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

ID: ALA4476055

PubChem CID: 155538085

Max Phase: Preclinical

Molecular Formula: C24H38N8O2

Molecular Weight: 470.62

Molecule Type: Unknown

Names and Identifiers

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

Standard InChI:  InChI=1S/C24H38N8O2/c1-30-9-4-10-32(14-13-30)24-28-19-16-20(27-22(33)5-8-25)21(34-3)15-18(19)23(29-24)26-17-6-11-31(2)12-7-17/h15-17H,4-14,25H2,1-3H3,(H,27,33)(H,26,28,29)

Standard InChI Key:  RBBZOCOZIYNTCM-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 34 37  0  0  0  0  0  0  0  0999 V2000
   32.3643  -14.7961    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   32.3632  -15.6156    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.0712  -16.0246    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   33.0694  -14.3872    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.7780  -14.7925    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.7788  -15.6115    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.4873  -16.0186    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   35.1956  -15.6077    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   35.1909  -14.7856    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.4818  -14.3822    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.6551  -16.0236    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   33.0670  -13.5700    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   32.3581  -13.1635    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.7124  -16.8376    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.1127  -17.3956    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.9762  -15.5652    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.3053  -17.2781    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   30.1944  -15.8077    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.8987  -16.5705    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.3582  -12.3429    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.6534  -11.9365    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.9445  -12.3437    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   30.9449  -13.1618    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.6543  -13.5728    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.2371  -11.9345    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.8460  -17.9540    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   35.8961  -14.3727    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   35.8911  -13.5555    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   35.9049  -16.0136    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   36.6110  -15.6022    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   37.3203  -16.0081    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   36.6078  -14.7850    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   38.0264  -15.5967    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   38.7357  -16.0026    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
M  END

Alternative Forms

1. Parent:

   

   ALA4476055

   ---

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: 470.62

Molecular Weight (Monoisotopic): 470.3118

AlogP: 1.57

#Rotatable Bonds: 7

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: 11.88

CX Basic pKa: 9.12

CX LogP: 0.61

CX LogD: -3.57

Aromatic Rings: 2

Heavy Atoms: 34

QED Weighted: 0.56

Np Likeness Score: -1.36

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