Dimethyl 8,8'-Disulfanediylbis(quinoline-2-carboxylate)

ID: ALA4085742

PubChem CID: 137642637

Max Phase: Preclinical

Molecular Formula: C22H16N2O4S2

Molecular Weight: 436.51

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  COC(=O)c1ccc2cccc(SSc3cccc4ccc(C(=O)OC)nc34)c2n1

Standard InChI:  InChI=1S/C22H16N2O4S2/c1-27-21(25)15-11-9-13-5-3-7-17(19(13)23-15)29-30-18-8-4-6-14-10-12-16(22(26)28-2)24-20(14)18/h3-12H,1-2H3

Standard InChI Key:  RPTOOJSTBPXQMY-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

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   19.4614   -5.5411    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.1700   -5.9481    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
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   16.6440   -9.6285    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.5875   -5.9431    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.5907   -6.7603    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   22.2936   -5.5318    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   23.0029   -5.9376    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.2260   -8.0067    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.2227   -7.1896    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   14.5199   -8.4182    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   13.8106   -8.0125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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  8 23  1  0
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 27 29  1  0
 29 30  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4085742

   ---

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: 436.51

Molecular Weight (Monoisotopic): 436.0551

AlogP: 5.16

#Rotatable Bonds: 5

Polar Surface Area: 78.38

Molecular Species: NEUTRAL

HBA: 8

HBD: ┄

#RO5 Violations: 1

HBA (Lipinski): 6

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): 1

CX Acidic pKa: ┄

CX Basic pKa: 0.80

CX LogP: 5.27

CX LogD: 5.27

Aromatic Rings: 4

Heavy Atoms: 30

QED Weighted: 0.31

Np Likeness Score: -0.41

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