3-amino-N-((S)-3-(5-bromo-1H-imidazol-4-yl)-1-((S)-2-carbamoylpyrrolidin-1-yl)-1-oxopropan-2-yl)pyrazine-2-carboxamide

ID: ALA3601782

Chembl Id: CHEMBL3601782

PubChem CID: 122185154

Max Phase: Preclinical

Molecular Formula: C16H19BrN8O3

Molecular Weight: 451.29

Molecule Type: Small molecule

Associated Items:

Names and Identifiers

Canonical SMILES:  NC(=O)[C@@H]1CCCN1C(=O)[C@H](Cc1nc[nH]c1Br)NC(=O)c1nccnc1N

Standard InChI:  InChI=1S/C16H19BrN8O3/c17-12-8(22-7-23-12)6-9(16(28)25-5-1-2-10(25)14(19)26)24-15(27)11-13(18)21-4-3-20-11/h3-4,7,9-10H,1-2,5-6H2,(H2,18,21)(H2,19,26)(H,22,23)(H,24,27)/t9-,10-/m0/s1

Standard InChI Key:  JQKWWZFDAHSXFS-UWVGGRQHSA-N

Alternative Forms

  1. Parent:

    ALA3601782

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Associated Targets(non-human)

TRH-R2 Thyrotropin-releasing hormone receptor 2 (85 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
Trhr Thyrotropin-releasing hormone receptor (139 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
Mus musculus (284745 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID

Molecule Features

Natural Product: NoOral: NoChemical Probe: NoParenteral: No
Molecule Type: Small moleculeTopical: 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: 451.29Molecular Weight (Monoisotopic): 450.0763AlogP: -0.64#Rotatable Bonds: 6
Polar Surface Area: 172.98Molecular Species: NEUTRALHBA: 7HBD: 4
#RO5 Violations: HBA (Lipinski): 11HBD (Lipinski): 6#RO5 Violations (Lipinski): 2
CX Acidic pKa: 10.81CX Basic pKa: 5.48CX LogP: -1.57CX LogD: -1.58
Aromatic Rings: 2Heavy Atoms: 28QED Weighted: 0.45Np Likeness Score: -0.65

References

1. Meena CL, Thakur A, Nandekar PP, Sangamwar AT, Sharma SS, Jain R..  (2015)  Synthesis of CNS active thyrotropin-releasing hormone (TRH)-like peptides: Biological evaluation and effect on cognitive impairment induced by cerebral ischemia in mice.,  23  (17): [PMID:26216015] [10.1016/j.bmc.2015.07.022]

Source