US8481536, 470::US8481536, 605

ID: ALA3651227

PubChem CID: 59837723

Max Phase: Preclinical

Molecular Formula: C27H30N6O3S

Molecular Weight: 518.64

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  COc1cc2nc(Nc3ccc(S(=O)(=O)NCCN4CCCC4)cc3)nnc2cc1-c1ccccc1C

Standard InChI:  InChI=1S/C27H30N6O3S/c1-19-7-3-4-8-22(19)23-17-25-24(18-26(23)36-2)30-27(32-31-25)29-20-9-11-21(12-10-20)37(34,35)28-13-16-33-14-5-6-15-33/h3-4,7-12,17-18,28H,5-6,13-16H2,1-2H3,(H,29,30,32)

Standard InChI Key:  MISJXJNFFYOIPX-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

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    2.6003   -1.4977    0.0000 O   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
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   -2.6030    5.9994    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   -3.8995    5.2449    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5087    8.2363    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
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   -9.2717   14.2098    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -10.7406   14.5135    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -11.4835   13.2104    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -10.4736   12.1012    0.0000 C   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
   -2.5981    1.5000    0.0000 N   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
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    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
    0.0048   -6.0009    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2955   -5.2529    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   -2.3380   -3.1546    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
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  3  4  2  0
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  8  9  1  0
  9 10  2  0
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 12 13  1  0
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 12 15  1  0
 15 16  2  0
 15 17  2  0
 15 18  1  0
 18 19  1  0
 19 20  1  0
 20 21  1  0
 21 22  1  0
 22 23  1  0
 23 24  1  0
 24 25  1  0
 25 21  1  0
  7 26  2  0
 26 27  1  0
 27 28  2  0
 28  5  1  0
 28 29  1  0
 29 30  2  0
 30  3  1  0
 30 31  1  0
 31 32  2  0
 32 33  1  0
 33 34  2  0
 34 35  1  0
 35 36  2  0
 36 31  1  0
 36 37  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA3651227

   4-[[6-methoxy-7-(2-methylphenyl)-1,2,4-benzotriazin-3-yl]amino]-N-(2-pyrrolidin-1-ylethyl)benzenesulfonamide

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: 518.64

Molecular Weight (Monoisotopic): 518.2100

AlogP: 4.13

#Rotatable Bonds: 9

Polar Surface Area: 109.34

Molecular Species: NEUTRAL

HBA: 8

HBD: 2

#RO5 Violations: 1

HBA (Lipinski): 9

HBD (Lipinski): 2

#RO5 Violations (Lipinski): 1

CX Acidic pKa: 10.36

CX Basic pKa: 7.55

CX LogP: 4.21

CX LogD: 3.82

Aromatic Rings: 4

Heavy Atoms: 37

QED Weighted: 0.34

Np Likeness Score: -1.39

References

1.  (2013)  Benzotriazine inhibitors of kinases, 

2.  (2008)  Benzotriazine inhibitors of kinases, 

Source

Source(2):

• BindingDB Database
• Patent Bioactivity Data