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

ID: ALA4082847

PubChem CID: 137647456

Max Phase: Preclinical

Molecular Formula: C20H31N5O3

Molecular Weight: 389.50

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  COCCN(C)c1nc(NC2CCN(C)CC2)c2cc(OC)c(OC)cc2n1

Standard InChI:  InChI=1S/C20H31N5O3/c1-24-8-6-14(7-9-24)21-19-15-12-17(27-4)18(28-5)13-16(15)22-20(23-19)25(2)10-11-26-3/h12-14H,6-11H2,1-5H3,(H,21,22,23)

Standard InChI Key:  JPACVVQGZVASKX-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 28 30  0  0  0  0  0  0  0  0999 V2000
   16.3300   -5.5387    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   16.3289   -6.3582    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.0369   -6.7672    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   17.0351   -5.1298    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.7438   -5.5351    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.7445   -6.3541    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.4531   -6.7612    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.1613   -6.3504    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.1566   -5.5282    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.4475   -5.1249    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.0327   -4.3127    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   19.8618   -5.1153    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   20.5720   -5.5196    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.8706   -6.7562    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   20.5767   -6.3449    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.3238   -3.9062    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.3239   -3.0855    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.6191   -2.6791    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.9102   -3.0863    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   14.9107   -3.9045    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.6200   -4.3154    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.2028   -2.6772    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.6208   -6.7663    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   14.9135   -6.3571    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.6202   -7.5835    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.2054   -6.7652    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.4980   -6.3560    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   12.7900   -6.7640    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
 23 25  1  0
 24 26  1  0
 26 27  1  0
 27 28  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4082847

   ---

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: 389.50

Molecular Weight (Monoisotopic): 389.2427

AlogP: 2.24

#Rotatable Bonds: 8

Polar Surface Area: 71.98

Molecular Species: BASE

HBA: 8

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 8

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 8.77

CX LogP: 1.94

CX LogD: 0.41

Aromatic Rings: 2

Heavy Atoms: 28

QED Weighted: 0.74

Np Likeness Score: -1.05

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