2-cyclohexyl-N-(1-isopropylpiperidin-4-yl)-6-methoxy-7-(piperidin-4-yl)quinazolin-4-amine

ID: ALA4566722

PubChem CID: 155543558

Max Phase: Preclinical

Molecular Formula: C28H43N5O

Molecular Weight: 465.69

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  COc1cc2c(NC3CCN(C(C)C)CC3)nc(C3CCCCC3)nc2cc1C1CCNCC1

Standard InChI:  InChI=1S/C28H43N5O/c1-19(2)33-15-11-22(12-16-33)30-28-24-18-26(34-3)23(20-9-13-29-14-10-20)17-25(24)31-27(32-28)21-7-5-4-6-8-21/h17-22,29H,4-16H2,1-3H3,(H,30,31,32)

Standard InChI Key:  ZZBKSAODRXUWMW-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 34 38  0  0  0  0  0  0  0  0999 V2000
   17.9396   -6.0959    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   17.9385   -6.9154    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.6465   -7.3244    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   18.6448   -5.6870    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.3534   -6.0923    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.3541   -6.9113    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.0627   -7.3184    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.7709   -6.9075    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.7662   -6.0854    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.0571   -5.6820    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.6423   -4.8698    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   17.9334   -4.4633    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.9335   -3.6427    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.2287   -3.2363    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.5198   -3.6435    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   16.5203   -4.4616    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.2297   -4.8726    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.8124   -3.2343    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.2340   -7.3212    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.5268   -6.9098    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.8209   -7.3144    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.8160   -8.1319    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.5232   -8.5433    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.2353   -8.1371    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.8131   -2.4171    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.1044   -3.6424    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.4802   -7.3134    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.4714   -5.6725    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   21.4791   -8.1271    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.1843   -8.5328    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.8929   -8.1250    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   22.8916   -7.3068    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.1819   -6.8966    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.4664   -4.8553    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
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 15 16  1  0
 16 17  1  0
 15 18  1  0
 19 20  1  0
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 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
  9 28  1  0
 27 29  1  0
 27 33  1  0
 29 30  1  0
 30 31  1  0
 31 32  1  0
 32 33  1  0
 28 34  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4566722

   ---

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: 465.69

Molecular Weight (Monoisotopic): 465.3468

AlogP: 5.44

#Rotatable Bonds: 6

Polar Surface Area: 62.31

Molecular Species: BASE

HBA: 6

HBD: 2

#RO5 Violations: 1

HBA (Lipinski): 6

HBD (Lipinski): 2

#RO5 Violations (Lipinski): 1

CX Acidic pKa: ┄

CX Basic pKa: 10.05

CX LogP: 4.76

CX LogD: 0.33

Aromatic Rings: 2

Heavy Atoms: 34

QED Weighted: 0.59

Np Likeness Score: -0.77

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