3,4-dichloro-2-iodo-1-(piperidin-4-ylmethyl)-1H-pyrrolo[2,3-b]pyridine-6-carboxamide

ID: ALA4072887

PubChem CID: 137638996

Max Phase: Preclinical

Molecular Formula: C14H15Cl2IN4O

Molecular Weight: 453.11

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  NC(=O)c1cc(Cl)c2c(Cl)c(I)n(CC3CCNCC3)c2n1

Standard InChI:  InChI=1S/C14H15Cl2IN4O/c15-8-5-9(13(18)22)20-14-10(8)11(16)12(17)21(14)6-7-1-3-19-4-2-7/h5,7,19H,1-4,6H2,(H2,18,22)

Standard InChI Key:  HAJKKQIGRJNJJQ-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 22 24  0  0  0  0  0  0  0  0999 V2000
   34.5108   -3.1867    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.5096   -4.0138    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   35.2243   -4.4266    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   35.2225   -2.7740    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   35.9377   -3.1830    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   35.9425   -4.0093    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   36.7298   -4.2601    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   37.2116   -3.5887    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   36.7220   -2.9231    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.7950   -4.4257    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.0810   -4.0127    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   33.7943   -5.2505    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   35.2200   -1.9492    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   36.9893   -5.0430    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   38.0364   -3.5838    0.0000 I   0  0  0  0  0  0  0  0  0  0  0  0
   36.9722   -2.1373    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   36.4409   -5.6591    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   35.6304   -5.4897    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   35.0831   -6.1018    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   35.3386   -6.8865    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   36.1469   -7.0553    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   36.6997   -6.4397    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
  2 10  1  0
 10 11  2  0
 10 12  1  0
  4 13  1  0
  7 14  1  0
  8 15  1  0
  9 16  1  0
 14 17  1  0
 17 18  1  0
 17 22  1  0
 18 19  1  0
 19 20  1  0
 20 21  1  0
 21 22  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4072887

   ---

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: 453.11

Molecular Weight (Monoisotopic): 451.9668

AlogP: 3.05

#Rotatable Bonds: 3

Polar Surface Area: 72.94

Molecular Species: BASE

HBA: 4

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 5

HBD (Lipinski): 3

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 10.35

CX LogP: 2.80

CX LogD: -0.01

Aromatic Rings: 2

Heavy Atoms: 22

QED Weighted: 0.70

Np Likeness Score: -0.86

References

1. Barberis C, Moorcroft N, Pribish J, Tserlin E, Gross A, Czekaj M, Barrague M, Erdman P, Majid T, Batchelor J, Levit M, Hebert A, Shen L, Moreno-Mazza S, Wang A..  (2017)  Discovery of N-substituted 7-azaindoles as Pan-PIM kinase inhibitors - Lead series identification - Part II.,  27  (20): [PMID:28927793] [10.1016/j.bmcl.2017.08.068]

Source

Source(1):

• Scientific Literature