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

ID: ALA4097289

PubChem CID: 137658965

Max Phase: Preclinical

Molecular Formula: C35H39N5O

Molecular Weight: 545.73

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  c1ccc(CCCNc2ncnc3cc(OCC4CCN(CCNc5ccc6ccccc6c5)CC4)ccc23)cc1

Standard InChI:  InChI=1S/C35H39N5O/c1-2-7-27(8-3-1)9-6-18-37-35-33-15-14-32(24-34(33)38-26-39-35)41-25-28-16-20-40(21-17-28)22-19-36-31-13-12-29-10-4-5-11-30(29)23-31/h1-5,7-8,10-15,23-24,26,28,36H,6,9,16-22,25H2,(H,37,38,39)

Standard InChI Key:  UCPINSPKOMNEFD-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

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   24.6783  -25.2175    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   22.5473  -28.1133    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   21.8305  -27.7000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   20.4005  -27.7000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.6877  -28.1132    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.6855  -28.9394    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
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   18.9690  -29.3493    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.2537  -28.9374    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.5414  -29.3473    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   16.8261  -28.9355    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.3995  -28.9386    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.1145  -29.3467    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   14.6868  -26.8766    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.6884  -27.6967    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  5  1  1  0
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  9 21  1  0
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 37 35  1  0
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 40 41  1  0
 41 36  2  0
M  END

Alternative Forms

1. Parent:

   

   ALA4097289

   ---

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: 545.73

Molecular Weight (Monoisotopic): 545.3155

AlogP: 7.03

#Rotatable Bonds: 12

Polar Surface Area: 62.31

Molecular Species: BASE

HBA: 6

HBD: 2

#RO5 Violations: 2

HBA (Lipinski): 6

HBD (Lipinski): 2

#RO5 Violations (Lipinski): 2

CX Acidic pKa: ┄

CX Basic pKa: 8.99

CX LogP: 6.54

CX LogD: 4.94

Aromatic Rings: 5

Heavy Atoms: 41

QED Weighted: 0.16

Np Likeness Score: -1.15

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