6,7-Dimethoxy-N2-(5-methylhexyl)-N4-(1-methylpiperidin-4-yl)quinazoline-2,4-diamine

ID: ALA4104425

PubChem CID: 137657228

Max Phase: Preclinical

Molecular Formula: C23H37N5O2

Molecular Weight: 415.58

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  COc1cc2nc(NCCCCC(C)C)nc(NC3CCN(C)CC3)c2cc1OC

Standard InChI:  InChI=1S/C23H37N5O2/c1-16(2)8-6-7-11-24-23-26-19-15-21(30-5)20(29-4)14-18(19)22(27-23)25-17-9-12-28(3)13-10-17/h14-17H,6-13H2,1-5H3,(H2,24,25,26,27)

Standard InChI Key:  PZFSXMLFZTZWAI-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 30 32  0  0  0  0  0  0  0  0999 V2000
   17.4361  -12.8068    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   17.4350  -13.6263    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.1430  -14.0353    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   18.1412  -12.3979    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.8499  -12.8032    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.8506  -13.6222    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.5591  -14.0292    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.2674  -13.6184    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.2627  -12.7963    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.5536  -12.3929    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.1388  -11.5807    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   20.9679  -12.3834    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   21.6781  -12.7877    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.9767  -14.0243    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   21.6828  -13.6129    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.4299  -11.1742    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.4300  -10.3535    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.7252   -9.9471    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.0163  -10.3544    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   16.0168  -11.1725    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.7261  -11.5834    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.3089   -9.9452    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.7269  -14.0343    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   16.0196  -13.6252    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.3115  -14.0332    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.6041  -13.6241    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.8961  -14.0321    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.1887  -13.6229    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.4807  -14.0310    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.1894  -12.8057    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
 28 30  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4104425

   ---

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: 415.58

Molecular Weight (Monoisotopic): 415.2947

AlogP: 4.39

#Rotatable Bonds: 10

Polar Surface Area: 71.54

Molecular Species: BASE

HBA: 7

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 7

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 8.77

CX LogP: 3.86

CX LogD: 2.26

Aromatic Rings: 2

Heavy Atoms: 30

QED Weighted: 0.56

Np Likeness Score: -0.72

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