(S)-N-(3,3'-Bipyridin-6-yl)-2-(6-(1-methyl-1H-pyrazol-5-yl)-pyridin-3-ylamino)propanamide

ID: ALA4088716

PubChem CID: 86303027

Max Phase: Preclinical

Molecular Formula: C22H21N7O

Molecular Weight: 399.46

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  C[C@H](Nc1ccc(-c2ccnn2C)nc1)C(=O)Nc1ccc(-c2cccnc2)cn1

Standard InChI:  InChI=1S/C22H21N7O/c1-15(27-18-6-7-19(24-14-18)20-9-11-26-29(20)2)22(30)28-21-8-5-17(13-25-21)16-4-3-10-23-12-16/h3-15,27H,1-2H3,(H,25,28,30)/t15-/m0/s1

Standard InChI Key:  YBVCMIZESQAPMG-HNNXBMFYSA-N

Molfile:  

     RDKit          2D

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    4.6728  -10.4424    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    5.3790  -10.0311    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.0882  -10.4370    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7944  -10.0258    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.5036  -10.4317    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.7913   -9.2086    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
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    8.9039   -8.7937    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   11.7369   -7.9688    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.0222   -7.5640    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.3200   -7.9778    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5503  -11.6708    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8040  -11.3379    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2567  -11.9447    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6648  -12.6528    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.4642  -12.4834    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.0711  -13.0307    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0913  -11.2542    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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 19 20  1  0
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 22 23  2  0
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 15 18  1  0
 24 25  2  0
 25 26  1  0
 26 27  2  0
 27 28  1  0
 28 24  1  0
  2 24  1  0
 28 29  1  0
  8 30  1  6
M  END

Alternative Forms

1. Parent:

   

   ALA4088716

   (2S)-2-[[6-(2-methylpyrazol-3-yl)pyridin-3-yl]amino]-N-(5-pyridin-3-ylpyridin-2-yl)propanamide

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type: Small molecule

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 399.46

Molecular Weight (Monoisotopic): 399.1808

AlogP: 3.38

#Rotatable Bonds: 6

Polar Surface Area: 97.62

Molecular Species: NEUTRAL

HBA: 7

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 8

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 11.77

CX Basic pKa: 4.68

CX LogP: 1.90

CX LogD: 1.90

Aromatic Rings: 4

Heavy Atoms: 30

QED Weighted: 0.52

Np Likeness Score: -1.95

References

1. Duraiswamy AJ, Lee MA, Madan B, Ang SH, Tan ES, Cheong WW, Ke Z, Pendharkar V, Ding LJ, Chew YS, Manoharan V, Sangthongpitag K, Alam J, Poulsen A, Ho SY, Virshup DM, Keller TH..  (2015)  Discovery and Optimization of a Porcupine Inhibitor.,  58  (15): [PMID:26110200] [10.1021/acs.jmedchem.5b00507]

2. Liu Z, Wang P, Wold EA, Song Q, Zhao C, Wang C, Zhou J..  (2021)  Small-Molecule Inhibitors Targeting the Canonical WNT Signaling Pathway for the Treatment of Cancer.,  64  (8.0): [PMID:33822624] [10.1021/acs.jmedchem.0c01799]

Source

Source(1):

• Scientific Literature