N,N'-(Disulfanediylbis(ethane-2,1-diyl))bis(5-(3-bromo-4-methoxyphenyl)-isoxazole-3-carboxamide)

ID: ALA4535890

PubChem CID: 155547817

Max Phase: Preclinical

Molecular Formula: C26H24Br2N4O6S2

Molecular Weight: 712.44

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  COc1ccc(-c2cc(C(=O)NCCSSCCNC(=O)c3cc(-c4ccc(OC)c(Br)c4)on3)no2)cc1Br

Standard InChI:  InChI=1S/C26H24Br2N4O6S2/c1-35-21-5-3-15(11-17(21)27)23-13-19(31-37-23)25(33)29-7-9-39-40-10-8-30-26(34)20-14-24(38-32-20)16-4-6-22(36-2)18(28)12-16/h3-6,11-14H,7-10H2,1-2H3,(H,29,33)(H,30,34)

Standard InChI Key:  HHZKPCYEOJEFGP-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

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    7.6745   -5.4271    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.6745   -4.5989    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   14.1380   -6.6424    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   13.4138   -5.4021    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    8.3945   -5.8350    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   11.2621   -5.8266    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   10.5421   -5.4146    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
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   15.5995   -5.7391    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.1532   -5.1259    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.7410   -4.4101    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   14.9329   -4.5809    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.2004   -5.5003    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    6.0590   -6.8293    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.8671   -6.6586    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   16.9768   -5.1531    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.3617   -5.8801    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.1846   -5.9076    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.6208   -5.2074    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.2281   -4.4781    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.4066   -4.4541    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8263   -6.1226    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4090   -5.4107    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5858   -5.4171    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1788   -6.1346    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6011   -6.8472    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4230   -6.8373    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3557   -6.1480    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   19.4415   -5.2369    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.9321   -5.4411    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.8789   -4.5385    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1975   -7.5656    0.0000 Br  0  0  0  0  0  0  0  0  0  0  0  0
   18.5725   -6.6347    0.0000 Br  0  0  0  0  0  0  0  0  0  0  0  0
  2  3  1  0
  3  7  1  0
  4  1  1  0
  5  4  2  0
  6  3  2  0
  7 13  1  0
  8  4  1  0
  9 10  1  0
 10 11  1  0
 11 14  1  0
 12  9  1  0
 13 12  1  0
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  2 15  1  0
 15 16  2  0
 16 17  1  0
 17 18  1  0
 18  2  2  0
  1 19  1  0
 19 20  2  0
 20 21  1  0
 21 22  1  0
 22  1  2  0
 16 23  1  0
 23 24  2  0
 24 25  1  0
 25 26  2  0
 26 27  1  0
 27 28  2  0
 28 23  1  0
 29 30  2  0
 30 31  1  0
 31 32  2  0
 32 33  1  0
 33 34  2  0
 34 29  1  0
 20 29  1  0
 32 35  1  0
 26 36  1  0
 35 37  1  0
 36 38  1  0
 33 39  1  0
 25 40  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4535890

   ---

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type: Unknown

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 712.44

Molecular Weight (Monoisotopic): 709.9504

AlogP: 6.08

#Rotatable Bonds: 13

Polar Surface Area: 128.72

Molecular Species: NEUTRAL

HBA: 10

HBD: 2

#RO5 Violations: 2

HBA (Lipinski): 10

HBD (Lipinski): 2

#RO5 Violations (Lipinski): 2

CX Acidic pKa: 12.44

CX Basic pKa: ┄

CX LogP: 4.45

CX LogD: 4.45

Aromatic Rings: 4

Heavy Atoms: 40

QED Weighted: 0.12

Np Likeness Score: -0.69

References

1. Wen J, Bao Y, Niu Q, Liu J, Yang J, Wang W, Jiang T, Fan Y, Li K, Wang J, Zhao L, Liu D..  (2016)  Synthesis, biological evaluation and molecular modeling studies of psammaplin A and its analogs as potent histone deacetylases inhibitors and cytotoxic agents.,  26  (17): [PMID:27460171] [10.1016/j.bmcl.2015.12.094]

Source

Source(1):

• Scientific Literature