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

ID: ALA4759268

PubChem CID: 162657683

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-/m0/s1

Standard InChI Key:  LLDNEJXFPFQOOV-HNNXBMFYSA-N

Molfile:  

 
     RDKit          2D

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    3.4209   -7.6804    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.1274   -7.2697    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8363   -7.6761    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5428   -7.2654    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2517   -7.6719    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9582   -7.2612    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.6671   -7.6677    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9557   -6.4440    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.6675   -6.0350    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.6655   -5.2186    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9560   -4.8113    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2472   -5.2264    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2527   -6.0414    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.6695   -8.4849    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.3736   -7.2570    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    9.0825   -7.6635    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.6771   -7.3514    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3416   -8.4945    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5428   -8.6669    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1332   -7.9605    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3186   -7.9630    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9126   -8.6712    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3271   -9.3783    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1404   -9.3722    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9492   -9.0411    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.5043   -6.5489    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  1
  8  9  2  0
  9 10  1  0
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  7 14  2  0
  7 15  1  0
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  1 17  1  0
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 20 21  1  0
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 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:

   

   ALA4759268

   ---

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