US9499523, 7

ID: ALA3983697

PubChem CID: 118574357

Max Phase: Preclinical

Molecular Formula: C18H16Cl2N10O

Molecular Weight: 459.30

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  C[C@H](Nc1nc(N)nc(N)c1Cl)c1nc2cccc(Cl)c2c(=O)n1-c1cnc(N)cn1

Standard InChI:  InChI=1S/C18H16Cl2N10O/c1-7(26-15-13(20)14(22)28-18(23)29-15)16-27-9-4-2-3-8(19)12(9)17(31)30(16)11-6-24-10(21)5-25-11/h2-7H,1H3,(H2,21,24)(H5,22,23,26,28,29)/t7-/m0/s1

Standard InChI Key:  PBLDCIWSRPNCEZ-ZETCQYMHSA-N

Molfile:  

     RDKit          2D

 31 34  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
   -1.2991    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
 17 18  2  0
 18 19  1  0
 19 20  1  0
 19 21  2  0
 21 15  1  0
 21 22  1  0
 22 23  2  0
 22 24  1  0
 24 13  1  0
 24 25  1  0
 25 26  2  0
 26 27  1  0
 27 28  2  0
 28 29  1  0
 28 30  1  0
 30 31  2  0
 31 25  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA3983697

   3-(5-aminopyrazin-2-yl)-5-chloro-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: 459.30

Molecular Weight (Monoisotopic): 458.0886

AlogP: 2.19

#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: 1.79

CX LogD: 1.79

Aromatic Rings: 4

Heavy Atoms: 31

QED Weighted: 0.35

Np Likeness Score: -1.03

References

1.  (2016)  Phosphatidylinositol 3-kinase inhibitors, 

Source

Source(1):

• BindingDB Database