6,7-Dimethoxy-N4-(1-methylpiperidin-4-yl)-N2-neopentylquinazoline-2,4-diamine

ID: ALA4093972

PubChem CID: 137655652

Max Phase: Preclinical

Molecular Formula: C21H33N5O2

Molecular Weight: 387.53

Molecule Type: Small molecule

Names and Identifiers

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

Standard InChI:  InChI=1S/C21H33N5O2/c1-21(2,3)13-22-20-24-16-12-18(28-6)17(27-5)11-15(16)19(25-20)23-14-7-9-26(4)10-8-14/h11-12,14H,7-10,13H2,1-6H3,(H2,22,23,24,25)

Standard InChI Key:  FKTQPAVLUZRKHC-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 28 30  0  0  0  0  0  0  0  0999 V2000
    5.8923  -20.9209    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.8911  -21.7404    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5992  -22.1494    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.5974  -20.5120    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.3060  -20.9173    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.3068  -21.7363    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.0153  -22.1434    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.7236  -21.7325    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.7188  -20.9104    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.0097  -20.5071    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5949  -19.6948    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    9.4240  -20.4975    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.1342  -20.9018    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.4328  -22.1384    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.1390  -21.7270    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8860  -19.2884    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8862  -18.4677    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1813  -18.0613    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4724  -18.4685    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.4729  -19.2867    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1823  -19.6976    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7650  -18.0593    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1831  -22.1485    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.4757  -21.7393    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7677  -22.1473    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0603  -21.7382    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7670  -22.9645    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0541  -22.5512    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
 25 27  1  0
 25 28  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4093972

   ---

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: 3.61

#Rotatable Bonds: 6

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: 2.98

CX LogD: 1.38

Aromatic Rings: 2

Heavy Atoms: 28

QED Weighted: 0.78

Np Likeness Score: -0.92

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