6-(5-chloro-2,4-difluorophenyl)-N-(pyridin-4-yl)-1H-pyrrolo[2,3-b]pyridin-4-amine

ID: ALA4437930

PubChem CID: 155513136

Max Phase: Preclinical

Molecular Formula: C18H11ClF2N4

Molecular Weight: 356.76

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  Fc1cc(F)c(-c2cc(Nc3ccncc3)c3cc[nH]c3n2)cc1Cl

Standard InChI:  InChI=1S/C18H11ClF2N4/c19-13-7-12(14(20)8-15(13)21)17-9-16(11-3-6-23-18(11)25-17)24-10-1-4-22-5-2-10/h1-9H,(H2,22,23,24,25)

Standard InChI Key:  MOXKDKRBVAMLRS-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 25 28  0  0  0  0  0  0  0  0999 V2000
   10.2217  -11.6594    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.2206  -12.4789    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.9286  -12.8879    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   10.9268  -11.2505    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.6355  -11.6558    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.6357  -12.4790    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.4187  -12.7331    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   12.9024  -12.0670    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.4183  -11.4012    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.9244  -10.4333    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   10.2155  -10.0269    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.2164   -9.2104    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.5083   -8.8040    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.8008   -9.2148    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    8.8059  -10.0362    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.5146  -10.4389    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.5144  -12.8872    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.8068  -12.4764    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.0992  -12.8837    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.0981  -13.7018    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.8105  -14.1108    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.5151  -13.7011    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.2236  -14.1083    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
    7.3907  -14.1108    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
    7.3920  -12.4742    0.0000 Cl  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
 10 11  1  0
 11 12  2  0
 12 13  1  0
 13 14  2  0
 14 15  1  0
 15 16  2  0
 16 11  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
  2 17  1  0
 22 23  1  0
 20 24  1  0
 19 25  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4437930

   ---

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: 356.76

Molecular Weight (Monoisotopic): 356.0640

AlogP: 5.30

#Rotatable Bonds: 3

Polar Surface Area: 53.60

Molecular Species: NEUTRAL

HBA: 3

HBD: 2

#RO5 Violations: 1

HBA (Lipinski): 4

HBD (Lipinski): 2

#RO5 Violations (Lipinski): 1

CX Acidic pKa: ┄

CX Basic pKa: 7.95

CX LogP: 4.37

CX LogD: 3.85

Aromatic Rings: 4

Heavy Atoms: 25

QED Weighted: 0.49

Np Likeness Score: -1.31

References

1. Wang H, Lawson JD, Scorah N, Kamran R, Hixon MS, Atienza J, Dougan DR, Sabat M..  (2016)  Design, synthesis and optimization of novel Alk5 (activin-like kinase 5) inhibitors.,  26  (17): [PMID:27460209] [10.1016/j.bmcl.2016.07.030]

Source

Source(1):

• Scientific Literature