4-(3-Amino-1H-indazol-4-yl)-N-(2-(4-fluorobenzamido)ethyl)benzamide

ID: ALA4584148

PubChem CID: 155566307

Max Phase: Preclinical

Molecular Formula: C23H20FN5O2

Molecular Weight: 417.44

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  Nc1n[nH]c2cccc(-c3ccc(C(=O)NCCNC(=O)c4ccc(F)cc4)cc3)c12

Standard InChI:  InChI=1S/C23H20FN5O2/c24-17-10-8-16(9-11-17)23(31)27-13-12-26-22(30)15-6-4-14(5-7-15)18-2-1-3-19-20(18)21(25)29-28-19/h1-11H,12-13H2,(H,26,30)(H,27,31)(H3,25,28,29)

Standard InChI Key:  NLUXZSOVIDDONO-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 31 34  0  0  0  0  0  0  0  0999 V2000
    2.5728   -4.8766    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2809   -5.2855    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9905   -4.8761    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9877   -4.0534    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6908   -3.6435    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4004   -4.0511    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1061   -3.6405    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1034   -2.8225    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3892   -2.4167    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6864   -2.8296    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8090   -2.4103    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.5188   -2.8152    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    8.2244   -2.4030    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.9342   -2.8080    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.6398   -2.3958    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   10.3496   -2.8008    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.0552   -2.3886    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.3538   -3.6180    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.8049   -1.5931    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   11.7607   -2.7972    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.4658   -2.3857    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.4621   -1.5676    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.7473   -1.1628    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.0451   -1.5767    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5740   -4.0570    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2789   -3.6434    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1034   -2.8452    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2900   -2.7654    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.9628   -3.5144    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.6460   -2.2341    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   13.1671   -1.1545    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
 25  1  2  0
  1  2  1  0
  2  3  2  0
  3  4  1  0
  4 26  2  0
  5  6  2  0
  6  7  1  0
  7  8  2  0
  8  9  1  0
  9 10  2  0
 10  5  1  0
  4  5  1  0
  8 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  1  0
 16 17  1  0
 16 18  2  0
 11 19  2  0
 17 20  2  0
 20 21  1  0
 21 22  2  0
 22 23  1  0
 23 24  2  0
 24 17  1  0
 25 26  1  0
 26 27  1  0
 27 28  2  0
 28 29  1  0
 29 25  1  0
 27 30  1  0
 22 31  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4584148

   ---

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: 417.44

Molecular Weight (Monoisotopic): 417.1601

AlogP: 3.11

#Rotatable Bonds: 6

Polar Surface Area: 112.90

Molecular Species: NEUTRAL

HBA: 4

HBD: 4

#RO5 Violations: ┄

HBA (Lipinski): 7

HBD (Lipinski): 5

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 3.37

CX LogP: 2.80

CX LogD: 2.80

Aromatic Rings: 4

Heavy Atoms: 31

QED Weighted: 0.36

Np Likeness Score: -0.88

References

1. Pan X, Liang L, Sun Y, Si R, Zhang Q, Wang J, Fu J, Zhang J, Zhang J..  (2019)  Discovery of novel Bcr-Abl^T315I inhibitors with flexible linker. Part 1: Confirmation optimization of phenyl-1H-indazol-3-amine as hinge binding moiety.,  178  [PMID:31185413] [10.1016/j.ejmech.2019.05.091]

Source

Source(1):

• Scientific Literature