4-(6-(1-methyl-1H-pyrazol-4-yl)pyrazolo[1,5-a]pyrimidin-3-yl)-N-(2,2,2-trifluoroethyl)thiophene-2-carboxamide

ID: ALA4550702

PubChem CID: 59603829

Max Phase: Preclinical

Molecular Formula: C17H13F3N6OS

Molecular Weight: 406.39

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  Cn1cc(-c2cnc3c(-c4csc(C(=O)NCC(F)(F)F)c4)cnn3c2)cn1

Standard InChI:  InChI=1S/C17H13F3N6OS/c1-25-6-12(4-23-25)11-3-21-15-13(5-24-26(15)7-11)10-2-14(28-8-10)16(27)22-9-17(18,19)20/h2-8H,9H2,1H3,(H,22,27)

Standard InChI Key:  UEFCSGDOOJJXTN-UHFFFAOYSA-N

Molfile:  

 
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   30.5658  -18.4116    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   30.5658  -16.7772    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.2711  -17.1899    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   31.2710  -18.0081    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.0492  -18.2610    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   33.0804  -19.2950    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.7416  -20.5925    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.6562  -21.4052    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
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   35.8958  -20.4081    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   36.5569  -20.8884    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   35.9812  -19.5954    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   36.6003  -19.9923    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   29.1495  -16.7847    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.0617  -15.9723    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.2618  -15.8047    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   27.8553  -16.5137    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   28.4039  -17.1193    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.0428  -16.6016    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:

   

   ALA4550702

   4-[6-(1-methyl-1H-pyrazol-4-yl)pyrazolo[1,5-a]pyrimidin-3-yl]-N-(2,2,2-trifluoroethyl)thiophene-2-carboxamide

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: 406.39

Molecular Weight (Monoisotopic): 406.0824

AlogP: 3.15

#Rotatable Bonds: 4

Polar Surface Area: 77.11

Molecular Species: NEUTRAL

HBA: 7

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 7

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 13.90

CX Basic pKa: 1.84

CX LogP: 2.32

CX LogD: 2.32

Aromatic Rings: 4

Heavy Atoms: 28

QED Weighted: 0.56

Np Likeness Score: -2.26

References

1. Sloman DL, Noucti N, Altman MD, Chen D, Mislak AC, Szewczak A, Hayashi M, Warren L, Dellovade T, Wu Z, Marcus J, Walker D, Su HP, Edavettal SC, Munshi S, Hutton M, Nuthall H, Stanton MG..  (2016)  Optimization of microtubule affinity regulating kinase (MARK) inhibitors with improved physical properties.,  26  (17): [PMID:27491711] [10.1016/j.bmcl.2016.02.003]

Source

Source(1):

• Scientific Literature