N-Hydroxy-2-(3-methyl-2,5-dioxo-2',3'-dihydrospiro-[imidazolidine-4,1'-inden]-1-yl)acetamide

ID: ALA4525243

PubChem CID: 155538701

Max Phase: Preclinical

Molecular Formula: C14H15N3O4

Molecular Weight: 289.29

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  CN1C(=O)N(CC(=O)NO)C(=O)C12CCc1ccccc12

Standard InChI:  InChI=1S/C14H15N3O4/c1-16-13(20)17(8-11(18)15-21)12(19)14(16)7-6-9-4-2-3-5-10(9)14/h2-5,21H,6-8H2,1H3,(H,15,18)

Standard InChI Key:  WMMXYFVVLUXFMV-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 21 23  0  0  0  0  0  0  0  0999 V2000
   12.8746   -3.6606    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.4619   -4.3664    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   13.0056   -4.9770    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.7544   -4.6486    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   13.6734   -3.8351    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.6798   -2.5836    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.6787   -3.4031    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.3867   -3.8121    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.3850   -2.1747    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.0936   -2.5800    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.0938   -3.4032    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.3605   -2.9912    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.8764   -2.3255    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.8312   -5.7754    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   14.2837   -3.2917    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   14.4577   -5.0559    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.1659   -4.6482    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.8731   -5.0576    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   15.1669   -3.8310    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   15.8721   -5.8748    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   11.7502   -4.7669    0.0000 C   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  1  1  0
  6  7  2  0
  7  8  1  0
  8 11  2  0
 10  9  2  0
  9  6  1  0
 10 11  1  0
 11  1  1  0
  1 12  1  0
 12 13  1  0
 13 10  1  0
  3 14  2  0
  5 15  2  0
  4 16  1  0
 16 17  1  0
 17 18  1  0
 17 19  2  0
 18 20  1  0
  2 21  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4525243

   ---

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: 289.29

Molecular Weight (Monoisotopic): 289.1063

AlogP: 0.23

#Rotatable Bonds: 2

Polar Surface Area: 89.95

Molecular Species: NEUTRAL

HBA: 4

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 7

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 8.75

CX Basic pKa: ┄

CX LogP: 0.16

CX LogD: 0.14

Aromatic Rings: 1

Heavy Atoms: 21

QED Weighted: 0.46

Np Likeness Score: -0.30

References

1. Giannakopoulou E, Pardali V, Frakolaki E, Siozos V, Myrianthopoulos V, Mikros E, Taylor MC, Kelly JM, Vassilaki N, Zoidis G..  (2019)  Scaffold hybridization strategy towards potent hydroxamate-based inhibitors of Flaviviridae viruses and Trypanosoma species.,  10  (6): [PMID:31303998] [10.1039/C9MD00200F]

Source

Source(1):

• Scientific Literature