4-((3-(((1r,3R,5S,7r)-3,5-dimethyladamantan-1-yl)amino)-3-oxoprop-1-en-1-yl)-N-hydroxybenzamide

ID: ALA5184678

PubChem CID: 164517110

Max Phase: Preclinical

Molecular Formula: C22H28N2O3

Molecular Weight: 368.48

Names and Identifiers

Canonical SMILES:  CC12CC3CC(C)(C1)CC(NC(=O)/C=C/c1ccc(C(=O)NO)cc1)(C3)C2

Standard InChI:  InChI=1S/C22H28N2O3/c1-20-9-16-10-21(2,12-20)14-22(11-16,13-20)23-18(25)8-5-15-3-6-17(7-4-15)19(26)24-27/h3-8,16,27H,9-14H2,1-2H3,(H,23,25)(H,24,26)/b8-5+

Standard InChI Key:  HCZMRRZYIBUPSV-VMPITWQZSA-N

Molfile:  

 
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    1.6405   -1.2128    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9041   -1.4745    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9041   -2.2909    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6347   -2.5590    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4024   -2.3696    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8477   -3.0724    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0750   -2.7633    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0750   -1.8930    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2495   -2.9931    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2104   -2.1703    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0932   -2.1037    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2406   -0.6361    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.0412    0.1718    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6413    0.7484    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.2373    0.3872    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0219    1.1911    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2180    1.4065    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   -1.1718    1.0336    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3873    1.8377    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8029    2.4245    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0017    2.2138    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1911    2.0531    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7796    1.4646    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4066    2.8570    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2104    3.0724    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
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  4  3  1  0
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 24 26  1  0
 26 27  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA5184678

   ---

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type:

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 368.48

Molecular Weight (Monoisotopic): 368.2100

AlogP: 3.68

#Rotatable Bonds: 4

Polar Surface Area: 78.43

Molecular Species: NEUTRAL

HBA: 3

HBD: 3

#RO5 Violations: ┄

HBA (Lipinski): 5

HBD (Lipinski): 3

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 9.20

CX Basic pKa: ┄

CX LogP: 3.09

CX LogD: 3.08

Aromatic Rings: 1

Heavy Atoms: 27

QED Weighted: 0.43

Np Likeness Score: -0.33

References

1. Li Y, Sang S, Ren W, Pei Y, Bian Y, Chen Y, Sun H..  (2021)  Inhibition of Histone Deacetylase 6 (HDAC6) as a therapeutic strategy for Alzheimer's disease: A review (2010-2020).,  226  [PMID:34619465] [10.1016/j.ejmech.2021.113874]

Source

Source(1):

• Scientific Literature