US8481536, 496::US8481536, 610

ID: ALA3651249

PubChem CID: 59837748

Max Phase: Preclinical

Molecular Formula: C23H21ClN6O2

Molecular Weight: 448.91

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  Cc1cc(-c2cc(O)ccc2Cl)cc2nnc(Nc3ccc(N4CCOCC4)nc3)nc12

Standard InChI:  InChI=1S/C23H21ClN6O2/c1-14-10-15(18-12-17(31)3-4-19(18)24)11-20-22(14)27-23(29-28-20)26-16-2-5-21(25-13-16)30-6-8-32-9-7-30/h2-5,10-13,31H,6-9H2,1H3,(H,26,27,29)

Standard InChI Key:  NYBNNHFUSGTOBH-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 32 36  0  0  0  0  0  0  0  0999 V2000
    2.3383   -1.3500    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
    1.2990    0.7500    0.0000 C   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
   -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
   -2.5981   -1.5000    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5981   -3.0000    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2990   -3.7500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2959   -5.2508    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.0049   -5.9994    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0102   -7.4994    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3118   -8.2449    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6082   -7.4904    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6030   -5.9904    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.3014   -5.2449    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9105   -8.2363    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.9182   -9.7363    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2210  -10.4798    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5162   -9.7232    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.5087   -8.2232    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2059   -7.4798    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -3.0000    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    3.0008    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3002    3.7488    0.0000 C   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
   -2.3428    5.8472    0.0000 O   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
    1.2954    5.2529    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
    2.3380    3.1546    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  3  4  1  0
  4  5  2  0
  5  6  1  0
  6  7  2  0
  7  8  1  0
  8  9  2  0
  9 10  1  0
 10 11  1  0
 11 12  2  0
 12 13  1  0
 13 14  2  0
 14 15  1  0
 15 16  2  0
 16 11  1  0
 14 17  1  0
 17 18  1  0
 18 19  1  0
 19 20  1  0
 20 21  1  0
 21 22  1  0
 22 17  1  0
  9 23  1  0
 23 24  2  0
 24  2  1  0
 24  6  1  0
  4 25  1  0
 25 26  2  0
 26 27  1  0
 27 28  1  0
 27 29  2  0
 29 30  1  0
 30 31  2  0
 31 25  1  0
 31 32  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA3651249

   4-Chloro-3-[5-methyl-3-[(6-morpholin-4-ylpyridin-3-yl)amino]-1,2,4-benzotriazin-7-yl]phenol

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: 448.91

Molecular Weight (Monoisotopic): 448.1415

AlogP: 4.33

#Rotatable Bonds: 4

Polar Surface Area: 96.29

Molecular Species: NEUTRAL

HBA: 8

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 8

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 8.85

CX Basic pKa: 6.18

CX LogP: 4.68

CX LogD: 4.64

Aromatic Rings: 4

Heavy Atoms: 32

QED Weighted: 0.48

Np Likeness Score: -1.59

References

1.  (2013)  Benzotriazine inhibitors of kinases, 

2.  (2008)  Benzotriazine inhibitors of kinases, 

Source

Source(2):

• BindingDB Database
• Patent Bioactivity Data