(R)-1-(1-(3-Chlorophenyl)cyclopentane-1-carbonyl)-N-(5-methoxypyridin-2-yl)pyrrolidine-2-carboxamide

ID: ALA5219466

Chembl Id: CHEMBL5219466

PubChem CID: 168299288

Max Phase: Preclinical

Molecular Formula: C23H26ClN3O3

Molecular Weight: 427.93

Associated Items:

Names and Identifiers

Canonical SMILES:  COc1ccc(NC(=O)[C@H]2CCCN2C(=O)C2(c3cccc(Cl)c3)CCCC2)nc1

Standard InChI:  InChI=1S/C23H26ClN3O3/c1-30-18-9-10-20(25-15-18)26-21(28)19-8-5-13-27(19)22(29)23(11-2-3-12-23)16-6-4-7-17(24)14-16/h4,6-7,9-10,14-15,19H,2-3,5,8,11-13H2,1H3,(H,25,26,28)/t19-/m1/s1

Standard InChI Key:  DPMSTWVFLDSJGR-LJQANCHMSA-N

Alternative Forms

  1. Parent:

    ALA5219466

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Associated Targets(Human)

EP300 Tchem Histone acetyltransferase p300 (1259 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
EP300 Tchem CREB-binding protein/Histone acetyltransferase p300 (392 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: 427.93Molecular Weight (Monoisotopic): 427.1663AlogP: 4.19#Rotatable Bonds: 5
Polar Surface Area: 71.53Molecular Species: NEUTRALHBA: 4HBD: 1
#RO5 Violations: HBA (Lipinski): 6HBD (Lipinski): 1#RO5 Violations (Lipinski):
CX Acidic pKa: 11.94CX Basic pKa: 3.50CX LogP: 4.13CX LogD: 4.13
Aromatic Rings: 2Heavy Atoms: 30QED Weighted: 0.78Np Likeness Score: -1.41

References

1. Tian X, Suarez D, Thomson D, Li W, King EA, LaFrance L, Boehm J, Barton L, Di Marco C, Martyr C, Thalji R, Medina J, Knight S, Heerding D, Gao E, Nartey E, Cecconie T, Nixon C, Zhang G, Berrodin TJ, Phelps C, Patel A, Bai X, Lind K, Prabhu N, Messer J, Zhu Z, Shewchuk L, Reid R, Graves AP, McHugh C, Mangatt B..  (2022)  Discovery of Proline-Based p300/CBP Inhibitors Using DNA-Encoded Library Technology in Combination with High-Throughput Screening.,  65  (21.0): [PMID:36302181] [10.1021/acs.jmedchem.2c00670]

Source