(R)-2-(6-Fluoroimidazo[1,2-a]pyridin-3-yl)-9-(1-(5-fluoropyridin-2-yl)ethyl)-7H-purin-8(9H)-one

ID: ALA4536396

PubChem CID: 67123577

Max Phase: Preclinical

Molecular Formula: C19H13F2N7O

Molecular Weight: 393.36

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  C[C@H](c1ccc(F)cn1)n1c(=O)[nH]c2cnc(-c3cnc4ccc(F)cn34)nc21

Standard InChI:  InChI=1S/C19H13F2N7O/c1-10(13-4-2-11(20)6-22-13)28-18-14(25-19(28)29)7-24-17(26-18)15-8-23-16-5-3-12(21)9-27(15)16/h2-10H,1H3,(H,25,29)/t10-/m1/s1

Standard InChI Key:  ADCLIGYIOGFSIW-SNVBAGLBSA-N

Molfile:  

 
     RDKit          2D

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   25.2058  -13.6451    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   26.4657  -14.0540    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   23.5539  -11.8256    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   27.5791  -13.0552    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   28.3777  -12.8855    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.6306  -12.1076    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.0788  -11.4991    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.2823  -11.6719    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   29.4297  -11.9363    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
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  8 19  2  0
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  9 21  1  0
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 21 28  1  6
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M  END

Alternative Forms

1. Parent:

   

   ALA4536396

   2-(6-fluoroimidazo[1,2-a]pyridin-3-yl)-9-[(1R)-1-(5-fluoropyridin-2-yl)ethyl]-7H-purin-8-one

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type: Unknown

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 393.36

Molecular Weight (Monoisotopic): 393.1150

AlogP: 2.72

#Rotatable Bonds: 3

Polar Surface Area: 93.76

Molecular Species: NEUTRAL

HBA: 7

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 8

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 12.27

CX Basic pKa: 4.92

CX LogP: 2.91

CX LogD: 2.91

Aromatic Rings: 5

Heavy Atoms: 29

QED Weighted: 0.51

Np Likeness Score: -1.41

References

1. Bach J, Eastwood P, González J, Gómez E, Alonso JA, Fonquerna S, Lozoya E, Orellana A, Maldonado M, Calaf E, Albertí J, Pérez J, Andrés A, Prats N, Carreño C, Calama E, De Alba J, Calbet M, Miralpeix M, Ramis I..  (2019)  Identification of 2-Imidazopyridine and 2-Aminopyridone Purinones as Potent Pan-Janus Kinase (JAK) Inhibitors for the Inhaled Treatment of Respiratory Diseases.,  62  (20): [PMID:31609613] [10.1021/acs.jmedchem.9b00533]

Source

Source(1):

• Scientific Literature