N,N'-(Disulfanediylbis(ethane-2,1-diyl))bis(5-(3-bromo-4-hydroxyphenyl)-1H-pyrazole-3-carboxamide)

ID: ALA4557651

PubChem CID: 155554796

Max Phase: Preclinical

Molecular Formula: C24H22Br2N6O4S2

Molecular Weight: 682.42

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  O=C(NCCSSCCNC(=O)c1cc(-c2ccc(O)c(Br)c2)[nH]n1)c1cc(-c2ccc(O)c(Br)c2)[nH]n1

Standard InChI:  InChI=1S/C24H22Br2N6O4S2/c25-15-9-13(1-3-21(15)33)17-11-19(31-29-17)23(35)27-5-7-37-38-8-6-28-24(36)20-12-18(30-32-20)14-2-4-22(34)16(26)10-14/h1-4,9-12,33-34H,5-8H2,(H,27,35)(H,28,36)(H,29,31)(H,30,32)

Standard InChI Key:  CFJXFDRZXMULEW-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 38 41  0  0  0  0  0  0  0  0999 V2000
    4.8292   -6.0509    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.2345   -5.7591    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   14.0848   -5.7466    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.5461   -5.6716    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.1181   -5.8401    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.0916   -5.3556    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.5543   -5.1442    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.2996   -5.8126    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8613   -6.5867    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    9.8032   -5.7591    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.3707   -5.1737    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   13.3734   -5.3347    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.5973   -5.3497    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.8838   -4.5178    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   15.6876   -4.3513    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   14.0932   -6.5706    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   14.7964   -5.3347    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.0997   -5.0627    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6459   -6.0413    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.6618   -5.7466    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.5147   -5.3472    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    4.4302   -6.7655    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.3445   -4.3911    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.9461   -5.3431    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0575   -6.7574    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    7.6644   -4.5359    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.4162   -5.3433    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.3801   -5.7675    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.1904   -6.0629    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9528   -5.7717    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6126   -6.7754    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.9189   -5.0899    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1989   -5.4329    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.6644   -5.3597    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3716   -6.0763    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   18.1617   -4.4151    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2123   -7.4878    0.0000 Br  0  0  0  0  0  0  0  0  0  0  0  0
   18.5018   -6.5616    0.0000 Br  0  0  0  0  0  0  0  0  0  0  0  0
 32  8  2  0
  1 27  2  0
 17  3  1  0
 18 15  1  0
  2 21  1  0
  6 28  1  0
  5  7  2  0
  4 18  2  0
  3 12  1  0
 19  1  1  0
  8  5  1  0
 14 17  2  0
  9 30  2  0
 29 31  1  0
 12 20  1  0
 25  9  1  0
 31 22  2  0
 17  4  1  0
 24  2  1  0
 29 35  1  0
 26 34  2  0
  7 11  1  0
 27 13  1  0
 30 33  1  0
 22  1  1  0
 18 32  1  0
 36 23  2  0
 33 19  2  0
 15 14  1  0
 16  3  2  0
 21 10  1  0
 20 24  1  0
 10  6  1  0
 19 25  1  0
  7 36  1  0
 23 32  1  0
 34 30  1  0
 28 34  1  0
 13 29  2  0
 31 37  1  0
  5 38  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4557651

   ---

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: 682.42

Molecular Weight (Monoisotopic): 679.9511

AlogP: 4.94

#Rotatable Bonds: 11

Polar Surface Area: 156.02

Molecular Species: NEUTRAL

HBA: 8

HBD: 6

#RO5 Violations: 2

HBA (Lipinski): 10

HBD (Lipinski): 6

#RO5 Violations (Lipinski): 2

CX Acidic pKa: 7.67

CX Basic pKa: 0.92

CX LogP: 4.04

CX LogD: 3.83

Aromatic Rings: 4

Heavy Atoms: 38

QED Weighted: 0.10

Np Likeness Score: -0.55

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