1-[3-(2-cyclopropyl-1H-4-imidazolyl)-2-[5-oxo-(2S)-tetrahydro-1H-2-pyrrolylcarboxamido]-(2S)-propanoyl]-(2S)-tetrahydro-1H-2-pyrrolecarboxamide

ID: ALA198263

Chembl Id: CHEMBL198263

PubChem CID: 11235037

Max Phase: Preclinical

Molecular Formula: C19H26N6O4

Molecular Weight: 402.46

Molecule Type: Protein

Associated Items:

Names and Identifiers

Canonical SMILES:  NC(=O)[C@@H]1CCCN1C(=O)[C@H](Cc1c[nH]c(C2CC2)n1)NC(=O)[C@@H]1CCC(=O)N1

Standard InChI:  InChI=1S/C19H26N6O4/c20-16(27)14-2-1-7-25(14)19(29)13(24-18(28)12-5-6-15(26)23-12)8-11-9-21-17(22-11)10-3-4-10/h9-10,12-14H,1-8H2,(H2,20,27)(H,21,22)(H,23,26)(H,24,28)/t12-,13-,14-/m0/s1

Standard InChI Key:  IZHGNNQVQWPRDQ-IHRRRGAJSA-N

Associated Targets(non-human)

Trhr Thyrotropin-releasing hormone receptor (28 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
Mlnr Thyrotropin-releasing hormone receptor 2 (58 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID

Molecule Features

Natural Product: NoOral: NoChemical Probe: NoParenteral: No
Molecule Type: ProteinTopical: 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: 402.46Molecular Weight (Monoisotopic): 402.2016AlogP: -0.93#Rotatable Bonds: 7
Polar Surface Area: 150.28Molecular Species: NEUTRALHBA: 5HBD: 4
#RO5 Violations: HBA (Lipinski): 10HBD (Lipinski): 5#RO5 Violations (Lipinski):
CX Acidic pKa: 11.09CX Basic pKa: 6.78CX LogP: -2.03CX LogD: -2.12
Aromatic Rings: 1Heavy Atoms: 29QED Weighted: 0.46Np Likeness Score: -0.54

References

1. Kaur N, Lu X, Gershengorn MC, Jain R..  (2005)  Thyrotropin-releasing hormone (TRH) analogues that exhibit selectivity to TRH receptor subtype 2.,  48  (19): [PMID:16162016] [10.1021/jm0505462]

Source