2,2-bis(4-chlorophenyl)-N-hydroxyacetamide

ID: ALA572805

PubChem CID: 45482643

Max Phase: Preclinical

Molecular Formula: C14H11Cl2NO2

Molecular Weight: 296.15

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  O=C(NO)C(c1ccc(Cl)cc1)c1ccc(Cl)cc1

Standard InChI:  InChI=1S/C14H11Cl2NO2/c15-11-5-1-9(2-6-11)13(14(18)17-19)10-3-7-12(16)8-4-10/h1-8,13,19H,(H,17,18)

Standard InChI Key:  MITRLTIJDHOUFN-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 19 20  0  0  0  0  0  0  0  0999 V2000
    5.7493  -26.7968    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4622  -27.2096    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1816  -26.7962    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1784  -25.9652    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8963  -27.2080    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8971  -28.0330    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1818  -28.4437    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1822  -29.2679    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.6101  -28.4402    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.6105  -26.7949    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.3254  -27.2067    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    8.6097  -25.9699    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.0394  -26.7936    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.7496  -25.9645    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4561  -25.5539    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.6173  -29.2645    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8998  -29.6833    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0346  -25.5529    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    7.9013  -30.5083    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
  3  4  1  0
 16  9  2  0
  9  6  1  0
  4 15  2  0
  5 10  1  0
  1  2  1  0
 10 11  1  0
  3  5  1  0
 10 12  2  0
 14  1  2  0
 11 13  1  0
 14 15  1  0
  5  6  1  0
  2  3  2  0
 16 17  1  0
  6  7  2  0
  7  8  1  0
 14 18  1  0
  8 17  2  0
 17 19  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA572805

   2,2-bis(4-chlorophenyl)-N-hydroxyacetamide

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: 296.15

Molecular Weight (Monoisotopic): 295.0167

AlogP: 3.63

#Rotatable Bonds: 3

Polar Surface Area: 49.33

Molecular Species: NEUTRAL

HBA: 2

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 3

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 8.78

CX Basic pKa: ┄

CX LogP: 3.69

CX LogD: 3.67

Aromatic Rings: 2

Heavy Atoms: 19

QED Weighted: 0.67

Np Likeness Score: -0.65

References

1. Tessier P, Smil DV, Wahhab A, Leit S, Rahil J, Li Z, Déziel R, Besterman JM..  (2009)  Diphenylmethylene hydroxamic acids as selective class IIa histone deacetylase inhibitors.,  19  (19): [PMID:19699639] [10.1016/j.bmcl.2009.08.010]

Source

Source(1):

• Scientific Literature