6-(1,3-Dioxoisoindolin-2-yl)-N-hydroxy-2-phenylhexanamide

ID: ALA4751174

PubChem CID: 162650853

Max Phase: Preclinical

Molecular Formula: C20H20N2O4

Molecular Weight: 352.39

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  O=C(NO)C(CCCCN1C(=O)c2ccccc2C1=O)c1ccccc1

Standard InChI:  InChI=1S/C20H20N2O4/c23-18(21-26)15(14-8-2-1-3-9-14)10-6-7-13-22-19(24)16-11-4-5-12-17(16)20(22)25/h1-5,8-9,11-12,15,26H,6-7,10,13H2,(H,21,23)

Standard InChI Key:  LLDNEJXFPFQOOV-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 26 28  0  0  0  0  0  0  0  0999 V2000
   30.5863   -3.2271    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   31.2928   -2.8164    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.0017   -3.2229    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.7082   -2.8122    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.4171   -3.2186    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.1236   -2.8079    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.8325   -3.2144    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.1212   -1.9907    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.8330   -1.5817    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.8309   -0.7653    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.1214   -0.3580    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.4126   -0.7731    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.4182   -1.5881    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.8350   -4.0316    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   35.5390   -2.8037    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   36.2479   -3.2102    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   29.8425   -2.8981    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.5070   -4.0412    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.7083   -4.2136    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.2987   -3.5072    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.4840   -3.5098    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.0780   -4.2179    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.4926   -4.9250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.3059   -4.9190    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.1146   -4.5878    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   29.6697   -2.0956    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  1  0
  6  8  1  0
  8  9  2  0
  9 10  1  0
 10 11  2  0
 11 12  1  0
 12 13  2  0
 13  8  1  0
  7 14  2  0
  7 15  1  0
 15 16  1  0
  1 17  1  0
 17 20  1  0
 19 18  1  0
 18  1  1  0
 19 20  2  0
 20 21  1  0
 21 22  2  0
 22 23  1  0
 23 24  2  0
 24 19  1  0
 18 25  2  0
 17 26  2  0
M  END

Alternative Forms

1. Parent:

   

   ALA4751174

   ---

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: 352.39

Molecular Weight (Monoisotopic): 352.1423

AlogP: 2.74

#Rotatable Bonds: 7

Polar Surface Area: 86.71

Molecular Species: NEUTRAL

HBA: 4

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 6

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 8.83

CX Basic pKa: ┄

CX LogP: 2.68

CX LogD: 2.66

Aromatic Rings: 2

Heavy Atoms: 26

QED Weighted: 0.35

Np Likeness Score: -0.48

References

1. Mak JYW,Wu KC,Gupta PK,Barbero S,McLaughlin MG,Lucke AJ,Tng J,Lim J,Loh Z,Sweet MJ,Reid RC,Liu L,Fairlie DP.  (2021)  HDAC7 Inhibition by Phenacetyl and Phenylbenzoyl Hydroxamates.,  64  (4.0): [PMID:33570940] [10.1021/acs.jmedchem.0c01967]

Source

Source(1):

• Scientific Literature