N-(3-((1H-imidazol-2-yl)methylcarbamoyl)-1-methyl-1H-pyrazol-4-yl)-2'-(cyclopropylmethylamino)-2,4'-bipyridine-6-carboxamide

ID: ALA4570872

PubChem CID: 117872890

Max Phase: Preclinical

Molecular Formula: C24H25N9O2

Molecular Weight: 471.53

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  Cn1cc(NC(=O)c2cccc(-c3ccnc(NCC4CC4)c3)n2)c(C(=O)NCc2ncc[nH]2)n1

Standard InChI:  InChI=1S/C24H25N9O2/c1-33-14-19(22(32-33)24(35)29-13-21-26-9-10-27-21)31-23(34)18-4-2-3-17(30-18)16-7-8-25-20(11-16)28-12-15-5-6-15/h2-4,7-11,14-15H,5-6,12-13H2,1H3,(H,25,28)(H,26,27)(H,29,35)(H,31,34)

Standard InChI Key:  WSGGEYUNGXSNTI-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

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   35.0624   -2.4663    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   35.7704   -2.8752    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   36.4801   -2.4658    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   34.3557   -1.2383    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
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   36.8364   -8.7071    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
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   34.3756   -6.7447    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   37.5651  -10.1480    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   38.7726   -9.6094    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
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 15 17  1  0
 11 18  1  0
 18 19  1  0
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 26 28  1  0
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 28 30  1  0
 30 31  1  0
 31 32  1  0
 32 33  1  0
 33 34  2  0
 34 35  1  0
 35 31  2  0
M  END

Alternative Forms

1. Parent:

   

   ALA4570872

   US9586948, Example 36

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: 471.53

Molecular Weight (Monoisotopic): 471.2131

AlogP: 2.60

#Rotatable Bonds: 9

Polar Surface Area: 142.51

Molecular Species: NEUTRAL

HBA: 8

HBD: 4

#RO5 Violations: ┄

HBA (Lipinski): 11

HBD (Lipinski): 4

#RO5 Violations (Lipinski): 1

CX Acidic pKa: 11.89

CX Basic pKa: 6.80

CX LogP: 2.11

CX LogD: 2.08

Aromatic Rings: 4

Heavy Atoms: 35

QED Weighted: 0.29

Np Likeness Score: -1.83

References

1. Hanisak J, Seganish WM, McElroy WT, Tang H, Zhang R, Tsui HC, Fischmann T, Tulshian D, Tata J, Sondey C, Devito K, Fossetta J, Garlisi CG, Lundell D, Niu X..  (2016)  Efforts towards the optimization of a bi-aryl class of potent IRAK4 inhibitors.,  26  (17): [PMID:27476420] [10.1016/j.bmcl.2016.07.048]

Source

Source(1):

• Scientific Literature