ID: ALA5208975

PubChem CID: 168296656

Max Phase: Preclinical

Molecular Formula: C23H22N6O3

Molecular Weight: 430.47

Names and Identifiers

Canonical SMILES:  O=C(NCc1ccncc1)c1ccc2cc1OCCOCCNc1ccn3ncc-2c3n1

Standard InChI:  InChI=1S/C23H22N6O3/c30-23(26-14-16-3-6-24-7-4-16)18-2-1-17-13-20(18)32-12-11-31-10-8-25-21-5-9-29-22(28-21)19(17)15-27-29/h1-7,9,13,15H,8,10-12,14H2,(H,25,28)(H,26,30)

Standard InChI Key:  VILRSEZWRNNXHN-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

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   -1.4619    3.2189    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7474    2.8064    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7474    1.9814    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4619    1.5689    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1764    1.9814    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0370    1.7265    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0370    3.0613    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.5219    2.3938    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8906    1.5690    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8906    0.7443    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6048    0.3319    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6048   -0.4927    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8906   -0.9051    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   -1.4621   -0.9051    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
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    0.7511    0.4891    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    0.0360   -0.7455    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   -0.6802    0.4876    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0360   -1.5702    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7502   -1.9826    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6782   -1.9826    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4645   -1.5702    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1787   -1.9826    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8931   -1.5704    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6048   -1.9822    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6048   -2.8072    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.8948   -3.2189    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1787   -2.8109    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  3  2  1  0
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  1  6  1  0
  6  5  2  0
  4  7  2  0
  3  8  1  0
  8  9  2  0
  9  7  1  0
  6 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  1  0
  7 17  1  0
 18 17  2  0
 19 18  1  0
 20 19  2  0
 21 20  1  0
 21 16  1  0
 22 21  2  0
 17 22  1  0
 20 23  1  0
 23 24  1  0
 23 25  2  0
 24 26  1  0
 26 27  1  0
 28 27  2  0
 29 28  1  0
 30 29  2  0
 31 30  1  0
 32 31  2  0
 27 32  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA5208975

   ---

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type:

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 430.47

Molecular Weight (Monoisotopic): 430.1753

AlogP: 2.54

#Rotatable Bonds: 3

Polar Surface Area: 102.67

Molecular Species: NEUTRAL

HBA: 8

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 9

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 13.76

CX Basic pKa: 5.02

CX LogP: 1.57

CX LogD: 1.57

Aromatic Rings: 4

Heavy Atoms: 32

QED Weighted: 0.51

Np Likeness Score: -1.29

References

1. Kurz CG, Preuss F, Tjaden A, Cusack M, Amrhein JA, Chatterjee D, Mathea S, Berger LM, Berger BT, Krämer A, Weller M, Weiss T, Müller S, Knapp S, Hanke T..  (2022)  Illuminating the Dark: Highly Selective Inhibition of Serine/Threonine Kinase 17A with Pyrazolo[1,5-a]pyrimidine-Based Macrocycles.,  65  (11.0): [PMID:35608370] [10.1021/acs.jmedchem.2c00173]

Source

Source(1):

• Scientific Literature