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

ID: ALA4102030

PubChem CID: 137661945

Max Phase: Preclinical

Molecular Formula: C14H17Cl2IN4O

Molecular Weight: 455.13

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CCN(CC)CCn1c(I)c(Cl)c2c(Cl)cc(C(N)=O)nc21

Standard InChI:  InChI=1S/C14H17Cl2IN4O/c1-3-20(4-2)5-6-21-12(17)11(16)10-8(15)7-9(13(18)22)19-14(10)21/h7H,3-6H2,1-2H3,(H2,18,22)

Standard InChI Key:  GHHXRRBAWPYQTC-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 22 23  0  0  0  0  0  0  0  0999 V2000
   18.1774  -21.1163    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.1762  -21.9436    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.8910  -22.3565    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   18.8892  -20.7035    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.6046  -21.1126    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.6094  -21.9390    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.3969  -22.1898    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   20.8788  -21.5184    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.3891  -20.8527    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.4614  -22.3555    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.7473  -21.9425    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   17.4608  -23.1804    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   18.8868  -19.8785    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   20.6564  -22.9729    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.7038  -21.5135    0.0000 I   0  0  0  0  0  0  0  0  0  0  0  0
   20.6393  -20.0665    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   20.1079  -23.5892    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.3674  -24.3723    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   19.8190  -24.9886    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.1754  -24.5392    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.0111  -24.8218    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.7238  -23.9229    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
 18 19  1  0
 18 20  1  0
 19 21  1  0
 20 22  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4102030

   ---

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: 455.13

Molecular Weight (Monoisotopic): 453.9824

AlogP: 3.39

#Rotatable Bonds: 6

Polar Surface Area: 64.15

Molecular Species: BASE

HBA: 4

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 5

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 9.62

CX LogP: 3.44

CX LogD: 1.23

Aromatic Rings: 2

Heavy Atoms: 22

QED Weighted: 0.68

Np Likeness Score: -1.37

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