N2-Ethyl-6,7-dimethoxy-N4-(1-methylpiperidin-4-yl)-N2-propylquinazoline-2,4-diamine

ID: ALA4063767

PubChem CID: 137636690

Max Phase: Preclinical

Molecular Formula: C21H33N5O2

Molecular Weight: 387.53

Molecule Type: Small molecule

Names and Identifiers

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

Standard InChI:  InChI=1S/C21H33N5O2/c1-6-10-26(7-2)21-23-17-14-19(28-5)18(27-4)13-16(17)20(24-21)22-15-8-11-25(3)12-9-15/h13-15H,6-12H2,1-5H3,(H,22,23,24)

Standard InChI Key:  WLSUJPBXUGENOU-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 28 30  0  0  0  0  0  0  0  0999 V2000
   26.3262  -12.0804    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   26.3250  -12.8999    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.0331  -13.3089    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   27.0313  -11.6715    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.7399  -12.0768    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.7407  -12.8958    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.4492  -13.3028    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.1575  -12.8920    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.1527  -12.0699    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.4436  -11.6665    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.0288  -10.8543    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   29.8579  -11.6570    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   30.5681  -12.0613    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.8668  -13.2979    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   30.5729  -12.8865    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.3199  -10.4478    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.3201   -9.6272    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.6152   -9.2208    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.9063   -9.6280    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   24.9068  -10.4461    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.6162  -10.8570    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.1989   -9.2188    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.6170  -13.3079    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   24.9096  -12.8988    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.6163  -14.1251    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.9083  -14.5332    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.2016  -13.3068    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.4942  -12.8977    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
 25 26  1  0
 24 27  1  0
 27 28  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4063767

   ---

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: 387.53

Molecular Weight (Monoisotopic): 387.2634

AlogP: 3.39

#Rotatable Bonds: 8

Polar Surface Area: 62.75

Molecular Species: BASE

HBA: 7

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 7

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 8.77

CX LogP: 3.23

CX LogD: 1.70

Aromatic Rings: 2

Heavy Atoms: 28

QED Weighted: 0.74

Np Likeness Score: -1.08

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