4-((3-phenylpropyl)amino)-7-((1-(2-(quinolin-4-ylamino)ethyl)piperidin-4-yl)methoxy)quinazoline

ID: ALA4096360

PubChem CID: 117967861

Max Phase: Preclinical

Molecular Formula: C34H38N6O

Molecular Weight: 546.72

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  c1ccc(CCCNc2ncnc3cc(OCC4CCN(CCNc5ccnc6ccccc56)CC4)ccc23)cc1

Standard InChI:  InChI=1S/C34H38N6O/c1-2-7-26(8-3-1)9-6-17-37-34-30-13-12-28(23-33(30)38-25-39-34)41-24-27-15-20-40(21-16-27)22-19-36-32-14-18-35-31-11-5-4-10-29(31)32/h1-5,7-8,10-14,18,23,25,27H,6,9,15-17,19-22,24H2,(H,35,36)(H,37,38,39)

Standard InChI Key:  DPNGRMNVFKZZSM-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 41 46  0  0  0  0  0  0  0  0999 V2000
   31.7662   -9.8781    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.0554  -10.2925    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.3426   -9.8814    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   29.6317  -10.2958    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.2138  -11.1170    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   28.9316  -11.5238    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.6391  -11.1118    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.2123  -10.2948    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.9215   -9.8837    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.9206   -9.0673    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.2112   -8.6611    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.5013   -9.0731    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.5057   -9.8881    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.4790  -10.2891    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   32.4770  -11.1069    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.1816  -11.5138    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.8948  -11.1070    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.8949  -10.2847    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.1816   -9.8692    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.6061  -11.5166    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   35.3185  -11.1090    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   36.0298  -11.5186    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   36.0268  -12.3374    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   37.4491  -11.5137    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   36.7381  -11.1079    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   37.4506  -12.3392    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   36.7387  -12.7492    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   36.7363  -13.5647    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   37.4441  -13.9764    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   38.1519  -13.5706    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   38.1560  -12.7489    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   38.8685  -12.3373    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   39.5797  -12.7511    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   40.2922  -12.3395    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   41.0033  -12.7534    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   41.7158  -12.3418    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   42.4244  -12.7595    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   43.1364  -12.3486    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   43.1382  -11.5264    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   42.4220  -11.1168    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   41.7129  -11.5260    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  4  9  2  0
  8  5  2  0
  5  6  1  0
  6  7  2  0
  7  4  1  0
  8  9  1  0
  9 10  1  0
 10 11  2  0
 11 12  1  0
 12 13  2  0
 13  8  1  0
  1 14  1  0
 14 15  1  0
 14 19  1  0
 15 16  1  0
 16 17  1  0
 17 18  1  0
 18 19  1  0
 17 20  1  0
 20 21  1  0
 21 22  1  0
 22 23  2  0
 23 27  1  0
 26 24  1  0
 24 25  2  0
 25 22  1  0
 26 27  2  0
 26 31  1  0
 27 28  1  0
 28 29  2  0
 29 30  1  0
 30 31  2  0
 31 32  1  0
 32 33  1  0
 33 34  1  0
 34 35  1  0
 35 36  1  0
 36 37  2  0
 37 38  1  0
 38 39  2  0
 39 40  1  0
 40 41  2  0
 41 36  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4096360

   N-(3-phenylpropyl)-7-[[1-[2-(quinolin-4-ylamino)ethyl]piperidin-4-yl]methoxy]quinazolin-4-amine

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: 546.72

Molecular Weight (Monoisotopic): 546.3107

AlogP: 6.43

#Rotatable Bonds: 12

Polar Surface Area: 75.20

Molecular Species: BASE

HBA: 7

HBD: 2

#RO5 Violations: 2

HBA (Lipinski): 7

HBD (Lipinski): 2

#RO5 Violations (Lipinski): 2

CX Acidic pKa: ┄

CX Basic pKa: 9.00

CX LogP: 5.71

CX LogD: 3.66

Aromatic Rings: 5

Heavy Atoms: 41

QED Weighted: 0.17

Np Likeness Score: -1.18

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