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

ID: ALA4763919

PubChem CID: 162661452

Max Phase: Preclinical

Molecular Formula: C20H20N2O4

Molecular Weight: 352.39

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  O=C(NO)[C@H](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)/t15-/m1/s1

Standard InChI Key:  LLDNEJXFPFQOOV-OAHLLOKOSA-N

Molfile:  

 
     RDKit          2D

 26 28  0  0  0  0  0  0  0  0999 V2000
   12.7030   -8.1137    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   13.4095   -7.7030    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.1184   -8.1095    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.8249   -7.6988    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.5338   -8.1053    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.2403   -7.6946    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.9492   -8.1011    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.2379   -6.8774    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.9497   -6.4683    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.9476   -5.6519    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.2381   -5.2446    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.5293   -5.6597    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.5349   -6.4748    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.9517   -8.9182    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   17.6557   -7.6903    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   18.3646   -8.0968    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   11.9592   -7.7848    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.6238   -8.9278    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.8250   -9.1002    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.4154   -8.3939    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.6007   -8.3964    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.1947   -9.1046    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.6093   -9.8116    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.4226   -9.8056    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.2314   -9.4744    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   11.7864   -6.9823    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  6
  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:

   

   ALA4763919

   ---

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