US9499523, 13

ID: ALA3981609

PubChem CID: 118574353

Max Phase: Preclinical

Molecular Formula: C18H15Cl3N10O

Molecular Weight: 493.75

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  C[C@H](Nc1nc(N)nc(N)c1Cl)c1nc2c(Cl)ccc(Cl)c2c(=O)n1-c1cnc(N)cn1

Standard InChI:  InChI=1S/C18H15Cl3N10O/c1-6(27-15-12(21)14(23)29-18(24)30-15)16-28-13-8(20)3-2-7(19)11(13)17(32)31(16)10-5-25-9(22)4-26-10/h2-6H,1H3,(H2,22,25)(H5,23,24,27,29,30)/t6-/m0/s1

Standard InChI Key:  NOUGVIHFJLRMBB-LURJTMIESA-N

Molfile:  

     RDKit          2D

 32 35  0  0  1  0  0  0  0  0999 V2000
    3.6380   -0.8969    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5998   -1.4987    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6028   -2.9995    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.9036   -3.7481    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2002   -2.9938    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.5017   -3.7394    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.5389   -3.1359    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.5068   -5.2394    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.2103   -5.9938    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2144   -7.1937    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.9087   -5.2482    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8716   -5.8517    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    1.2990   -0.7500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2990    0.7500    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    1.5000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    3.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0392    3.6000    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   -1.2991    3.7500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5981    3.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5981    1.5000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6373    0.9000    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   -1.2990    0.7500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2990   -0.7500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3383   -1.3500    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -1.5000    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -3.0008    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2978   -3.7529    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2955   -5.2529    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.0048   -6.0009    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0067   -7.2009    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.3026   -5.2488    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3002   -3.7488    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  6
  2  3  1  0
  3  4  1  0
  4  5  2  0
  5  6  1  0
  6  7  1  0
  6  8  2  0
  8  9  1  0
  9 10  1  0
  9 11  2  0
 11  4  1  0
 11 12  1  0
  2 13  1  0
 13 14  2  0
 14 15  1  0
 15 16  2  0
 16 17  1  0
 16 18  1  0
 18 19  2  0
 19 20  1  0
 20 21  1  0
 20 22  2  0
 22 15  1  0
 22 23  1  0
 23 24  2  0
 23 25  1  0
 25 13  1  0
 25 26  1  0
 26 27  2  0
 27 28  1  0
 28 29  2  0
 29 30  1  0
 29 31  1  0
 31 32  2  0
 32 26  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA3981609

   3-(5-aminopyrazin-2-yl)-5,8-dichloro-2-[(1S)-1-[(2,6-diamino-5-chloropyrimidin-4-yl)amino]ethyl]quinazolin-4-one

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: 493.75

Molecular Weight (Monoisotopic): 492.0496

AlogP: 2.85

#Rotatable Bonds: 4

Polar Surface Area: 176.54

Molecular Species: NEUTRAL

HBA: 11

HBD: 4

#RO5 Violations: 1

HBA (Lipinski): 11

HBD (Lipinski): 7

#RO5 Violations (Lipinski): 2

CX Acidic pKa: ┄

CX Basic pKa: 6.16

CX LogP: 2.39

CX LogD: 2.39

Aromatic Rings: 4

Heavy Atoms: 32

QED Weighted: 0.33

Np Likeness Score: -0.93

References

1.  (2016)  Phosphatidylinositol 3-kinase inhibitors, 

Source

Source(1):

• BindingDB Database