(S)-1-(2-((1,3-dimethyl-1H-pyrazol-4-yl)amino)pyridin-4-yl)-N-(4-methylbenzyl)piperidine-3-carboxamide

ID: ALA4517108

PubChem CID: 141488404

Max Phase: Preclinical

Molecular Formula: C24H30N6O

Molecular Weight: 418.55

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  Cc1ccc(CNC(=O)[C@H]2CCCN(c3ccnc(Nc4cn(C)nc4C)c3)C2)cc1

Standard InChI:  InChI=1S/C24H30N6O/c1-17-6-8-19(9-7-17)14-26-24(31)20-5-4-12-30(15-20)21-10-11-25-23(13-21)27-22-16-29(3)28-18(22)2/h6-11,13,16,20H,4-5,12,14-15H2,1-3H3,(H,25,27)(H,26,31)/t20-/m0/s1

Standard InChI Key:  TWQFOMGBBKQDLI-FQEVSTJZSA-N

Molfile:  

 
     RDKit          2D

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   19.7488   -4.1520    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.4582   -4.5606    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   21.1676   -4.1520    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.1676   -3.3307    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.4582   -2.9180    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.4578   -5.3811    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.7443   -5.7891    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.7439   -6.6096    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.4563   -7.0232    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   21.1705   -6.6060    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.1674   -5.7868    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.8806   -2.9242    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.5913   -3.3348    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   21.8830   -2.1028    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   23.3043   -2.9283    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.0149   -3.3390    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.0112   -4.1613    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.7169   -4.5760    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.4309   -4.1653    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.4307   -3.3398    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.7203   -2.9329    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.0319   -7.0220    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   18.3237   -6.6144    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.2347   -5.8053    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.4351   -5.6364    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   17.0275   -6.3448    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   17.5752   -6.9512    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.4075   -7.7510    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.1017   -4.8904    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.1383   -4.5744    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
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  7  8  2  0
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  3  7  1  0
  5 13  1  6
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 16 17  1  0
 17 18  2  0
 18 19  1  0
 19 20  2  0
 20 21  1  0
 21 22  2  0
 22 17  1  0
  9 23  1  0
 23 24  1  0
 24 25  2  0
 25 26  1  0
 26 27  1  0
 27 28  2  0
 28 24  1  0
 28 29  1  0
 26 30  1  0
 20 31  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4517108

   ---

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: 418.55

Molecular Weight (Monoisotopic): 418.2481

AlogP: 3.71

#Rotatable Bonds: 6

Polar Surface Area: 75.08

Molecular Species: BASE

HBA: 6

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 7

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 13.75

CX Basic pKa: 8.56

CX LogP: 3.34

CX LogD: 2.32

Aromatic Rings: 3

Heavy Atoms: 31

QED Weighted: 0.64

Np Likeness Score: -1.82

References

1. Liu S, Jiang Y, Yan R, Li Z, Wan S, Zhang T, Wu X, Hou J, Zhu Z, Tian Y, Zhang J..  (2019)  Design, synthesis and biological evaluations of 2-amino-4-(1-piperidine) pyridine derivatives as novel anti crizotinib-resistant ALK/ROS1 dual inhibitors.,  179  [PMID:31260890] [10.1016/j.ejmech.2019.06.043]

Source

Source(1):

• Scientific Literature