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

ID: ALA2047716

PubChem CID: 51033008

Max Phase: Preclinical

Molecular Formula: C26H34Br2N6O4S2

Molecular Weight: 718.54

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)c(Br)c2)=N/O)cc1Br

Standard InChI:  InChI=1S/C26H34Br2N6O4S2/c1-33(2)23-7-5-17(13-19(23)27)15-21(31-37)25(35)29-9-11-39-40-12-10-30-26(36)22(32-38)16-18-6-8-24(34(3)4)20(28)14-18/h5-8,13-14,37-38H,9-12,15-16H2,1-4H3,(H,29,35)(H,30,36)/b31-21+,32-22+

Standard InChI Key:  ATKVQHJIKKIMAT-RWRHWQIFSA-N

Molfile:  

     RDKit          2D

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    1.5366   -1.1223    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.2517   -1.5337    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9655   -1.1201    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   -3.4660    0.1125    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
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   -2.0419    0.9378    0.0000 Br  0  0  0  0  0  0  0  0  0  0  0  0
   11.5424   -1.1102    0.0000 Br  0  0  0  0  0  0  0  0  0  0  0  0
  9 12  2  0
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M  END

Alternative Forms

1. Parent:

   

   ALA2047716

   (2E)-3-[3-bromo-4-(dimethylamino)phenyl]-N-[2-[2-[[(2E)-3-[3-bromo-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: 718.54

Molecular Weight (Monoisotopic): 716.0450

AlogP: 4.40

#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: 8.60

CX Basic pKa: 2.14

CX LogP: 4.90

CX LogD: 4.88

Aromatic Rings: 2

Heavy Atoms: 40

QED Weighted: 0.07

Np Likeness Score: -0.09

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