2-Hydroxy-N-(6-(hydroxyamino)-6-oxo-5-phenylhexyl)-benzamide

ID: ALA4740957

PubChem CID: 162647243

Max Phase: Preclinical

Molecular Formula: C19H22N2O4

Molecular Weight: 342.39

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  O=C(NCCCCC(C(=O)NO)c1ccccc1)c1ccccc1O

Standard InChI:  InChI=1S/C19H22N2O4/c22-17-12-5-4-11-16(17)18(23)20-13-7-6-10-15(19(24)21-25)14-8-2-1-3-9-14/h1-5,8-9,11-12,15,22,25H,6-7,10,13H2,(H,20,23)(H,21,24)

Standard InChI Key:  OCTNZCBFGCCRKX-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 25 26  0  0  0  0  0  0  0  0999 V2000
   12.3184   -2.8477    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.3172   -3.6673    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.0253   -4.0763    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.7349   -3.6668    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.7321   -2.8442    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.0235   -2.4389    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.0210   -1.6217    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.7275   -1.2110    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   12.3121   -1.2152    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   14.4364   -1.6175    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.1429   -1.2068    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.8519   -1.6133    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.5583   -1.2025    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.2673   -1.6090    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.9737   -1.1983    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.2697   -2.4262    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.5633   -2.8321    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.5654   -3.6485    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.2748   -4.0558    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.9836   -3.6407    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.9781   -2.8257    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.6827   -1.6048    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   17.9713   -0.3811    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   19.3892   -1.1941    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   11.6068   -2.4408    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  3  4  2  0
  4  5  1  0
  5  6  2  0
  6  1  1  0
  6  7  1  0
  7  8  1  0
  7  9  2  0
  8 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  1  0
 14 15  1  0
 14 16  1  0
 16 17  2  0
 17 18  1  0
 18 19  2  0
 19 20  1  0
 20 21  2  0
 21 16  1  0
 15 22  1  0
 15 23  2  0
 22 24  1  0
  1 25  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4740957

   ---

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: 342.39

Molecular Weight (Monoisotopic): 342.1580

AlogP: 2.58

#Rotatable Bonds: 8

Polar Surface Area: 98.66

Molecular Species: NEUTRAL

HBA: 4

HBD: 4

#RO5 Violations: ┄

HBA (Lipinski): 6

HBD (Lipinski): 4

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 8.10

CX Basic pKa: ┄

CX LogP: 3.15

CX LogD: 3.07

Aromatic Rings: 2

Heavy Atoms: 25

QED Weighted: 0.34

Np Likeness Score: -0.35

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