3-(1-phenylethoxy)-5-(1-(piperidin-4-yl)-1H-pyrazol-4-yl)pyridin-2-amine

ID: ALA4537534

PubChem CID: 59599420

Max Phase: Preclinical

Molecular Formula: C21H25N5O

Molecular Weight: 363.47

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  CC(Oc1cc(-c2cnn(C3CCNCC3)c2)cnc1N)c1ccccc1

Standard InChI:  InChI=1S/C21H25N5O/c1-15(16-5-3-2-4-6-16)27-20-11-17(12-24-21(20)22)18-13-25-26(14-18)19-7-9-23-10-8-19/h2-6,11-15,19,23H,7-10H2,1H3,(H2,22,24)

Standard InChI Key:  ARVDCQCSZGUSGD-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

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   19.1035  -21.7959    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.1024  -22.6154    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.8104  -23.0244    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.5201  -22.6149    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.5173  -21.7923    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.8086  -21.3870    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   21.2234  -21.3810    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   21.2284  -23.0224    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   21.2297  -23.8396    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.9381  -24.2471    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.9347  -25.0616    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.6423  -25.4690    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.3503  -25.0593    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.3464  -24.2378    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.6383  -23.8341    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.3943  -23.0234    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.6526  -22.6896    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.1053  -23.2965    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   17.5134  -24.0046    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   18.3128  -23.8352    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.2860  -23.2941    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.8797  -22.5816    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.0640  -22.5772    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.6485  -23.2837    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   15.0548  -23.9962    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.8767  -24.0023    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.5227  -24.2493    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  3  4  2  0
  4  5  1  0
  5  6  2  0
  6  1  1  0
  5  7  1  0
  4  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  2  0
 11 12  1  0
 12 13  2  0
 13 14  1  0
 14 15  2  0
 15 10  1  0
  2 16  1  0
 16 17  2  0
 17 18  1  0
 18 19  1  0
 19 20  2  0
 20 16  1  0
 18 21  1  0
 21 22  1  0
 21 26  1  0
 22 23  1  0
 23 24  1  0
 24 25  1  0
 25 26  1  0
  9 27  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4537534

   3-(1-Phenylethoxy)-5-(1-piperidin-4-ylpyrazol-4-yl)pyridin-2-amine

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: 363.47

Molecular Weight (Monoisotopic): 363.2059

AlogP: 3.59

#Rotatable Bonds: 5

Polar Surface Area: 77.99

Molecular Species: BASE

HBA: 6

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 6

HBD (Lipinski): 3

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 10.12

CX LogP: 2.22

CX LogD: -0.40

Aromatic Rings: 3

Heavy Atoms: 27

QED Weighted: 0.72

Np Likeness Score: -0.73

References

1. Wang W, Diao Y, Li W, Luo Y, Yang T, Zhao Y, Qi T, Xu F, Ma X, Ge H, Liang Y, Zhao Z, Liang X, Wang R, Zhu L, Li H, Xu Y..  (2019)  Design, synthesis and structure-activity relationship study of aminopyridine derivatives as novel inhibitors of Janus kinase 2.,  29  (12): [PMID:30981578] [10.1016/j.bmcl.2019.04.011]

Source

Source(1):

• Scientific Literature