7-(benzyloxy)-N4-(1-benzylpiperidin-4-yl)-N2-(3-(dimethylamino)propyl)-6-methoxy quinazoline-2,4-diamine

ID: ALA5202637

PubChem CID: 163409110

Max Phase: Preclinical

Molecular Formula: C33H42N6O2

Molecular Weight: 554.74

Names and Identifiers

Canonical SMILES:  COc1cc2c(NC3CCN(Cc4ccccc4)CC3)nc(NCCCN(C)C)nc2cc1OCc1ccccc1

Standard InChI:  InChI=1S/C33H42N6O2/c1-38(2)18-10-17-34-33-36-29-22-31(41-24-26-13-8-5-9-14-26)30(40-3)21-28(29)32(37-33)35-27-15-19-39(20-16-27)23-25-11-6-4-7-12-25/h4-9,11-14,21-22,27H,10,15-20,23-24H2,1-3H3,(H2,34,35,36,37)

Standard InChI Key:  CLMKFAVBRRFUGX-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 41 45  0  0  0  0  0  0  0  0999 V2000
   -1.7851   -0.2048    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0705    0.2074    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3586   -0.2044    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3586   -1.0296    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0688   -1.4415    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7851   -1.0333    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4998   -1.4459    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2144   -1.0333    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3591   -1.4438    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.0707   -1.0271    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0707   -0.2061    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.3540    0.2063    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3540    1.0315    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.0686    1.4441    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0686    2.2693    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7832    2.6818    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4979    2.2693    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.4979    1.4441    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7832    1.0315    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2125    2.6818    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9271    2.2693    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6419    2.6817    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3541    2.2697    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3541    1.4442    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6437    1.0323    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9271    1.4405    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7853   -1.4397    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.5000   -1.0271    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2146   -1.4397    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4998    0.2076    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2144   -0.2048    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9292   -1.0271    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6439   -1.4397    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.3585   -1.0271    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6439   -2.2649    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9290   -1.4459    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9290   -2.2712    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6421   -2.6818    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3585   -2.2691    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3585   -1.4481    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6467   -1.0316    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  2  0
  3  2  1  0
  4  3  2  0
  5  4  1  0
  1  6  1  0
  6  5  2  0
  6  7  1  0
  7  8  1  0
  4  9  1  0
  9 10  2  0
 10 11  1  0
  3 12  1  0
 11 12  2  0
 12 13  1  0
 13 14  1  0
 15 14  1  0
 16 15  1  0
 17 16  1  0
 18 17  1  0
 14 19  1  0
 19 18  1  0
 17 20  1  0
 20 21  1  0
 22 21  2  0
 23 22  1  0
 24 23  2  0
 25 24  1  0
 21 26  1  0
 26 25  2  0
 10 27  1  0
 27 28  1  0
 28 29  1  0
  1 30  1  0
 30 31  1  0
 29 32  1  0
 32 33  1  0
 33 34  1  0
 33 35  1  0
  8 36  1  0
 37 36  2  0
 38 37  1  0
 39 38  2  0
 40 39  1  0
 41 40  2  0
 36 41  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA5202637

   ---

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type:

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 554.74

Molecular Weight (Monoisotopic): 554.3369

AlogP: 5.66

#Rotatable Bonds: 13

Polar Surface Area: 74.78

Molecular Species: BASE

HBA: 8

HBD: 2

#RO5 Violations: 2

HBA (Lipinski): 8

HBD (Lipinski): 2

#RO5 Violations (Lipinski): 2

CX Acidic pKa: ┄

CX Basic pKa: 9.48

CX LogP: 4.88

CX LogD: 1.35

Aromatic Rings: 4

Heavy Atoms: 41

QED Weighted: 0.21

Np Likeness Score: -1.12

References

1. Menna M, Fiorentino F, Marrocco B, Lucidi A, Tomassi S, Cilli D, Romanenghi M, Cassandri M, Pomella S, Pezzella M, Del Bufalo D, Zeya Ansari MS, Tomašević N, Mladenović M, Viviano M, Sbardella G, Rota R, Trisciuoglio D, Minucci S, Mattevi A, Rotili D, Mai A..  (2022)  Novel non-covalent LSD1 inhibitors endowed with anticancer effects in leukemia and solid tumor cellular models.,  237  [PMID:35525212] [10.1016/j.ejmech.2022.114410]

Source

Source(1):

• Scientific Literature