N-(3-phenylpropyl)-7-((1-(2-(quinolin-5-ylamino)ethyl)piperidin-4-yl)methoxy)quinazolin-4-amine

ID: ALA4103702

PubChem CID: 137656622

Max Phase: Preclinical

Molecular Formula: C34H38N6O

Molecular Weight: 546.72

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  c1ccc(CCCNc2ncnc3cc(OCC4CCN(CCNc5cccc6ncccc56)CC4)ccc23)cc1

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

Standard InChI Key:  PHYHWORXWDDRBV-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 41 46  0  0  0  0  0  0  0  0999 V2000
   10.4829   -4.7366    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   11.1967   -4.3230    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.1938   -3.4963    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   10.4811   -3.0910    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.7707   -4.3235    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.7730   -3.5016    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.0629   -3.0926    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.3501   -3.5001    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.3518   -4.3251    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.0624   -4.7346    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.4776   -2.2697    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    9.7640   -1.8600    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.0539   -2.2757    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.3404   -1.8660    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.6303   -2.2818    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9198   -1.8718    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2102   -2.2869    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2132   -3.1090    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9318   -3.5144    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.6384   -3.1011    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.6409   -4.7395    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.9281   -4.3285    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2173   -4.7429    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5103   -4.3285    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8016   -4.7394    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7993   -5.5611    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.5119   -5.9702    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2227   -5.5617    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0869   -5.9687    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3756   -5.5591    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6632   -5.9667    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.9519   -5.5571    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5318   -4.7347    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5333   -5.5602    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2443   -5.9661    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2452   -4.3229    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9544   -4.7380    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6649   -4.3288    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6673   -3.5088    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9534   -3.0997    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2458   -3.5071    0.0000 N   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
 12 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  2  0
 16 17  1  0
 17 18  2  0
 18 19  1  0
 19 20  2  0
 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
 25 26  1  0
 26 27  1  0
 27 28  1  0
 26 29  1  0
 29 30  1  0
 30 31  1  0
 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
 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:

   

   ALA4103702

   ---

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: 4.11

Aromatic Rings: 5

Heavy Atoms: 41

QED Weighted: 0.17

Np Likeness Score: -1.27

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