N-Hydroxy-6-(2-(4-methoxyphenyl)acetamido)-2-phenylhexanamide

ID: ALA4741326

PubChem CID: 162647254

Max Phase: Preclinical

Molecular Formula: C21H26N2O4

Molecular Weight: 370.45

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  COc1ccc(CC(=O)NCCCCC(C(=O)NO)c2ccccc2)cc1

Standard InChI:  InChI=1S/C21H26N2O4/c1-27-18-12-10-16(11-13-18)15-20(24)22-14-6-5-9-19(21(25)23-26)17-7-3-2-4-8-17/h2-4,7-8,10-13,19,26H,5-6,9,14-15H2,1H3,(H,22,24)(H,23,25)

Standard InChI Key:  MOAPPJRDAXBNLD-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

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   19.4956   -4.1850    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.4945   -5.0045    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.2025   -5.4135    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.9122   -5.0040    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.9093   -4.1814    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.2007   -3.7761    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.1982   -6.2325    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   19.4883   -6.6373    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.1983   -2.9589    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.9048   -2.5482    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.9023   -1.7310    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   21.6137   -2.9547    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   22.3202   -2.5440    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.0291   -2.9505    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.7356   -2.5398    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.4445   -2.9462    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.1510   -2.5355    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.8599   -2.9420    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.1486   -1.7184    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.8604   -1.3093    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.8583   -0.4929    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.1488   -0.0856    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.4400   -0.5007    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.4456   -1.3157    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.8624   -3.7592    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   26.5664   -2.5313    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   27.2753   -2.9378    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
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  3  4  2  0
  4  5  1  0
  5  6  2  0
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 23 24  2  0
 24 19  1  0
 18 25  2  0
 18 26  1  0
 26 27  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4741326

   ---

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: 370.45

Molecular Weight (Monoisotopic): 370.1893

AlogP: 2.81

#Rotatable Bonds: 10

Polar Surface Area: 87.66

Molecular Species: NEUTRAL

HBA: 4

HBD: 3

#RO5 Violations: ┄

HBA (Lipinski): 6

HBD (Lipinski): 3

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 8.83

CX Basic pKa: ┄

CX LogP: 2.63

CX LogD: 2.61

Aromatic Rings: 2

Heavy Atoms: 27

QED Weighted: 0.34

Np Likeness Score: -0.47

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