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

ID: ALA4084988

PubChem CID: 137647783

Max Phase: Preclinical

Molecular Formula: C13H13Cl2IN4O

Molecular Weight: 439.08

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  NC(=O)c1cc(Cl)c2c(Cl)c(I)n(C3CCCNC3)c2n1

Standard InChI:  InChI=1S/C13H13Cl2IN4O/c14-7-4-8(12(17)21)19-13-9(7)10(15)11(16)20(13)6-2-1-3-18-5-6/h4,6,18H,1-3,5H2,(H2,17,21)

Standard InChI Key:  DTJDHZDARQGLCW-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 21 23  0  0  0  0  0  0  0  0999 V2000
   18.4434   -8.8121    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.4423   -9.6394    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.1571  -10.0522    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   19.1552   -8.3993    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.8707   -8.8084    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.8754   -9.6348    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.6629   -9.8856    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   21.1448   -9.2141    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.6551   -8.5485    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.7275  -10.0512    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.0135   -9.6382    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   17.7269  -10.8762    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   19.1528   -7.5743    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   20.9224  -10.6686    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.9697   -9.2093    0.0000 I   0  0  0  0  0  0  0  0  0  0  0  0
   20.9054   -7.7624    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   20.3716  -11.2803    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.6280  -12.0606    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.4354  -12.2317    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.9860  -11.6161    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   21.7292  -10.8293    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
 14 21  1  0
 17 18  1  0
 18 19  1  0
 19 20  1  0
 20 21  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4084988

   ---

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: 439.08

Molecular Weight (Monoisotopic): 437.9511

AlogP: 2.97

#Rotatable Bonds: 2

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: 9.97

CX LogP: 2.77

CX LogD: 0.26

Aromatic Rings: 2

Heavy Atoms: 21

QED Weighted: 0.71

Np Likeness Score: -0.68

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