(R)-N-(2-(2-Fluoro-3-hydroxy-3-methylbutyl)-6-morpholino-1,1-dioxo-3H-1,2-benzothiazol-5-yl)pyrazolo[1,5-a]pyrimidine-3-carboxamide

ID: ALA4536154

PubChem CID: 129297531

Max Phase: Preclinical

Molecular Formula: C23H27FN6O5S

Molecular Weight: 518.57

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  CC(C)(O)[C@H](F)CN1Cc2cc(NC(=O)c3cnn4cccnc34)c(N3CCOCC3)cc2S1(=O)=O

Standard InChI:  InChI=1S/C23H27FN6O5S/c1-23(2,32)20(24)14-29-13-15-10-17(27-22(31)16-12-26-30-5-3-4-25-21(16)30)18(11-19(15)36(29,33)34)28-6-8-35-9-7-28/h3-5,10-12,20,32H,6-9,13-14H2,1-2H3,(H,27,31)/t20-/m1/s1

Standard InChI Key:  IJFSSJNDQGCBGQ-HXUWFJFHSA-N

Molfile:  

 
     RDKit          2D

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   15.3439   -3.4939    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.0855   -5.0641    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   17.8750   -4.2758    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
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   21.5601   -0.7501    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.7700   -1.2832    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
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   16.1647   -4.3161    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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 34 36  1  1
M  END

Alternative Forms

1. Parent:

   

   ALA4536154

   ---

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: 518.57

Molecular Weight (Monoisotopic): 518.1748

AlogP: 1.43

#Rotatable Bonds: 6

Polar Surface Area: 129.37

Molecular Species: NEUTRAL

HBA: 9

HBD: 2

#RO5 Violations: 1

HBA (Lipinski): 11

HBD (Lipinski): 2

#RO5 Violations (Lipinski): 2

CX Acidic pKa: 12.05

CX Basic pKa: 0.42

CX LogP: 0.71

CX LogD: 0.71

Aromatic Rings: 3

Heavy Atoms: 36

QED Weighted: 0.50

Np Likeness Score: -1.73

References

1. Rajapaksa NS, Gobbi A, Drobnick J, Do S, Kolesnikov A, Liang J, Chen Y, Sujatha-Bhaskar S, Huang Z, Brightbill H, Francis R, Yu C, Choo EF, DeMent K, Ran Y, An L, Emson C, Maher J, Wai J, McKenzie BS, Lupardus PJ, Zarrin AA, Kiefer JR, Bryan MC..  (2020)  Discovery of Potent Benzolactam IRAK4 Inhibitors with Robust in Vivo Activity.,  11  (3): [PMID:32184965] [10.1021/acsmedchemlett.9b00380]

Source

Source(1):

• Scientific Literature