4-((3-((Dimethylamino)methyl)-1H-indazol-1-yl)methyl)-N-hydroxybenzamide

ID: ALA4470067

PubChem CID: 155534222

Max Phase: Preclinical

Molecular Formula: C18H20N4O2

Molecular Weight: 324.38

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  CN(C)Cc1nn(Cc2ccc(C(=O)NO)cc2)c2ccccc12

Standard InChI:  InChI=1S/C18H20N4O2/c1-21(2)12-16-15-5-3-4-6-17(15)22(19-16)11-13-7-9-14(10-8-13)18(23)20-24/h3-10,24H,11-12H2,1-2H3,(H,20,23)

Standard InChI Key:  QJNQAMKQPQVGHL-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 24 26  0  0  0  0  0  0  0  0999 V2000
   32.1002   -5.0187    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.0990   -5.8382    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.8071   -6.2472    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.5167   -5.8377    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.5139   -5.0151    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.8053   -4.6098    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.2251   -6.2452    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.2264   -7.0624    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   34.9321   -5.8355    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   35.6405   -6.2430    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   31.3924   -4.6102    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.3922   -3.7931    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   31.7999   -2.5356    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.0511   -3.3101    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   30.7305   -3.3131    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.9836   -2.5398    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.4410   -1.9360    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.6452   -2.1043    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.3948   -2.8817    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.9391   -3.4822    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.2787   -1.8734    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.0916   -1.9570    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   33.5705   -1.2947    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.4257   -2.7027    0.0000 C   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
  4  7  1  0
  7  8  2  0
  7  9  1  0
  9 10  1  0
  1 11  1  0
 11 12  1  0
 12 14  1  0
 13 16  1  0
 15 12  1  0
 13 14  2  0
 15 16  2  0
 16 17  1  0
 17 18  2  0
 18 19  1  0
 19 20  2  0
 20 15  1  0
 13 21  1  0
 21 22  1  0
 22 23  1  0
 22 24  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4470067

   ---

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: 324.38

Molecular Weight (Monoisotopic): 324.1586

AlogP: 2.27

#Rotatable Bonds: 5

Polar Surface Area: 70.39

Molecular Species: NEUTRAL

HBA: 5

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 6

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 9.21

CX Basic pKa: 7.50

CX LogP: 1.87

CX LogD: 1.65

Aromatic Rings: 3

Heavy Atoms: 24

QED Weighted: 0.56

Np Likeness Score: -1.31

References

1. Géraldy M, Morgen M, Sehr P, Steimbach RR, Moi D, Ridinger J, Oehme I, Witt O, Malz M, Nogueira MS, Koch O, Gunkel N, Miller AK..  (2019)  Selective Inhibition of Histone Deacetylase 10: Hydrogen Bonding to the Gatekeeper Residue is Implicated.,  62  (9): [PMID:30964290] [10.1021/acs.jmedchem.8b01936]

Source

Source(1):

• Scientific Literature