N-(4-fluorophenyl)-1-methyl-3-((4-methylpiperazin-1-yl)methyl)-1H-indole-5-carboxamide

ID: ALA4555290

PubChem CID: 155556894

Max Phase: Preclinical

Molecular Formula: C22H25FN4O

Molecular Weight: 380.47

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  CN1CCN(Cc2cn(C)c3ccc(C(=O)Nc4ccc(F)cc4)cc23)CC1

Standard InChI:  InChI=1S/C22H25FN4O/c1-25-9-11-27(12-10-25)15-17-14-26(2)21-8-3-16(13-20(17)21)22(28)24-19-6-4-18(23)5-7-19/h3-8,13-14H,9-12,15H2,1-2H3,(H,24,28)

Standard InChI Key:  NCGJQNMFYUVYGX-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

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    5.2206  -19.2559    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2195  -20.0828    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9339  -20.4955    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9321  -18.8434    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6472  -19.2523    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6520  -20.0783    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.4390  -20.3289    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    7.9206  -19.6578    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.4311  -18.9925    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5065  -18.8438    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7925  -19.2562    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    7.6814  -18.2069    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.4869  -18.0307    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.0783  -18.8442    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0818  -18.0190    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3685  -17.6069    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6535  -18.0195    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6564  -18.8483    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3703  -19.2566    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9388  -17.6084    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
    4.5063  -18.0192    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.0356  -18.6427    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.8381  -18.4691    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.0925  -17.6844    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    9.5379  -17.0729    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.7291  -17.2460    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.6983  -21.1116    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.9063  -17.5097    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
  1 10  1  0
 10 11  1  0
  9 12  1  0
 12 13  1  0
 11 14  1  0
 14 15  2  0
 15 16  1  0
 16 17  2  0
 17 18  1  0
 18 19  2  0
 19 14  1  0
 17 20  1  0
 10 21  2  0
 13 22  1  0
 13 26  1  0
 22 23  1  0
 23 24  1  0
 24 25  1  0
 25 26  1  0
  7 27  1  0
 24 28  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4555290

   ---

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: 380.47

Molecular Weight (Monoisotopic): 380.2012

AlogP: 3.32

#Rotatable Bonds: 4

Polar Surface Area: 40.51

Molecular Species: NEUTRAL

HBA: 4

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 5

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 8.00

CX LogP: 3.32

CX LogD: 2.62

Aromatic Rings: 3

Heavy Atoms: 28

QED Weighted: 0.75

Np Likeness Score: -1.77

References

1. Ostacolo C, Di Sarno V, Lauro G, Pepe G, Musella S, Ciaglia T, Vestuto V, Autore G, Bifulco G, Marzocco S, Campiglia P, Gomez-Monterrey IM, Bertamino A..  (2019)  Identification of an indol-based multi-target kinase inhibitor through phenotype screening and target fishing using inverse virtual screening approach.,  167  [PMID:30763817] [10.1016/j.ejmech.2019.01.066]

Source

Source(1):

• Scientific Literature