SID17414822

ID: ALA1358924

PubChem CID: 2950681

Max Phase: Preclinical

Molecular Formula: C21H27Cl2NO2

Molecular Weight: 359.90

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CCOc1cc(CNC2CCCC2)cc(Cl)c1OCc1ccccc1.Cl

Standard InChI:  InChI=1S/C21H26ClNO2.ClH/c1-2-24-20-13-17(14-23-18-10-6-7-11-18)12-19(22)21(20)25-15-16-8-4-3-5-9-16;/h3-5,8-9,12-13,18,23H,2,6-7,10-11,14-15H2,1H3;1H

Standard InChI Key:  KLSPZLXLGJCLRB-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 26 27  0  0  0  0  0  0  0  0999 V2000
    4.6113    0.0000    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   -1.2003    0.4374    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    0.2286    1.2624    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.6576    0.4374    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4858   -2.4501    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.2286    0.4374    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9431    0.0249    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4858    0.0249    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2286   -1.2126    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9431   -0.8001    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4858   -0.8001    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2286   -2.0376    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4858    1.6749    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4858    2.4999    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4858   -3.2751    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6576    1.2624    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2003    2.9124    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2286    2.9124    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1816   -3.7601    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1533   -3.7601    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0733   -4.5447    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8983   -4.5447    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2003    3.7374    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2286    3.7374    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4858    4.1499    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3720    1.6749    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  2  8  1  0
  3  6  1  0
  3 13  1  0
  4  7  1  0
  4 16  1  0
  5 12  1  0
  5 15  1  0
  6  7  1  0
  6  8  2  0
  7 10  2  0
  8 11  1  0
  9 10  1  0
  9 11  2  0
  9 12  1  0
 13 14  1  0
 14 17  2  0
 14 18  1  0
 15 19  1  0
 15 20  1  0
 16 26  1  0
 17 23  1  0
 18 24  2  0
 19 21  1  0
 20 22  1  0
 21 22  1  0
 23 25  2  0
 24 25  1  0
M  END

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: 359.90

Molecular Weight (Monoisotopic): 359.1652

AlogP: 5.35

#Rotatable Bonds: 8

Polar Surface Area: 30.49

Molecular Species: BASE

HBA: 3

HBD: 1

#RO5 Violations: 1

HBA (Lipinski): 3

HBD (Lipinski): 1

#RO5 Violations (Lipinski): 1

CX Acidic pKa: ┄

CX Basic pKa: 9.35

CX LogP: 5.26

CX LogD: 3.32

Aromatic Rings: 2

Heavy Atoms: 25

QED Weighted: 0.69

Np Likeness Score: -0.83

References

1. PubChem BioAssay data set, 

2. PubChem BioAssay data set, 

3. Rose, Nathan R and 31 more authors.  2012-07-26  Plant growth regulator daminozide is a selective inhibitor of human KDM2/7 histone demethylases.  [PMID:22724510]

4. Rotili, Dante D and 18 more authors.  2014-01-09  Pan-histone demethylase inhibitors simultaneously targeting Jumonji C and lysine-specific demethylases display high anticancer activities.  [PMID:24325601]

5. England, Katherine S and 12 more authors.  2014-12-01  Optimisation of a triazolopyridine based histone demethylase inhibitor yields a potent and selective KDM2A (FBXL11) inhibitor.  [PMID:26682034]

6. Westaway, Susan M SM and 33 more authors.  2016-02-25  Cell Penetrant Inhibitors of the KDM4 and KDM5 Families of Histone Lysine Demethylases. 1. 3-Amino-4-pyridine Carboxylate Derivatives.  [PMID:26771107]

Source

Source(1):

• PubChem BioAssays