(S)-1-(1-(2-Amino-5-methoxypyrimidin-4-yl)-1H-pyrrolo[3,2-c]-pyridin-6-yl)-3-methylpent-1-yn-3-ol

ID: ALA5268080

Chembl Id: CHEMBL5268080

Max Phase: Preclinical

Molecular Formula: C18H19N5O2

Molecular Weight: 337.38

Associated Items:

Names and Identifiers

Canonical SMILES:  CC[C@](C)(O)C#Cc1cc2c(ccn2-c2nc(N)ncc2OC)cn1

Standard InChI:  InChI=1S/C18H19N5O2/c1-4-18(2,24)7-5-13-9-14-12(10-20-13)6-8-23(14)16-15(25-3)11-21-17(19)22-16/h6,8-11,24H,4H2,1-3H3,(H2,19,21,22)/t18-/m0/s1

Standard InChI Key:  IPDHEAZGJYBLPV-SFHVURJKSA-N

Alternative Forms

  1. Parent:

    ALA5268080

    ---

Associated Targets(Human)

TTBK1 Tbio Tau-tubulin kinase 1 (179 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
HepG2 (196354 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID

Molecule Features

Natural Product: NoOral: NoChemical Probe: NoParenteral: No
Molecule Type: Topical: NoFirst In Class: NoBlack Box: No
Chirality: NoAvailability: NoProdrug: No

Drug Indications

MESH IDMESH Heading EFO IDsEFO TermsMax Phase for IndicationReferences

Mechanisms of Action

Mechanism of ActionAction Typetarget IDTarget NameTarget TypeTarget OrganismBinding Site NameReferences

Calculated Properties

Molecular Weight: 337.38Molecular Weight (Monoisotopic): 337.1539AlogP: 1.92#Rotatable Bonds: 3
Polar Surface Area: 99.08Molecular Species: NEUTRALHBA: 7HBD: 2
#RO5 Violations: HBA (Lipinski): 7HBD (Lipinski): 3#RO5 Violations (Lipinski):
CX Acidic pKa: 13.32CX Basic pKa: 5.82CX LogP: 2.41CX LogD: 2.40
Aromatic Rings: 3Heavy Atoms: 25QED Weighted: 0.71Np Likeness Score: -0.29

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]

Source