(2E,2'E)-N,N'-(2,2'-disulfanediylbis(ethane-2,1-diyl))bis(3-(4-(dimethylamino)phenyl)-2-(hydroxyimino)propanamide)

ID: ALA2047715

PubChem CID: 51032858

Max Phase: Preclinical

Molecular Formula: C26H36N6O4S2

Molecular Weight: 560.75

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CN(C)c1ccc(C/C(=N\O)C(=O)NCCSSCCNC(=O)/C(Cc2ccc(N(C)C)cc2)=N/O)cc1

Standard InChI:  InChI=1S/C26H36N6O4S2/c1-31(2)21-9-5-19(6-10-21)17-23(29-35)25(33)27-13-15-37-38-16-14-28-26(34)24(30-36)18-20-7-11-22(12-8-20)32(3)4/h5-12,35-36H,13-18H2,1-4H3,(H,27,33)(H,28,34)/b29-23+,30-24+

Standard InChI Key:  XDFXSNHIOYIQHJ-HCTXVGCHSA-N

Molfile:  

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M  END

Alternative Forms

1. Parent:

   

   ALA2047715

   (2E)-3-[4-(dimethylamino)phenyl]-N-[2-[2-[[(2E)-3-[4-(dimethylamino)phenyl]-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: 560.75

Molecular Weight (Monoisotopic): 560.2239

AlogP: 2.88

#Rotatable Bonds: 15

Polar Surface Area: 129.86

Molecular Species: NEUTRAL

HBA: 10

HBD: 4

#RO5 Violations: 1

HBA (Lipinski): 10

HBD (Lipinski): 4

#RO5 Violations (Lipinski): 1

CX Acidic pKa: 9.04

CX Basic pKa: 5.20

CX LogP: 3.37

CX LogD: 3.35

Aromatic Rings: 2

Heavy Atoms: 38

QED Weighted: 0.09

Np Likeness Score: -0.08

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