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

ID: ALA4537533

PubChem CID: 155548665

Max Phase: Preclinical

Molecular Formula: C27H42ClN5

Molecular Weight: 472.12

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  CC(C)N1CCC(Nc2nc(C3CCCCC3)nc3cc(CCCN(C)C)c(Cl)cc23)CC1

Standard InChI:  InChI=1S/C27H42ClN5/c1-19(2)33-15-12-22(13-16-33)29-27-23-18-24(28)21(11-8-14-32(3)4)17-25(23)30-26(31-27)20-9-6-5-7-10-20/h17-20,22H,5-16H2,1-4H3,(H,29,30,31)

Standard InChI Key:  KCGODHPPITZISL-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 33 36  0  0  0  0  0  0  0  0999 V2000
   40.1152   -4.7587    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   40.1141   -5.5782    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   40.8221   -5.9872    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   40.8204   -4.3498    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   41.5290   -4.7551    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   41.5297   -5.5741    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   42.2383   -5.9811    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   42.9465   -5.5703    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   42.9418   -4.7482    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   42.2327   -4.3448    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   40.8179   -3.5326    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   40.1090   -3.1261    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   40.1091   -2.3055    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   39.4043   -1.8991    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   38.6954   -2.3063    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   38.6959   -3.1244    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   39.4053   -3.5353    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   37.9880   -1.8971    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   39.4096   -5.9840    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   38.7024   -5.5726    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   37.9965   -5.9772    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   37.9916   -6.7947    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   38.6988   -7.2060    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   39.4109   -6.7999    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   37.9887   -1.0799    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   37.2800   -2.3051    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   43.6558   -5.9762    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   44.3619   -5.5648    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   45.0712   -5.9707    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   45.7773   -5.5593    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   43.6470   -4.3353    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   46.4866   -5.9652    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   45.7742   -4.7421    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
M  END

Alternative Forms

1. Parent:

   

   ALA4537533

   ---

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: 472.12

Molecular Weight (Monoisotopic): 471.3129

AlogP: 6.11

#Rotatable Bonds: 8

Polar Surface Area: 44.29

Molecular Species: BASE

HBA: 5

HBD: 1

#RO5 Violations: 1

HBA (Lipinski): 5

HBD (Lipinski): 1

#RO5 Violations (Lipinski): 1

CX Acidic pKa: ┄

CX Basic pKa: 9.71

CX LogP: 6.09

CX LogD: 2.11

Aromatic Rings: 2

Heavy Atoms: 33

QED Weighted: 0.50

Np Likeness Score: -1.30

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