄HBA (Lipinski): 6HBD (Lipinski): 3#RO5 Violations (Lipinski): ┄CX Acidic pKa: 13.68CX Basic pKa: 6.26CX LogP: 2.72CX LogD: 2.69Aromatic Rings: 3Heavy Atoms: 24QED Weighted: 0.71Np Likeness Score: -0.53
References 1. Halkina T, Henderson JL, Lin EY, Himmelbauer MK, Jones JH, Nevalainen M, Feng J, King K, Rooney M, Johnson JL, Marcotte DJ, Chodaparambil JV, Kumar PR, Patterson TA, Murugan P, Schuman E, Wong L, Hesson T, Lamore S, Bao C, Calhoun M, Certo H, Amaral B, Dillon GM, Gilfillan R, de Turiso FG.. (2021) Discovery of Potent and Brain-Penetrant Tau Tubulin Kinase 1 (TTBK1) Inhibitors that Lower Tau Phosphorylation In Vivo., 64 (9.0): [PMID:33944571 ] [10.1021/acs.jmedchem.1c00382 ]