5-amino-N-(6-methoxy-2-(4-methyl-1,4-diazepan-1-yl)-4-(1-methylpiperidin-4-ylamino)quinazolin-7-yl)pentanamide

ID: ALA4558425

PubChem CID: 155557747

Max Phase: Preclinical

Molecular Formula: C26H42N8O2

Molecular Weight: 498.68

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  COc1cc2c(NC3CCN(C)CC3)nc(N3CCCN(C)CC3)nc2cc1NC(=O)CCCCN

Standard InChI:  InChI=1S/C26H42N8O2/c1-32-11-6-12-34(16-15-32)26-30-21-18-22(29-24(35)7-4-5-10-27)23(36-3)17-20(21)25(31-26)28-19-8-13-33(2)14-9-19/h17-19H,4-16,27H2,1-3H3,(H,29,35)(H,28,30,31)

Standard InChI Key:  SFOCRSFKWQNGAT-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 36 39  0  0  0  0  0  0  0  0999 V2000
   16.1484  -26.0510    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   16.1473  -26.8706    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.8553  -27.2795    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   16.8535  -25.6422    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.5622  -26.0474    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.5629  -26.8664    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.2715  -27.2735    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.9797  -26.8627    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.9750  -26.0406    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.2659  -25.6372    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.4393  -27.2786    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   16.8511  -24.8250    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   16.1422  -24.4185    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.4965  -28.0926    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.8968  -28.6505    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.7604  -26.8202    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.0894  -28.5331    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   13.9785  -27.0626    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.6828  -27.8255    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.1423  -23.5978    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.4375  -23.1914    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.7286  -23.5987    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   14.7291  -24.4168    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.4384  -24.8277    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.0212  -23.1895    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.6301  -29.2090    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.6802  -25.6277    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   19.6752  -24.8105    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.6890  -27.2685    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   20.3951  -26.8572    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.1044  -27.2630    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.3919  -26.0400    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   21.8105  -26.8517    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.5198  -27.2575    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.2259  -26.8462    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.9352  -27.2520    0.0000 N   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
  2 11  1  0
  4 12  1  0
 12 13  1  0
 11 14  1  0
 14 15  1  0
 11 16  1  0
 15 17  1  0
 16 18  1  0
 17 19  1  0
 18 19  1  0
 13 20  1  0
 13 24  1  0
 20 21  1  0
 21 22  1  0
 22 23  1  0
 23 24  1  0
 22 25  1  0
 17 26  1  0
  9 27  1  0
 27 28  1  0
  8 29  1  0
 29 30  1  0
 30 31  1  0
 30 32  2  0
 31 33  1  0
 33 34  1  0
 34 35  1  0
 35 36  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4558425

   ---

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: 498.68

Molecular Weight (Monoisotopic): 498.3431

AlogP: 2.35

#Rotatable Bonds: 9

Polar Surface Area: 111.88

Molecular Species: BASE

HBA: 9

HBD: 3

#RO5 Violations: ┄

HBA (Lipinski): 10

HBD (Lipinski): 4

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 11.92

CX Basic pKa: 9.90

CX LogP: 1.34

CX LogD: -3.52

Aromatic Rings: 2

Heavy Atoms: 36

QED Weighted: 0.45

Np Likeness Score: -1.21

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