N-(5-(4-(hydroxymethyl)piperidin-1-yl)-1H-benzo[d]imidazol-6-yl)pyrazolo[1,5-a]pyrimidine-3-carboxamide

ID: ALA4554579

PubChem CID: 155556454

Max Phase: Preclinical

Molecular Formula: C20H21N7O2

Molecular Weight: 391.44

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  O=C(Nc1cc2[nH]cnc2cc1N1CCC(CO)CC1)c1cnn2cccnc12

Standard InChI:  InChI=1S/C20H21N7O2/c28-11-13-2-6-26(7-3-13)18-9-16-15(22-12-23-16)8-17(18)25-20(29)14-10-24-27-5-1-4-21-19(14)27/h1,4-5,8-10,12-13,28H,2-3,6-7,11H2,(H,22,23)(H,25,29)

Standard InChI Key:  ZJRJENCIESBXJL-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

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   37.9002   -8.6947    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   32.7387  -10.5185    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   31.4791  -10.1114    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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M  END

Alternative Forms

1. Parent:

   

   ALA4554579

   ---

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: 391.44

Molecular Weight (Monoisotopic): 391.1757

AlogP: 2.07

#Rotatable Bonds: 4

Polar Surface Area: 111.44

Molecular Species: NEUTRAL

HBA: 7

HBD: 3

#RO5 Violations: ┄

HBA (Lipinski): 9

HBD (Lipinski): 3

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 12.81

CX Basic pKa: 7.27

CX LogP: 0.92

CX LogD: 0.71

Aromatic Rings: 4

Heavy Atoms: 29

QED Weighted: 0.49

Np Likeness Score: -1.91

References

1. Bryan MC, Drobnick J, Gobbi A, Kolesnikov A, Chen Y, Rajapaksa N, Ndubaku C, Feng J, Chang W, Francis R, Yu C, Choo EF, DeMent K, Ran Y, An L, Emson C, Huang Z, Sujatha-Bhaskar S, Brightbill H, DiPasquale A, Maher J, Wai J, McKenzie BS, Lupardus PJ, Zarrin AA, Kiefer JR..  (2019)  Development of Potent and Selective Pyrazolopyrimidine IRAK4 Inhibitors.,  62  (13): [PMID:31082230] [10.1021/acs.jmedchem.9b00439]

Source

Source(1):

• Scientific Literature