N2-Hexyl-6,7-dimethoxy-N4-(1-methylpiperidin-4-yl)quinoline-2,4-diamine

ID: ALA4088064

PubChem CID: 137644870

Max Phase: Preclinical

Molecular Formula: C23H36N4O2

Molecular Weight: 400.57

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CCCCCCNc1cc(NC2CCN(C)CC2)c2cc(OC)c(OC)cc2n1

Standard InChI:  InChI=1S/C23H36N4O2/c1-5-6-7-8-11-24-23-16-20(25-17-9-12-27(2)13-10-17)18-14-21(28-3)22(29-4)15-19(18)26-23/h14-17H,5-13H2,1-4H3,(H2,24,25,26)

Standard InChI Key:  KLWZLAHWDCVBRC-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 29 31  0  0  0  0  0  0  0  0999 V2000
   29.2359  -12.2166    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.2347  -13.0361    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.9428  -13.4451    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   29.9410  -11.8077    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.6496  -12.2130    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.6504  -13.0320    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.3589  -13.4390    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.0672  -13.0282    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.0624  -12.2061    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.3533  -11.8027    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.9385  -10.9905    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   32.7676  -11.7932    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   33.4778  -12.1975    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.7764  -13.4341    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   33.4826  -13.0227    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.2296  -10.5840    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.2298   -9.7634    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.5249   -9.3570    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.8160   -9.7642    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   27.8165  -10.5823    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.5259  -10.9932    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.1086   -9.3550    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.5267  -13.4441    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   27.8193  -13.0350    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.1113  -13.4430    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.4039  -13.0339    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.6959  -13.4419    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.9885  -13.0327    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.2804  -13.4408    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  3  6  2  0
  5  4  2  0
  4  1  1  0
  5  6  1  0
  6  7  1  0
  7  8  2  0
  8  9  1  0
  9 10  2  0
 10  5  1  0
  4 11  1  0
  9 12  1  0
 12 13  1  0
  8 14  1  0
 14 15  1  0
 11 16  1  0
 16 17  1  0
 16 21  1  0
 17 18  1  0
 18 19  1  0
 19 20  1  0
 20 21  1  0
 19 22  1  0
  2 23  1  0
 23 24  1  0
 24 25  1  0
 25 26  1  0
 26 27  1  0
 27 28  1  0
 28 29  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4088064

   ---

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: 400.57

Molecular Weight (Monoisotopic): 400.2838

AlogP: 4.75

#Rotatable Bonds: 10

Polar Surface Area: 58.65

Molecular Species: BASE

HBA: 6

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 6

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 9.62

CX LogP: 3.60

CX LogD: 0.37

Aromatic Rings: 2

Heavy Atoms: 29

QED Weighted: 0.56

Np Likeness Score: -0.70

References

1. Xiong Y, Li F, Babault N, Wu H, Dong A, Zeng H, Chen X, Arrowsmith CH, Brown PJ, Liu J, Vedadi M, Jin J..  (2017)  Structure-activity relationship studies of G9a-like protein (GLP) inhibitors.,  25  (16): [PMID:28662962] [10.1016/j.bmc.2017.06.021]

Source

Source(1):

• Scientific Literature