4-(3-phenylpropylamino)-7-((1-(2-(pyridin-4-ylamino)ethyl)piperidin-4-yl)methoxy)quinazoline

ID: ALA4095950

PubChem CID: 117967488

Max Phase: Preclinical

Molecular Formula: C30H36N6O

Molecular Weight: 496.66

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  c1ccc(CCCNc2ncnc3cc(OCC4CCN(CCNc5ccncc5)CC4)ccc23)cc1

Standard InChI:  InChI=1S/C30H36N6O/c1-2-5-24(6-3-1)7-4-14-33-30-28-9-8-27(21-29(28)34-23-35-30)37-22-25-12-18-36(19-13-25)20-17-32-26-10-15-31-16-11-26/h1-3,5-6,8-11,15-16,21,23,25H,4,7,12-14,17-20,22H2,(H,31,32)(H,33,34,35)

Standard InChI Key:  SBQJKGDGGUTHTG-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

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   36.4017  -12.2143    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   36.3988  -11.3916    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   35.6861  -10.9864    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.9798  -12.2148    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.9821  -11.3970    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.2762  -10.9880    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.5675  -11.3955    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.5692  -12.2164    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   35.6826  -10.1692    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   34.9731   -9.7636    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   33.5577   -9.7697    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.8518  -10.1813    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.1454   -9.7754    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.4399  -10.1864    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.4430  -11.0044    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   32.8624  -12.6267    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   32.1537  -12.2198    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.4470  -12.6300    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.7401  -12.2198    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.0354  -12.6266    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.0331  -13.4441    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   30.7417  -13.8532    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.4525  -13.4447    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.3249  -13.8517    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.6177  -13.4421    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.9095  -13.8497    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   27.2023  -13.4401    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.7863  -12.6218    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   25.7878  -13.4432    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   26.4997  -12.2142    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.2048  -12.6251    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  5  1  1  0
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  9 10  1  0
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  4 11  1  0
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 13 14  1  0
 14 15  1  0
 15 16  2  0
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 17 18  2  0
 18 19  1  0
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 20 15  1  0
  9 21  1  0
 21 22  1  0
 22 23  1  0
 23 24  1  0
 23 28  1  0
 24 25  1  0
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 26 27  1  0
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 26 29  1  0
 29 30  1  0
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 31 32  1  0
 32 37  2  0
 36 33  2  0
 33 34  1  0
 34 35  2  0
 35 32  1  0
 36 37  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4095950

   N-(3-phenylpropyl)-7-[[1-[2-(pyridin-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: 496.66

Molecular Weight (Monoisotopic): 496.2951

AlogP: 5.27

#Rotatable Bonds: 12

Polar Surface Area: 75.20

Molecular Species: BASE

HBA: 7

HBD: 2

#RO5 Violations: 1

HBA (Lipinski): 7

HBD (Lipinski): 2

#RO5 Violations (Lipinski): 1

CX Acidic pKa: ┄

CX Basic pKa: 9.07

CX LogP: 4.34

CX LogD: 2.52

Aromatic Rings: 4

Heavy Atoms: 37

QED Weighted: 0.26

Np Likeness Score: -1.32

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