4-(2-(4-chlorophenyl)ethylamino)-7-((1-(2-(quinolin-4-ylamino)ethyl)piperidin-4-yl)methoxy)quinazoline

ID: ALA4097685

PubChem CID: 117967705

Max Phase: Preclinical

Molecular Formula: C33H35ClN6O

Molecular Weight: 567.14

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  Clc1ccc(CCNc2ncnc3cc(OCC4CCN(CCNc5ccnc6ccccc56)CC4)ccc23)cc1

Standard InChI:  InChI=1S/C33H35ClN6O/c34-26-7-5-24(6-8-26)11-15-37-33-29-10-9-27(21-32(29)38-23-39-33)41-22-25-13-18-40(19-14-25)20-17-36-31-12-16-35-30-4-2-1-3-28(30)31/h1-10,12,16,21,23,25H,11,13-15,17-20,22H2,(H,35,36)(H,37,38,39)

Standard InChI Key:  VIOCZZKCBHZKLK-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

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    9.7806   -6.2741    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    8.3673   -6.2790    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
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    4.8298   -7.5040    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    3.4143   -7.5020    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
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    1.2912   -6.2741    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.2927   -7.0956    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0037   -7.5014    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0030   -5.8658    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    2.7083   -4.6439    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    8.3609   -3.8337    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9356   -2.2059    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
  5  1  1  0
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M  END

Alternative Forms

1. Parent:

   

   ALA4097685

   N-[2-(4-chlorophenyl)ethyl]-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: 567.14

Molecular Weight (Monoisotopic): 566.2561

AlogP: 6.69

#Rotatable Bonds: 11

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: 5.87

CX LogD: 3.82

Aromatic Rings: 5

Heavy Atoms: 41

QED Weighted: 0.18

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