2N-(2-{2-[2-(5-chloro-1H-2-indolylcarboxamido)ethoxy]ethoxy}ethyl)-5-chloro-1H-2-indolecarboxamide

ID: ALA434025

Chembl Id: CHEMBL434025

PubChem CID: 445383

Max Phase: Preclinical

Molecular Formula: C24H24Cl2N4O4

Molecular Weight: 503.39

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  O=C(NCCOCCOCCNC(=O)c1cc2cc(Cl)ccc2[nH]1)c1cc2cc(Cl)ccc2[nH]1

Standard InChI:  InChI=1S/C24H24Cl2N4O4/c25-17-1-3-19-15(11-17)13-21(29-19)23(31)27-5-7-33-9-10-34-8-6-28-24(32)22-14-16-12-18(26)2-4-20(16)30-22/h1-4,11-14,29-30H,5-10H2,(H,27,31)(H,28,32)

Standard InChI Key:  MWWXABBBAPKJDX-UHFFFAOYSA-N

Alternative Forms

1. Parent:

   

   ALA434025

   Bis[5-chloro-1H-indol-2-YL-carbonyl-aminoethyl]-ethylene glycol

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: 503.39

Molecular Weight (Monoisotopic): 502.1175

AlogP: 4.15

#Rotatable Bonds: 11

Polar Surface Area: 108.24

Molecular Species: NEUTRAL

HBA: 4

HBD: 4

#RO5 Violations: 1

HBA (Lipinski): 8

HBD (Lipinski): 4

#RO5 Violations (Lipinski): 1

CX Acidic pKa: 13.79

CX Basic pKa:

CX LogP: 3.08

CX LogD: 3.08

Aromatic Rings: 4

Heavy Atoms: 34

QED Weighted: 0.23

Np Likeness Score: -0.89

References

1. Erlanson DA, McDowell RS, O'Brien T..  (2004)  Fragment-based drug discovery.,  47  (14): [PMID:15214773] [10.1021/jm040031v]

2. Parmenopoulou V, Kantsadi AL, Tsirkone VG, Chatzileontiadou DS, Manta S, Zographos SE, Molfeta C, Archontis G, Agius L, Hayes JM, Leonidas DD, Komiotis D..  (2014)  Structure based inhibitor design targeting glycogen phosphorylase B. Virtual screening, synthesis, biochemical and biological assessment of novel N-acyl-β-d-glucopyranosylamines.,  22  (17): [PMID:25092521] [10.1016/j.bmc.2014.06.058]

Source

Source(1):

• Scientific Literature