(1s,4s)-4-[1-isopropyl-2-(m-tolylmethyl)benzimidazol-5-yl]oxycyclohexanecarboxylic acid

ID: ALA4761105

Chembl Id: CHEMBL4761105

PubChem CID: 162659671

Max Phase: Preclinical

Molecular Formula: C25H30N2O3

Molecular Weight: 406.53

Molecule Type: Unknown

Associated Items:

Names and Identifiers

Canonical SMILES:  Cc1cccc(Cc2nc3cc(O[C@H]4CC[C@@H](C(=O)O)CC4)ccc3n2C(C)C)c1

Standard InChI:  InChI=1S/C25H30N2O3/c1-16(2)27-23-12-11-21(30-20-9-7-19(8-10-20)25(28)29)15-22(23)26-24(27)14-18-6-4-5-17(3)13-18/h4-6,11-13,15-16,19-20H,7-10,14H2,1-3H3,(H,28,29)/t19-,20+

Standard InChI Key:  VBSKESPPIBYMNP-BGYRXZFFSA-N

Alternative Forms

  1. Parent:

    ALA4761105

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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: 406.53Molecular Weight (Monoisotopic): 406.2256AlogP: 5.54#Rotatable Bonds: 6
Polar Surface Area: 64.35Molecular Species: ACIDHBA: 4HBD: 1
#RO5 Violations: 1HBA (Lipinski): 5HBD (Lipinski): 1#RO5 Violations (Lipinski): 1
CX Acidic pKa: 4.20CX Basic pKa: 5.90CX LogP: 4.16CX LogD: 2.79
Aromatic Rings: 3Heavy Atoms: 30QED Weighted: 0.58Np Likeness Score: -0.89

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