(1s,4s)-4-[1-methyl-2-(3-pyridylmethyl)benzimidazol-5-yl]oxycyclohexanecarboxylic acid

ID: ALA4744155

Chembl Id: CHEMBL4744155

PubChem CID: 162646642

Max Phase: Preclinical

Molecular Formula: C21H23N3O3

Molecular Weight: 365.43

Molecule Type: Unknown

Associated Items:

Names and Identifiers

Canonical SMILES:  Cn1c(Cc2cccnc2)nc2cc(O[C@H]3CC[C@@H](C(=O)O)CC3)ccc21

Standard InChI:  InChI=1S/C21H23N3O3/c1-24-19-9-8-17(27-16-6-4-15(5-7-16)21(25)26)12-18(19)23-20(24)11-14-3-2-10-22-13-14/h2-3,8-10,12-13,15-16H,4-7,11H2,1H3,(H,25,26)/t15-,16+

Standard InChI Key:  TYOZJDXWXLPXQO-IYBDPMFKSA-N

Alternative Forms

  1. Parent:

    ALA4744155

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Associated Targets(Human)

ACSL1 Tchem Long-chain-fatty-acid--CoA ligase 1 (40 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID

Associated Targets(non-human)

Acsl1 Long-chain-fatty-acid--CoA ligase 1 (30 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID

Molecule Features

Natural Product: NoOral: NoChemical Probe: NoParenteral: No
Molecule Type: UnknownTopical: 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: 365.43Molecular Weight (Monoisotopic): 365.1739AlogP: 3.58#Rotatable Bonds: 5
Polar Surface Area: 77.24Molecular Species: ACIDHBA: 5HBD: 1
#RO5 Violations: HBA (Lipinski): 6HBD (Lipinski): 1#RO5 Violations (Lipinski):
CX Acidic pKa: 4.15CX Basic pKa: 6.01CX LogP: 1.42CX LogD: 0.39
Aromatic Rings: 3Heavy Atoms: 27QED Weighted: 0.75Np Likeness Score: -0.82

References

1. Hayashi K,Kondo N,Omori N,Yoshimoto R,Hato M,Shigaki S,Nagasawa A,Ito M,Okuno T.  (2021)  Discovery of a benzimidazole series as the first highly potent and selective ACSL1 inhibitors.,  33  [PMID:33285268] [10.1016/j.bmcl.2020.127722]

Source