(2E,2'E)-N,N'-(2,2'-Disulfanediylbis(ethane-2,1-diyl))bis(3-(3,4-dimethoxyphenyl)-2-(hydroxyimino)propanamide)

ID: ALA2047711

PubChem CID: 57326506

Max Phase: Preclinical

Molecular Formula: C26H34N4O8S2

Molecular Weight: 594.71

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  COc1ccc(C/C(=N\O)C(=O)NCCSSCCNC(=O)/C(Cc2ccc(OC)c(OC)c2)=N/O)cc1OC

Standard InChI:  InChI=1S/C26H34N4O8S2/c1-35-21-7-5-17(15-23(21)37-3)13-19(29-33)25(31)27-9-11-39-40-12-10-28-26(32)20(30-34)14-18-6-8-22(36-2)24(16-18)38-4/h5-8,15-16,33-34H,9-14H2,1-4H3,(H,27,31)(H,28,32)/b29-19+,30-20+

Standard InChI Key:  CYUPMTPHKJFJID-CZYCKNNWSA-N

Molfile:  

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M  END

Alternative Forms

1. Parent:

   

   ALA2047711

   (2E)-3-(3,4-dimethoxyphenyl)-N-[2-[2-[[(2E)-3-(3,4-dimethoxyphenyl)-2-hydroxyiminopropanoyl]amino]ethyldisulfanyl]ethyl]-2-hydroxyiminopropanamide

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: 594.71

Molecular Weight (Monoisotopic): 594.1818

AlogP: 2.78

#Rotatable Bonds: 17

Polar Surface Area: 160.30

Molecular Species: NEUTRAL

HBA: 12

HBD: 4

#RO5 Violations: 2

HBA (Lipinski): 12

HBD (Lipinski): 4

#RO5 Violations (Lipinski): 2

CX Acidic pKa: 8.65

CX Basic pKa: ┄

CX LogP: 2.52

CX LogD: 2.50

Aromatic Rings: 2

Heavy Atoms: 40

QED Weighted: 0.07

Np Likeness Score: 0.16

References

1. Baud MG, Leiser T, Haus P, Samlal S, Wong AC, Wood RJ, Petrucci V, Gunaratnam M, Hughes SM, Buluwela L, Turlais F, Neidle S, Meyer-Almes FJ, White AJ, Fuchter MJ..  (2012)  Defining the mechanism of action and enzymatic selectivity of psammaplin A against its epigenetic targets.,  55  (4): [PMID:22280363] [10.1021/jm2016182]

Source

Source(1):

• Scientific Literature