3-((6,7-Dimethoxy-4-((1-methylpiperidin-4-yl)amino)quinazolin-2-yl)(methyl)amino)propan-1-ol

ID: ALA4072358

PubChem CID: 137639766

Max Phase: Preclinical

Molecular Formula: C20H31N5O3

Molecular Weight: 389.50

Molecule Type: Small molecule

Names and Identifiers

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

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

Standard InChI Key:  PYGWCVPYKMILCJ-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 28 30  0  0  0  0  0  0  0  0999 V2000
   16.9945  -18.4445    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   16.9934  -19.2641    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.7014  -19.6730    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   17.6996  -18.0357    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.4082  -18.4409    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.4090  -19.2600    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.1175  -19.6670    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.8258  -19.2562    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.8211  -18.4341    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.1120  -18.0307    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.6972  -17.2185    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   20.5263  -18.0212    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   21.2365  -18.4255    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.5351  -19.6620    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   21.2412  -19.2507    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.9883  -16.8120    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.9884  -15.9913    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.2836  -15.5849    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.5747  -15.9922    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   15.5751  -16.8103    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.2845  -17.2212    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.8673  -15.5830    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.2853  -19.6721    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   15.5779  -19.2630    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.2847  -20.4893    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.8699  -19.6710    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.1625  -19.2618    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.4545  -19.6699    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
 27 28  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4072358

   ---

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: 1.97

#Rotatable Bonds: 8

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: 1.36

CX LogD: -0.18

Aromatic Rings: 2

Heavy Atoms: 28

QED Weighted: 0.71

Np Likeness Score: -0.86

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