2-(3-(1,3-Dioxoisoindolin-2-yl)propoxy)-N-hydroxy-2-phenylacetamide

ID: ALA4748151

PubChem CID: 162649754

Max Phase: Preclinical

Molecular Formula: C19H18N2O5

Molecular Weight: 354.36

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  O=C(NO)C(OCCCN1C(=O)c2ccccc2C1=O)c1ccccc1

Standard InChI:  InChI=1S/C19H18N2O5/c22-17(20-25)16(13-7-2-1-3-8-13)26-12-6-11-21-18(23)14-9-4-5-10-15(14)19(21)24/h1-5,7-10,16,25H,6,11-12H2,(H,20,22)

Standard InChI Key:  ZZLGCXFNIQEECP-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

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   31.1724   -8.9805    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   31.8788   -8.5697    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.5878   -8.9762    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.2943   -8.5655    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.0032   -8.9720    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   34.7097   -8.5613    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   35.4186   -8.9678    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.7072   -7.7441    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   35.4190   -7.3351    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   35.4169   -6.5186    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.7075   -6.1113    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.9987   -6.5264    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.0042   -7.3415    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   35.4210   -9.7850    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   36.1251   -8.5571    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   36.8340   -8.9635    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   30.4286   -8.6515    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.0931   -9.7945    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.2943   -9.9669    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.8847   -9.2606    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.0701   -9.2631    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.6640   -9.9713    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.0786  -10.6783    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.8919  -10.6723    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.7007  -10.3411    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   30.2558   -7.8490    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:

   

   ALA4748151

   ---

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: 354.36

Molecular Weight (Monoisotopic): 354.1216

AlogP: 1.94

#Rotatable Bonds: 7

Polar Surface Area: 95.94

Molecular Species: NEUTRAL

HBA: 5

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 7

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 8.58

CX Basic pKa: ┄

CX LogP: 1.53

CX LogD: 1.51

Aromatic Rings: 2

Heavy Atoms: 26

QED Weighted: 0.34

Np Likeness Score: -0.72

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