1-(3-{[(2S,3R)-2-(4-Chlorophenyl)-4,4,4-trifluoro-3-methylbutanoyl]amino}-4-methylbenzyl)cyclopropanecarboxylic acid

ID: ALA4860257

Chembl Id: CHEMBL4860257

PubChem CID: 68007011

Max Phase: Preclinical

Molecular Formula: C23H23ClF3NO3

Molecular Weight: 453.89

Molecule Type: Unknown

Associated Items:

Names and Identifiers

Canonical SMILES:  Cc1ccc(CC2(C(=O)O)CC2)cc1NC(=O)[C@H](c1ccc(Cl)cc1)[C@@H](C)C(F)(F)F

Standard InChI:  InChI=1S/C23H23ClF3NO3/c1-13-3-4-15(12-22(9-10-22)21(30)31)11-18(13)28-20(29)19(14(2)23(25,26)27)16-5-7-17(24)8-6-16/h3-8,11,14,19H,9-10,12H2,1-2H3,(H,28,29)(H,30,31)/t14-,19+/m1/s1

Standard InChI Key:  FWAYXMOEYWDHMJ-KUHUBIRLSA-N

Associated Targets(non-human)

Gucy1a1 Guanylate cyclase soluble subunit alpha-1 (85 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: 453.89Molecular Weight (Monoisotopic): 453.1319AlogP: 5.98#Rotatable Bonds: 7
Polar Surface Area: 66.40Molecular Species: ACIDHBA: 2HBD: 2
#RO5 Violations: 1HBA (Lipinski): 4HBD (Lipinski): 2#RO5 Violations (Lipinski): 1
CX Acidic pKa: 4.13CX Basic pKa: CX LogP: 6.43CX LogD: 3.35
Aromatic Rings: 2Heavy Atoms: 31QED Weighted: 0.54Np Likeness Score: -0.51

References

1. Hahn MG, Lampe T, El Sheikh S, Griebenow N, Woltering E, Schlemmer KH, Dietz L, Gerisch M, Wunder F, Becker-Pelster EM, Mondritzki T, Tinel H, Knorr A, Kern A, Lang D, Hueser J, Schomber T, Benardeau A, Eitner F, Truebel H, Mittendorf J, Kumar V, van den Akker F, Schaefer M, Geiss V, Sandner P, Stasch JP..  (2021)  Discovery of the Soluble Guanylate Cyclase Activator Runcaciguat (BAY 1101042).,  64  (9.0): [PMID:33872507] [10.1021/acs.jmedchem.0c02154]

Source