4-(2-(4-benzylpiperazin-1-yl)ethyl)-7-(piperidin-4-ylmethoxy))quinazoline

ID: ALA4092341

PubChem CID: 137654426

Max Phase: Preclinical

Molecular Formula: C38H46N8O

Molecular Weight: 630.84

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  c1ccc(CN2CCN(CCNc3ncnc4cc(OCC5CCN(CCNc6ccnc7ccccc67)CC5)ccc34)CC2)cc1

Standard InChI:  InChI=1S/C38H46N8O/c1-2-6-30(7-3-1)27-46-24-22-45(23-25-46)21-17-41-38-34-11-10-32(26-37(34)42-29-43-38)47-28-31-13-18-44(19-14-31)20-16-40-36-12-15-39-35-9-5-4-8-33(35)36/h1-12,15,26,29,31H,13-14,16-25,27-28H2,(H,39,40)(H,41,42,43)

Standard InChI Key:  MKTCKVVRUKCBMR-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 47 53  0  0  0  0  0  0  0  0999 V2000
   23.4506  -27.9853    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   24.1644  -27.5758    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.1616  -26.7491    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   23.4488  -26.3397    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.7385  -27.5763    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.7408  -26.7544    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.0307  -26.3412    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.3179  -26.7529    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.3195  -27.5779    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.0302  -27.9833    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.4454  -25.5184    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   22.7318  -25.1128    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.6087  -27.9882    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   19.8959  -27.5813    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.1850  -27.9916    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.4781  -27.5813    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.7693  -27.9881    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.7670  -28.8098    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   18.4797  -29.2230    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.1905  -28.8104    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.0546  -29.2215    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.3434  -28.8078    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.6309  -29.2195    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   14.9197  -28.8058    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.4995  -27.9834    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   13.5010  -28.8089    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.2120  -29.2189    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.2113  -27.5750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.9222  -27.9867    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.6340  -27.5806    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.6363  -26.7588    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.9208  -26.3449    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.2118  -26.7575    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.0217  -25.5244    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.3081  -25.1189    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   21.3103  -24.2972    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.6008  -23.8875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.8883  -24.2998    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   19.8898  -25.1221    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.6038  -25.5321    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.1762  -23.8874    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.4687  -24.3005    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.7599  -23.8875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.0487  -24.2999    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.0487  -25.1221    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.7657  -25.5302    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.4739  -25.1196    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  5  1  1  0
  1  2  2  0
  2  3  1  0
  3  4  2  0
  4  6  1  0
  5  6  1  0
  6  7  2  0
  7  8  1  0
  8  9  2  0
  9 10  1  0
 10  5  2  0
  4 11  1  0
 11 12  1  0
  9 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  1  0
 15 20  1  0
 16 17  1  0
 17 18  1  0
 18 19  1  0
 19 20  1  0
 18 21  1  0
 21 22  1  0
 22 23  1  0
 23 24  1  0
 24 29  2  0
 28 25  2  0
 25 26  1  0
 26 27  2  0
 27 24  1  0
 28 29  1  0
 29 30  1  0
 30 31  2  0
 31 32  1  0
 32 33  2  0
 33 28  1  0
 12 34  1  0
 34 35  1  0
 35 36  1  0
 35 40  1  0
 36 37  1  0
 37 38  1  0
 38 39  1  0
 39 40  1  0
 38 41  1  0
 41 42  1  0
 42 43  2  0
 43 44  1  0
 44 45  2  0
 45 46  1  0
 46 47  2  0
 47 42  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4092341

   ---

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type: Small molecule

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 630.84

Molecular Weight (Monoisotopic): 630.3795

AlogP: 5.61

#Rotatable Bonds: 13

Polar Surface Area: 81.68

Molecular Species: BASE

HBA: 9

HBD: 2

#RO5 Violations: 2

HBA (Lipinski): 9

HBD (Lipinski): 2

#RO5 Violations (Lipinski): 2

CX Acidic pKa: ┄

CX Basic pKa: 9.00

CX LogP: 4.84

CX LogD: 2.22

Aromatic Rings: 5

Heavy Atoms: 47

QED Weighted: 0.17

Np Likeness Score: -1.20

References

1. Halby L, Menon Y, Rilova E, Pechalrieu D, Masson V, Faux C, Bouhlel MA, David-Cordonnier MH, Novosad N, Aussagues Y, Samson A, Lacroix L, Ausseil F, Fleury L, Guianvarc'h D, Ferroud C, Arimondo PB..  (2017)  Rational Design of Bisubstrate-Type Analogues as Inhibitors of DNA Methyltransferases in Cancer Cells.,  60  (11): [PMID:28463515] [10.1021/acs.jmedchem.7b00176]

Source

Source(1):

• Scientific Literature