2-((6,7-Dimethoxy-4-((1-methylpiperidin-4-yl)amino)quinazolin-2-yl)(methyl)amino)ethan-1-ol

ID: ALA4069640

PubChem CID: 137639969

Max Phase: Preclinical

Molecular Formula: C19H29N5O3

Molecular Weight: 375.47

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  COc1cc2nc(N(C)CCO)nc(NC3CCN(C)CC3)c2cc1OC

Standard InChI:  InChI=1S/C19H29N5O3/c1-23-7-5-13(6-8-23)20-18-14-11-16(26-3)17(27-4)12-15(14)21-19(22-18)24(2)9-10-25/h11-13,25H,5-10H2,1-4H3,(H,20,21,22)

Standard InChI Key:  DJKVIUVJRXEKNV-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 27 29  0  0  0  0  0  0  0  0999 V2000
    5.9748  -18.4982    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.9737  -19.3177    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6817  -19.7267    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.6799  -18.0893    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.3885  -18.4946    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.3893  -19.3136    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.0978  -19.7207    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.8061  -19.3099    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.8014  -18.4877    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.0923  -18.0844    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6775  -17.2722    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    9.5066  -18.0748    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.2168  -18.4791    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.5154  -19.7157    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.2215  -19.3044    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9686  -16.8657    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9687  -16.0450    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2639  -15.6386    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5550  -16.0458    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.5554  -16.8640    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2648  -17.2749    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8476  -15.6367    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2656  -19.7258    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.5582  -19.3166    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2650  -20.5430    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8502  -19.7247    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1428  -19.3155    0.0000 O   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
M  END

Alternative Forms

1. Parent:

   

   ALA4069640

   ---

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: 375.47

Molecular Weight (Monoisotopic): 375.2270

AlogP: 1.58

#Rotatable Bonds: 7

Polar Surface Area: 82.98

Molecular Species: BASE

HBA: 8

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 8

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 8.77

CX LogP: 1.30

CX LogD: -0.23

Aromatic Rings: 2

Heavy Atoms: 27

QED Weighted: 0.75

Np Likeness Score: -0.94

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