(R)-1-(5-ethyl-4-oxo-1,2,3,4,5,6-hexahydrobenzo[b][1,5]diazocin-8-yl)-3-(2-(2-(2-(methylthio)phenyl)pyrrolidin-1-yl)-2-oxoethyl)urea

ID: ALA4530010

PubChem CID: 155545905

Max Phase: Preclinical

Molecular Formula: C26H33N5O3S

Molecular Weight: 495.65

Molecule Type: Unknown

This compound is available for customization.

Associated Items:

Names and Identifiers

Canonical SMILES:  CCN1Cc2cc(NC(=O)NCC(=O)N3CCC[C@@H]3c3ccccc3SC)ccc2NCCC1=O

Standard InChI:  InChI=1S/C26H33N5O3S/c1-3-30-17-18-15-19(10-11-21(18)27-13-12-24(30)32)29-26(34)28-16-25(33)31-14-6-8-22(31)20-7-4-5-9-23(20)35-2/h4-5,7,9-11,15,22,27H,3,6,8,12-14,16-17H2,1-2H3,(H2,28,29,34)/t22-/m1/s1

Standard InChI Key:  XPUPLSFJDSEFKR-JOCHJYFZSA-N

Molfile:  

 
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M  END

Alternative Forms

  1. Parent:

    ALA4530010

    ---

Associated Targets(Human)

PPID Tchem Peptidyl-prolyl cis-trans isomerase D (111 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

Biocomponents

Calculated Properties

Molecular Weight: 495.65Molecular Weight (Monoisotopic): 495.2304AlogP: 4.06#Rotatable Bonds: 6
Polar Surface Area: 93.78Molecular Species: NEUTRALHBA: 5HBD: 3
#RO5 Violations: HBA (Lipinski): 8HBD (Lipinski): 3#RO5 Violations (Lipinski):
CX Acidic pKa: CX Basic pKa: 3.83CX LogP: 1.97CX LogD: 1.97
Aromatic Rings: 2Heavy Atoms: 35QED Weighted: 0.53Np Likeness Score: -1.31

References

1. Grädler U, Schwarz D, Blaesse M, Leuthner B, Johnson TL, Bernard F, Jiang X, Marx A, Gilardone M, Lemoine H, Roche D, Jorand-Lebrun C..  (2019)  Discovery of novel Cyclophilin D inhibitors starting from three dimensional fragments with millimolar potencies.,  29  (23): [PMID:31635932] [10.1016/j.bmcl.2019.126717]
2. Gaali, Steffen S, Kozany, Christian C, Hoogeland, Bastiaan B, Klein, Marielle M and Hausch, Felix F.  2010-12-09  Facile synthesis of a fluorescent cyclosporin a analogue to study cyclophilin 40 and cyclophilin 18 ligands.  [PMID:24900244]
3. Shore, Emma R ER and 12 more authors.  2016-03-24  Small Molecule Inhibitors of Cyclophilin D To Protect Mitochondrial Function as a Potential Treatment for Acute Pancreatitis.  [PMID:26950392]
4. Valasani, Koteswara Rao KR and 8 more authors.  2016-03-10  Identification of a Small Molecule Cyclophilin D Inhibitor for Rescuing Aβ-Mediated Mitochondrial Dysfunction.  [PMID:26985318]

Source