N-(3-(5-(6-chlorobenzo[d][1,3]dioxol-5-yl)-1H-pyrrolo[2,3-b]pyridine-3-carbonyl)-2-fluorophenyl)-1-phenylmethanesulfonamide

ID: ALA4863128

PubChem CID: 146302409

Max Phase: Preclinical

Molecular Formula: C28H19ClFN3O5S

Molecular Weight: 563.99

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  O=C(c1cccc(NS(=O)(=O)Cc2ccccc2)c1F)c1c[nH]c2ncc(-c3cc4c(cc3Cl)OCO4)cc12

Standard InChI:  InChI=1S/C28H19ClFN3O5S/c29-22-11-25-24(37-15-38-25)10-19(22)17-9-20-21(13-32-28(20)31-12-17)27(34)18-7-4-8-23(26(18)30)33-39(35,36)14-16-5-2-1-3-6-16/h1-13,33H,14-15H2,(H,31,32)

Standard InChI Key:  NLOICNFFUMVDFD-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 39 44  0  0  0  0  0  0  0  0999 V2000
   10.1663   -3.0832    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.1706   -3.9082    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   10.8829   -3.4921    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.1859   -4.2665    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1848   -5.0939    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8995   -5.5067    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.8978   -3.8538    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6132   -4.2628    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6180   -5.0893    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4054   -5.3401    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.8874   -4.6686    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3977   -4.0030    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4714   -3.8542    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4747   -3.0283    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7628   -4.2665    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6479   -3.2169    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.4538   -3.0406    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0924   -2.6071    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.0060   -3.6506    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.8112   -3.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.0623   -2.6882    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.5018   -2.0770    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.6987   -2.2559    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.3666   -4.0850    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   10.7279   -4.5192    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7603   -2.6118    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.7543   -4.4364    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   10.4761   -5.3054    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0484   -3.8580    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0472   -3.0330    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2622   -2.7791    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7782   -3.4473    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2642   -4.1140    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.1907   -2.6187    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    9.6699   -5.4803    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.4183   -6.2660    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.9729   -6.8768    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.7791   -6.7018    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.0307   -5.9161    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  2  0
  3  2  2  0
  4  5  2  0
  5  6  1  0
  6  9  2  0
  8  7  2  0
  7  4  1  0
  8  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  2  0
 12  8  1  0
  4 13  1  0
 13 14  2  0
 14 26  1  0
 29 15  2  0
 15 13  1  0
 12 16  1  0
 16 17  1  0
 16 18  2  0
 17 19  2  0
 19 20  1  0
 20 21  2  0
 21 22  1  0
 22 23  2  0
 23 17  1  0
 20 24  1  0
 24  2  1  0
  2 25  1  0
 30 26  2  0
 19 27  1  0
 25 28  1  0
 29 30  1  0
 30 31  1  0
 31 32  1  0
 32 33  1  0
 33 29  1  0
 14 34  1  0
 28 35  1  0
 28 39  2  0
 35 36  2  0
 36 37  1  0
 37 38  2  0
 38 39  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4863128

   ---

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: 563.99

Molecular Weight (Monoisotopic): 563.0718

AlogP: 5.92

#Rotatable Bonds: 7

Polar Surface Area: 110.38

Molecular Species: NEUTRAL

HBA: 6

HBD: 2

#RO5 Violations: 2

HBA (Lipinski): 8

HBD (Lipinski): 2

#RO5 Violations (Lipinski): 2

CX Acidic pKa: 8.57

CX Basic pKa: 1.41

CX LogP: 4.95

CX LogD: 4.92

Aromatic Rings: 5

Heavy Atoms: 39

QED Weighted: 0.24

Np Likeness Score: -1.01

References

1. Klövekorn P, Pfaffenrot B, Juchum M, Selig R, Albrecht W, Zender L, Laufer SA..  (2021)  From off-to on-target: New BRAF-inhibitor-template-derived compounds selectively targeting mitogen activated protein kinase kinase 4 (MKK4).,  210  [PMID:33199152] [10.1016/j.ejmech.2020.112963]

Source

Source(1):

• Scientific Literature