N-[3-(2-Methylpyridin-4-yl)-1H-pyrazolo[4,3-c]pyridin-6-yl]-3-phenylpropanamide

ID: ALA4535851

PubChem CID: 155547655

Max Phase: Preclinical

Molecular Formula: C21H19N5O

Molecular Weight: 357.42

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  Cc1cc(-c2n[nH]c3cc(NC(=O)CCc4ccccc4)ncc23)ccn1

Standard InChI:  InChI=1S/C21H19N5O/c1-14-11-16(9-10-22-14)21-17-13-23-19(12-18(17)25-26-21)24-20(27)8-7-15-5-3-2-4-6-15/h2-6,9-13H,7-8H2,1H3,(H,25,26)(H,23,24,27)

Standard InChI Key:  AIJHKEJKGWZNFV-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

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    5.7737  -18.3647    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4834  -17.9553    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.4806  -17.1326    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7719  -16.7274    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0657  -17.9558    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0623  -17.1347    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2804  -16.8841    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.8005  -17.5504    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.2858  -18.2126    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0376  -18.9891    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2376  -19.1611    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9882  -19.9385    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5377  -20.5445    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.3399  -20.3679    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5856  -19.5907    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8913  -20.9710    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1867  -16.7214    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    7.8960  -17.1273    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.6021  -16.7160    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.8990  -17.9445    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.6083  -18.3504    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.6114  -19.1676    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.9025  -19.5749    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.9053  -20.3914    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.6150  -20.7981    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.3235  -20.3824    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.3173  -19.5674    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  5  1  1  0
  1  2  2  0
  2  3  1  0
  3  4  2  0
  4  6  1  0
  5  6  2  0
  6  7  1  0
  7  8  1  0
  8  9  2  0
  9  5  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
  9 10  1  0
 14 16  1  0
  3 17  1  0
 17 18  1  0
 18 19  2  0
 18 20  1  0
 20 21  1  0
 21 22  1  0
 22 23  2  0
 23 24  1  0
 24 25  2  0
 25 26  1  0
 26 27  2  0
 27 22  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4535851

   ---

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: 357.42

Molecular Weight (Monoisotopic): 357.1590

AlogP: 3.90

#Rotatable Bonds: 5

Polar Surface Area: 83.56

Molecular Species: NEUTRAL

HBA: 4

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 6

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 9.38

CX Basic pKa: 4.87

CX LogP: 3.14

CX LogD: 3.13

Aromatic Rings: 4

Heavy Atoms: 27

QED Weighted: 0.57

Np Likeness Score: -1.30

References

1. Lim J, Kelley EH, Methot JL, Zhou H, Petrocchi A, Chen H, Hill SE, Hinton MC, Hruza A, Jung JO, Maclean JK, Mansueto M, Naumov GN, Philippar U, Raut S, Spacciapoli P, Sun D, Siliphaivanh P..  (2016)  Discovery of 1-(1H-Pyrazolo[4,3-c]pyridin-6-yl)urea Inhibitors of Extracellular Signal-Regulated Kinase (ERK) for the Treatment of Cancers.,  59  (13): [PMID:27329786] [10.1021/acs.jmedchem.6b00708]

Source

Source(1):

• Scientific Literature