2-cyclohexyl-7-(3-(dimethylamino)propyl)-N-(1-isopropylpiperidin-4-yl)-6-methoxyquinazolin-4-amine

ID: ALA4560792

PubChem CID: 155558337

Max Phase: Preclinical

Molecular Formula: C28H45N5O

Molecular Weight: 467.70

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  COc1cc2c(NC3CCN(C(C)C)CC3)nc(C3CCCCC3)nc2cc1CCCN(C)C

Standard InChI:  InChI=1S/C28H45N5O/c1-20(2)33-16-13-23(14-17-33)29-28-24-19-26(34-5)22(12-9-15-32(3)4)18-25(24)30-27(31-28)21-10-7-6-8-11-21/h18-21,23H,6-17H2,1-5H3,(H,29,30,31)

Standard InChI Key:  KGUAKPWBXICIMX-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 34 37  0  0  0  0  0  0  0  0999 V2000
    4.4642   -4.6059    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.4631   -5.4255    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1711   -5.8345    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.1694   -4.1971    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8780   -4.6023    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8787   -5.4214    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5873   -5.8284    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.2955   -5.4176    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.2908   -4.5955    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5817   -4.1921    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1669   -3.3799    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.4580   -2.9734    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4581   -2.1527    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7533   -1.7463    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0444   -2.1536    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.0449   -2.9717    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7543   -3.3826    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3370   -1.7444    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7586   -5.8313    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0514   -5.4199    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3455   -5.8245    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3406   -6.6420    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0478   -7.0533    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7599   -6.6471    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3377   -0.9272    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6290   -2.1524    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.0048   -5.8235    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.7109   -5.4121    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.4202   -5.8179    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.1263   -5.4066    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    7.9960   -4.1826    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.8356   -5.8124    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.1232   -4.5894    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.9910   -3.3654    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
 11 12  1  0
 12 13  1  0
 12 17  1  0
 13 14  1  0
 14 15  1  0
 15 16  1  0
 16 17  1  0
 15 18  1  0
 19 20  1  0
 19 24  1  0
 20 21  1  0
 21 22  1  0
 22 23  1  0
 23 24  1  0
  2 19  1  0
 18 25  1  0
 18 26  1  0
  8 27  1  0
 27 28  1  0
 28 29  1  0
 29 30  1  0
  9 31  1  0
 30 32  1  0
 30 33  1  0
 31 34  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4560792

   ---

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type: Unknown

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 467.70

Molecular Weight (Monoisotopic): 467.3624

AlogP: 5.47

#Rotatable Bonds: 9

Polar Surface Area: 53.52

Molecular Species: BASE

HBA: 6

HBD: 1

#RO5 Violations: 1

HBA (Lipinski): 6

HBD (Lipinski): 1

#RO5 Violations (Lipinski): 1

CX Acidic pKa: ┄

CX Basic pKa: 9.71

CX LogP: 5.33

CX LogD: 1.33

Aromatic Rings: 2

Heavy Atoms: 34

QED Weighted: 0.53

Np Likeness Score: -1.03

References

1. Leenders R, Zijlmans R, van Bree B, van de Sande M, Trivarelli F, Damen E, Wegert A, Müller D, Ehlert JE, Feger D, Heidemann-Dinger C, Kubbutat M, Schächtele C, Lenstra DC, Mecinović J, Müller G..  (2019)  Novel SAR for quinazoline inhibitors of EHMT1 and EHMT2.,  29  (17): [PMID:31350126] [10.1016/j.bmcl.2019.06.012]

Source

Source(1):

• Scientific Literature