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))diacetic acid

ID: ALA3393637

Chembl Id: CHEMBL3393637

PubChem CID: 118335666

Max Phase: Preclinical

Molecular Formula: C30H16Cl6N8O8

Molecular Weight: 829.22

Molecule Type: Small molecule

Names and Identifiers

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

Standard InChI:  InChI=1S/C30H16Cl6N8O8/c31-14-1-12(20(45)3-10(14)17-6-42(40-38-17)8-22(47)48)27(51)19-5-16(33)30(36)44(19)26-24(34)29(35)37-25(26)28(52)13-2-15(32)11(4-21(13)46)18-7-43(41-39-18)9-23(49)50/h1-7,37,45-46H,8-9H2,(H,47,48)(H,49,50)

Standard InChI Key:  OFZIQAFNLLRIES-UHFFFAOYSA-N

Alternative Forms

1. Parent:

   

   ALA3393637

   2-[4-[4-[1-[2-[4-[1-(carboxymethyl)triazol-4-yl]-5-chloro-2-hydroxybenzoyl]-4,5-dichloro-1H-pyrrol-3-yl]-4,5-dichloropyrrole-2-carbonyl]-2-chloro-5-hydroxyphenyl]triazol-1-yl]acetic acid

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: 829.22

Molecular Weight (Monoisotopic): 825.9222

AlogP: 6.29

#Rotatable Bonds: 11

Polar Surface Area: 231.34

Molecular Species: ACID

HBA: 13

HBD: 5

#RO5 Violations: 3

HBA (Lipinski): 16

HBD (Lipinski): 5

#RO5 Violations (Lipinski): 3

CX Acidic pKa: 2.93

CX Basic pKa: 0.17

CX LogP: 7.64

CX LogD: -1.59

Aromatic Rings: 6

Heavy Atoms: 52

QED Weighted: 0.09

Np Likeness Score: -0.43

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