Dimethyl 2,2'-((8,8'-Disulfanediylbis(quinoline-8,3-diyl-3-carbonyl))bis(azanediyl))diacetate

ID: ALA4086748

PubChem CID: 137644814

Max Phase: Preclinical

Molecular Formula: C26H22N4O6S2

Molecular Weight: 550.62

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  COC(=O)CNC(=O)c1cnc2c(SSc3cccc4cc(C(=O)NCC(=O)OC)cnc34)cccc2c1

Standard InChI:  InChI=1S/C26H22N4O6S2/c1-35-21(31)13-29-25(33)17-9-15-5-3-7-19(23(15)27-11-17)37-38-20-8-4-6-16-10-18(12-28-24(16)20)26(34)30-14-22(32)36-2/h3-12H,13-14H2,1-2H3,(H,29,33)(H,30,34)

Standard InChI Key:  KWDAVAFOLMHSLD-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

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M  END

Alternative Forms

1. Parent:

   

   ALA4086748

   ---

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: 550.62

Molecular Weight (Monoisotopic): 550.0981

AlogP: 3.39

#Rotatable Bonds: 9

Polar Surface Area: 136.58

Molecular Species: NEUTRAL

HBA: 10

HBD: 2

#RO5 Violations: 1

HBA (Lipinski): 10

HBD (Lipinski): 2

#RO5 Violations (Lipinski): 1

CX Acidic pKa: 13.73

CX Basic pKa: 2.17

CX LogP: 2.29

CX LogD: 2.29

Aromatic Rings: 4

Heavy Atoms: 38

QED Weighted: 0.24

Np Likeness Score: -0.62

References

1. Perez C, Li J, Parlati F, Rouffet M, Ma Y, Mackinnon AL, Chou TF, Deshaies RJ, Cohen SM..  (2017)  Discovery of an Inhibitor of the Proteasome Subunit Rpn11.,  60  (4): [PMID:28191850] [10.1021/acs.jmedchem.6b01379]

Source

Source(1):

• Scientific Literature