N-(2-(cyclohexylamino)-2-oxoethyl)-N-(4-(hydroxycarbamoyl)benzyl)-4-methylbenzamide

ID: ALA4281918

PubChem CID: 145979507

Max Phase: Preclinical

Molecular Formula: C24H29N3O4

Molecular Weight: 423.51

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  Cc1ccc(C(=O)N(CC(=O)NC2CCCCC2)Cc2ccc(C(=O)NO)cc2)cc1

Standard InChI:  InChI=1S/C24H29N3O4/c1-17-7-11-20(12-8-17)24(30)27(16-22(28)25-21-5-3-2-4-6-21)15-18-9-13-19(14-10-18)23(29)26-31/h7-14,21,31H,2-6,15-16H2,1H3,(H,25,28)(H,26,29)

Standard InChI Key:  ZQJQUQLAPMMZQH-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

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    8.2648  -16.4890    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.2661  -17.3062    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.9719  -16.0793    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    9.6802  -16.4868    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
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    4.7241  -13.6284    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
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    4.0204  -17.3005    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3133  -13.6250    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.6004  -12.4015    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3044  -12.8108    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0069  -12.4079    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0116  -11.5942    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3075  -11.1849    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5988  -11.5894    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8963  -17.7124    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
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  1 11  1  0
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 27 28  1  0
 28 29  1  0
 29 30  1  0
 21 31  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4281918

   ---

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type: Small molecule

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 423.51

Molecular Weight (Monoisotopic): 423.2158

AlogP: 3.21

#Rotatable Bonds: 7

Polar Surface Area: 98.74

Molecular Species: NEUTRAL

HBA: 4

HBD: 3

#RO5 Violations: ┄

HBA (Lipinski): 7

HBD (Lipinski): 3

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 9.05

CX Basic pKa: ┄

CX LogP: 3.05

CX LogD: 3.04

Aromatic Rings: 2

Heavy Atoms: 31

QED Weighted: 0.47

Np Likeness Score: -1.38

References

1. Diedrich D, Stenzel K, Hesping E, Antonova-Koch Y, Gebru T, Duffy S, Fisher G, Schöler A, Meister S, Kurz T, Avery VM, Winzeler EA, Held J, Andrews KT, Hansen FK..  (2018)  One-pot, multi-component synthesis and structure-activity relationships of peptoid-based histone deacetylase (HDAC) inhibitors targeting malaria parasites.,  158  [PMID:30245402] [10.1016/j.ejmech.2018.09.018]

Source

Source(1):

• Scientific Literature