N-hydroxy-2-(3'-benzyl-2',5'-dioxo-6,7,8,9-tetrahydrospiro[benzo[7]annulene-5,4'-imidazolidin]-1'-yl)acetamide

ID: ALA4475849

PubChem CID: 155537935

Max Phase: Preclinical

Molecular Formula: C22H23N3O4

Molecular Weight: 393.44

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  O=C(CN1C(=O)N(Cc2ccccc2)C2(CCCCc3ccccc32)C1=O)NO

Standard InChI:  InChI=1S/C22H23N3O4/c26-19(23-29)15-24-20(27)22(13-7-6-11-17-10-4-5-12-18(17)22)25(21(24)28)14-16-8-2-1-3-9-16/h1-5,8-10,12,29H,6-7,11,13-15H2,(H,23,26)

Standard InChI Key:  JGZSTJKMFWQYDD-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

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   22.7236  -18.7904    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.5408  -18.7904    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   23.7952  -18.0137    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.4735  -18.0137    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   22.2425  -19.4509    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   24.5727  -17.7622    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   24.2425  -19.1990    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.9517  -18.7930    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.6579  -19.2042    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   24.9547  -17.9758    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   25.6549  -20.0214    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   22.7133  -15.7364    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.5296  -15.7354    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.0451  -16.3756    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.8696  -17.1753    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.3899  -17.1809    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.2049  -16.3824    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.4224  -16.1448    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.8241  -16.7048    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.0137  -17.5054    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.7959  -17.7392    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.6556  -18.0112    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.2448  -18.7177    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.4273  -18.7105    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.0167  -19.4161    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.4232  -20.1260    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.2446  -20.1259    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.6516  -19.4197    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  2  3  1  0
  3  4  1  0
  4  1  1  0
  1  5  1  0
  5  2  1  0
  2  6  2  0
  4  7  2  0
  3  8  1  0
  8  9  1  0
  9 10  1  0
  9 11  2  0
 10 12  1  0
 13 14  1  0
 14 15  1  0
 13 18  1  0
 15 16  1  0
 16  1  1  0
 17  1  1  0
 17 18  2  0
 18 19  1  0
 19 20  2  0
 20 21  1  0
 21 22  2  0
 22 17  1  0
  5 23  1  0
 23 24  1  0
 24 25  2  0
 25 26  1  0
 26 27  2  0
 27 28  1  0
 28 29  2  0
 29 24  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4475849

   ---

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: 393.44

Molecular Weight (Monoisotopic): 393.1689

AlogP: 2.58

#Rotatable Bonds: 4

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: 2.78

CX LogD: 2.76

Aromatic Rings: 2

Heavy Atoms: 29

QED Weighted: 0.47

Np Likeness Score: -0.55

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