4-((cis-1-(4-Chlorobenzyl)-2-methylpiperidin-4-yl)amino)-N-methyl-1H-pyrrolo[2,3-b]pyridine-5-carboxamide

ID: ALA4761365

PubChem CID: 162659181

Max Phase: Preclinical

Molecular Formula: C22H26ClN5O

Molecular Weight: 411.94

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  CNC(=O)c1cnc2[nH]ccc2c1N[C@@H]1CCN(Cc2ccc(Cl)cc2)[C@H](C)C1

Standard InChI:  InChI=1S/C22H26ClN5O/c1-14-11-17(8-10-28(14)13-15-3-5-16(23)6-4-15)27-20-18-7-9-25-21(18)26-12-19(20)22(29)24-2/h3-7,9,12,14,17H,8,10-11,13H2,1-2H3,(H,24,29)(H2,25,26,27)/t14-,17-/m1/s1

Standard InChI Key:  ZAVSMABHFLBCSH-RHSMWYFYSA-N

Molfile:  

 
     RDKit          2D

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   40.0563  -30.0279    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   40.7644  -30.4369    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   40.7626  -28.7995    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   41.4712  -29.2048    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   41.4760  -30.0234    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   42.2560  -30.2718    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   42.7334  -29.6067    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   42.2483  -28.9473    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   40.7601  -27.9823    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   39.3497  -28.7999    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   39.3495  -27.9827    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   38.6420  -29.2087    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   41.4666  -27.5716    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   41.4642  -26.7544    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   42.1755  -27.9781    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   42.1707  -26.3437    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   42.8796  -26.7502    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   43.5861  -26.3395    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   42.8820  -27.5674    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   44.2950  -26.7460    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   44.2931  -27.5627    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   45.0012  -27.9691    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   45.7087  -27.5584    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   45.7036  -26.7369    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   44.9949  -26.3342    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   42.1682  -25.5265    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   46.4181  -27.9639    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   37.9342  -28.8003    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  3  6  2  0
  5  4  2  0
  4  1  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  2  0
  9  5  1  0
  4 10  1  0
  1 11  1  0
 11 12  2  0
 11 13  1  0
 14 10  1  1
 14 15  1  0
 14 16  1  0
 15 17  1  0
 16 20  1  0
 17 18  1  0
 18 19  1  0
 18 20  1  0
 19 21  1  0
 21 22  2  0
 22 23  1  0
 23 24  2  0
 24 25  1  0
 25 26  2  0
 26 21  1  0
 17 27  1  1
 24 28  1  0
 13 29  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4761365

   ---

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: 411.94

Molecular Weight (Monoisotopic): 411.1826

AlogP: 4.04

#Rotatable Bonds: 5

Polar Surface Area: 73.05

Molecular Species: NEUTRAL

HBA: 4

HBD: 3

#RO5 Violations: ┄

HBA (Lipinski): 6

HBD (Lipinski): 3

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 13.94

CX Basic pKa: 8.02

CX LogP: 3.19

CX LogD: 2.47

Aromatic Rings: 3

Heavy Atoms: 29

QED Weighted: 0.59

Np Likeness Score: -1.09

References

1. Park E,Lee SJ,Moon H,Park J,Jeon H,Hwang JS,Hwang H,Hong KB,Han SH,Choi S,Kang S.  (2021)  Discovery and Biological Evaluation of N-Methyl-pyrrolo[2,3-b]pyridine-5-carboxamide Derivatives as JAK1-Selective Inhibitors.,  64  (2.0): [PMID:33428419] [10.1021/acs.jmedchem.0c01026]

2. Park E,Lee SJ,Moon H,Park J,Jeon H,Hwang JS,Hwang H,Hong KB,Han SH,Choi S,Kang S.  (2021)  Discovery and Biological Evaluation of N-Methyl-pyrrolo[2,3-b]pyridine-5-carboxamide Derivatives as JAK1-Selective Inhibitors.,  64  (2.0): [PMID:33428419] [10.1021/acs.jmedchem.0c01026]

Source

Source(1):

• Scientific Literature