N4-((1R,5S,6r)-3-Oxabicyclo[3.1.0]hexan-6-yl)-6-((S)-2-cyano-1-phenylethyl)-N2-methylpyridine-2,4-dicarboxamide

ID: ALA4867556

Chembl Id: CHEMBL4867556

PubChem CID: 131997414

Max Phase: Preclinical

Molecular Formula: C22H22N4O3

Molecular Weight: 390.44

Molecule Type: Unknown

Associated Items:

Names and Identifiers

Canonical SMILES:  CNC(=O)c1cc(C(=O)N[C@H]2[C@@H]3COC[C@@H]32)cc(C(CC#N)c2ccccc2)n1

Standard InChI:  InChI=1S/C22H22N4O3/c1-24-22(28)19-10-14(21(27)26-20-16-11-29-12-17(16)20)9-18(25-19)15(7-8-23)13-5-3-2-4-6-13/h2-6,9-10,15-17,20H,7,11-12H2,1H3,(H,24,28)(H,26,27)/t15?,16-,17+,20+

Standard InChI Key:  VNDFNWCIDFFJRA-FCWJDDEISA-N

Alternative Forms

  1. Parent:

    ALA4867556

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Associated Targets(Human)

BRD4 Tchem Bromodomain-containing protein 4 (13122 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
Blood (2950 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: 390.44Molecular Weight (Monoisotopic): 390.1692AlogP: 1.86#Rotatable Bonds: 6
Polar Surface Area: 104.11Molecular Species: NEUTRALHBA: 5HBD: 2
#RO5 Violations: HBA (Lipinski): 7HBD (Lipinski): 2#RO5 Violations (Lipinski):
CX Acidic pKa: 13.47CX Basic pKa: 0.54CX LogP: 0.55CX LogD: 0.55
Aromatic Rings: 2Heavy Atoms: 29QED Weighted: 0.78Np Likeness Score: -0.50

References

1. Harrison LA, Atkinson SJ, Bassil A, Chung CW, Grandi P, Gray JRJ, Levernier E, Lewis A, Lugo D, Messenger C, Michon AM, Mitchell DJ, Preston A, Prinjha RK, Rioja I, Seal JT, Taylor S, Wall ID, Watson RJ, Woolven JM, Demont EH..  (2021)  Identification of a Series of N-Methylpyridine-2-carboxamides as Potent and Selective Inhibitors of the Second Bromodomain (BD2) of the Bromo and Extra Terminal Domain (BET) Proteins.,  64  (15.0): [PMID:34232650] [10.1021/acs.jmedchem.0c02155]

Source