Diethyl 2,2'-(4,4'-((4,4',5,5'-tetrachloro-1'H-1,3'-bipyrrole-2,2'-dicarbonyl)bis(2-chloro-5-hydroxy-4,1-phenylene))bis(1H-1,2,3-triazole-4,1-diyl))diacetate

ID: ALA3393635

Chembl Id: CHEMBL3393635

PubChem CID: 118335638

Max Phase: Preclinical

Molecular Formula: C34H24Cl6N8O8

Molecular Weight: 885.33

Molecule Type: Small molecule

Associated Items:

Names and Identifiers

Canonical SMILES:  CCOC(=O)Cn1cc(-c2cc(O)c(C(=O)c3[nH]c(Cl)c(Cl)c3-n3c(C(=O)c4cc(Cl)c(-c5cn(CC(=O)OCC)nn5)cc4O)cc(Cl)c3Cl)cc2Cl)nn1

Standard InChI:  InChI=1S/C34H24Cl6N8O8/c1-3-55-26(51)12-46-10-21(42-44-46)14-7-24(49)16(5-18(14)35)31(53)23-9-20(37)34(40)48(23)30-28(38)33(39)41-29(30)32(54)17-6-19(36)15(8-25(17)50)22-11-47(45-43-22)13-27(52)56-4-2/h5-11,41,49-50H,3-4,12-13H2,1-2H3

Standard InChI Key:  UOIVECKYZKSTJJ-UHFFFAOYSA-N

Associated Targets(Human)

MCL1 Tchem Induced myeloid leukemia cell differentiation protein Mcl-1/Bcl-2-like protein 11 (104 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
MDA-MB-468 (9477 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
BCL2L1 Tchem Bcl-xL/Bcl-2-like protein 11 (53 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: 885.33Molecular Weight (Monoisotopic): 881.9848AlogP: 7.24#Rotatable Bonds: 13
Polar Surface Area: 209.34Molecular Species: ACIDHBA: 15HBD: 3
#RO5 Violations: 3HBA (Lipinski): 16HBD (Lipinski): 3#RO5 Violations (Lipinski): 3
CX Acidic pKa: 5.90CX Basic pKa: 0.17CX LogP: 8.64CX LogD: 6.29
Aromatic Rings: 6Heavy Atoms: 56QED Weighted: 0.08Np Likeness Score: -0.51

References

1. Li R, Cheng C, Balasis ME, Liu Y, Garner TP, Daniel KG, Li J, Qin Y, Gavathiotis E, Sebti SM..  (2015)  Design, synthesis and evaluation of marinopyrrole derivatives as selective inhibitors of Mcl-1 binding to pro-apoptotic Bim and dual Mcl-1/Bcl-xL inhibitors.,  90  [PMID:25437618] [10.1016/j.ejmech.2014.11.035]

Source