N-(4-morpholino-2-(3-(naphthalene-1-sulfonamido)phenyl)quinazolin-6-yl)acetamide

ID: ALA3354564

PubChem CID: 118720258

Max Phase: Preclinical

Molecular Formula: C30H27N5O4S

Molecular Weight: 553.64

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CC(=O)Nc1ccc2nc(-c3cccc(NS(=O)(=O)c4cccc5ccccc45)c3)nc(N3CCOCC3)c2c1

Standard InChI:  InChI=1S/C30H27N5O4S/c1-20(36)31-23-12-13-27-26(19-23)30(35-14-16-39-17-15-35)33-29(32-27)22-8-4-9-24(18-22)34-40(37,38)28-11-5-7-21-6-2-3-10-25(21)28/h2-13,18-19,34H,14-17H2,1H3,(H,31,36)

Standard InChI Key:  KGXGQVMIUTXLRP-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 40 45  0  0  0  0  0  0  0  0999 V2000
    8.9643   -5.3695    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.5599   -4.6638    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    8.1509   -5.3669    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1984   -3.4710    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1973   -4.2905    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9053   -4.6995    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9035   -3.0621    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4906   -3.0625    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.4904   -2.2453    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7826   -1.8369    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1980   -1.8366    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.6121   -3.4674    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6129   -4.2864    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3214   -4.6934    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.0297   -4.2826    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0249   -3.4605    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.3158   -3.0571    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3141   -2.2419    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.0214   -1.8307    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0190   -1.0171    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3110   -0.6084    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.6036   -1.0196    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6044   -1.8394    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7354   -4.6844    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7373   -5.5027    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4457   -5.9084    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1528   -5.4970    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1470   -4.6756    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4380   -4.2736    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8517   -4.2618    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    9.2670   -4.2513    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.6799   -3.4302    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.9642   -3.0242    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.2604   -3.4383    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.6831   -4.2497    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.9779   -4.6567    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.9787   -5.4690    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.6839   -5.8754    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.3899   -5.4635    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.3856   -4.6525    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  2  0
  3  2  2  0
  4  5  2  0
  5  6  1  0
  6 13  2  0
 12  7  2  0
  7  4  1  0
  4  8  1  0
  8  9  1  0
  9 10  1  0
  9 11  2  0
 12 13  1  0
 13 14  1  0
 14 15  2  0
 15 16  1  0
 16 17  2  0
 17 12  1  0
 18 19  1  0
 18 23  1  0
 19 20  1  0
 20 21  1  0
 21 22  1  0
 22 23  1  0
 17 18  1  0
 24 25  2  0
 25 26  1  0
 26 27  2  0
 27 28  1  0
 28 29  2  0
 29 24  1  0
 15 24  1  0
 28 30  1  0
 30  2  1  0
  2 31  1  0
 31 36  2  0
 35 32  2  0
 32 33  1  0
 33 34  2  0
 34 31  1  0
 35 36  1  0
 36 37  1  0
 37 38  2  0
 38 39  1  0
 39 40  2  0
 40 35  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA3354564

   ---

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: 553.64

Molecular Weight (Monoisotopic): 553.1784

AlogP: 5.05

#Rotatable Bonds: 6

Polar Surface Area: 113.52

Molecular Species: NEUTRAL

HBA: 7

HBD: 2

#RO5 Violations: 2

HBA (Lipinski): 9

HBD (Lipinski): 2

#RO5 Violations (Lipinski): 2

CX Acidic pKa: 7.45

CX Basic pKa: 4.82

CX LogP: 5.21

CX LogD: 4.97

Aromatic Rings: 5

Heavy Atoms: 40

QED Weighted: 0.30

Np Likeness Score: -1.86

References

1. Mountford SJ, Zheng Z, Sundaram K, Jennings IG, Hamilton JR, Thompson PE..  (2015)  Class II but Not Second Class-Prospects for the Development of Class II PI3K Inhibitors.,  6  (1): [PMID:25589915] [10.1021/ml500354e]

Source

Source(1):

• Scientific Literature