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

ID: ALA3393642

Chembl Id: CHEMBL3393642

PubChem CID: 118335679

Max Phase: Preclinical

Molecular Formula: C34H26Cl4N8O8

Molecular Weight: 816.44

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CCOC(=O)Cn1cc(-c2ccc(C(=O)c3[nH]c(Cl)c(Cl)c3-n3c(C(=O)c4ccc(-c5cn(CC(=O)OCC)nn5)cc4O)cc(Cl)c3Cl)c(O)c2)nn1

Standard InChI:  InChI=1S/C34H26Cl4N8O8/c1-3-53-26(49)14-44-12-21(40-42-44)16-5-7-18(24(47)9-16)31(51)23-11-20(35)34(38)46(23)30-28(36)33(37)39-29(30)32(52)19-8-6-17(10-25(19)48)22-13-45(43-41-22)15-27(50)54-4-2/h5-13,39,47-48H,3-4,14-15H2,1-2H3

Standard InChI Key:  DQSVGFPADLOSEK-UHFFFAOYSA-N

Alternative Forms

1. Parent:

   

   ALA3393642

   ethyl 2-[4-[4-[4,5-dichloro-1-[4,5-dichloro-2-[4-[1-(2-ethoxy-2-oxoethyl)triazol-4-yl]-2-hydroxybenzoyl]-1H-pyrrol-3-yl]pyrrole-2-carbonyl]-3-hydroxyphenyl]triazol-1-yl]acetate

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type: Small molecule

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 816.44

Molecular Weight (Monoisotopic): 814.0628

AlogP: 5.94

#Rotatable Bonds: 13

Polar Surface Area: 209.34

Molecular Species: ACID

HBA: 15

HBD: 3

#RO5 Violations: 3

HBA (Lipinski): 16

HBD (Lipinski): 3

#RO5 Violations (Lipinski): 3

CX Acidic pKa: 6.32

CX Basic pKa: 0.21

CX LogP: 7.43

CX LogD: 5.78

Aromatic Rings: 6

Heavy Atoms: 54

QED Weighted: 0.09

Np Likeness Score: -0.53

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

Source(1):

• Scientific Literature