8,8'-Disulfanediylbis(N-(benzo[d][1,3]dioxol-5-ylmethyl)-quinoline-3-carboxamide)

ID: ALA4060337

PubChem CID: 126599609

Max Phase: Preclinical

Molecular Formula: C36H26N4O6S2

Molecular Weight: 674.76

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  O=C(NCc1ccc2c(c1)OCO2)c1cnc2c(SSc3cccc4cc(C(=O)NCc5ccc6c(c5)OCO6)cnc34)cccc2c1

Standard InChI:  InChI=1S/C36H26N4O6S2/c41-35(39-15-21-7-9-27-29(11-21)45-19-43-27)25-13-23-3-1-5-31(33(23)37-17-25)47-48-32-6-2-4-24-14-26(18-38-34(24)32)36(42)40-16-22-8-10-28-30(12-22)46-20-44-28/h1-14,17-18H,15-16,19-20H2,(H,39,41)(H,40,42)

Standard InChI Key:  JCTJRDCMJZWTNM-UHFFFAOYSA-N

Molfile:  

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M  END

Alternative Forms

1. Parent:

   

   ALA4060337

   ---

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: 674.76

Molecular Weight (Monoisotopic): 674.1294

AlogP: 6.90

#Rotatable Bonds: 9

Polar Surface Area: 120.90

Molecular Species: NEUTRAL

HBA: 10

HBD: 2

#RO5 Violations: 2

HBA (Lipinski): 10

HBD (Lipinski): 2

#RO5 Violations (Lipinski): 2

CX Acidic pKa: 13.78

CX Basic pKa: 2.17

CX LogP: 5.73

CX LogD: 5.73

Aromatic Rings: 6

Heavy Atoms: 48

QED Weighted: 0.16

Np Likeness Score: -0.55

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]

2. Perez, Christian C and 8 more authors.  2017-02-23  Discovery of an Inhibitor of the Proteasome Subunit Rpn11.  [PMID:28191850]

Source

Source(1):

• Scientific Literature