4-(3-Amino-1H-indazol-6-yl)-N-(2-(4-fluorobenzamido)ethyl)benzamide

ID: ALA4517204

PubChem CID: 155540971

Max Phase: Preclinical

Molecular Formula: C23H20FN5O2

Molecular Weight: 417.44

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  Nc1n[nH]c2cc(-c3ccc(C(=O)NCCNC(=O)c4ccc(F)cc4)cc3)ccc12

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

Standard InChI Key:  AIAPDAKQHMWDTA-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

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   36.4553  -12.5858    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   36.4525  -11.7631    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   37.1556  -11.3531    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   37.8652  -11.7608    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   38.5708  -11.3502    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   38.5682  -10.5321    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   37.8540  -10.1264    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   37.1512  -10.5393    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   39.2738  -10.1199    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   39.9836  -10.5249    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   40.6892  -10.1127    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   41.3990  -10.5177    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   42.1046  -10.1055    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   42.8144  -10.5105    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   43.5200  -10.0983    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   42.8186  -11.3277    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   39.2696   -9.3027    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   44.2254  -10.5068    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   44.9306  -10.0953    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   44.9269   -9.2773    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   44.2121   -8.8725    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   43.5099   -9.2863    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   35.7437  -11.3531    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   35.0376  -12.5862    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   35.0343  -11.7697    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.2567  -11.5205    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   33.7794  -12.1831    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   34.2621  -12.8416    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.0127  -13.6198    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   45.6319   -8.8641    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
 25  1  1  0
  1  2  2  0
  2  3  1  0
  3 24  2  0
  4  5  2  0
  5  6  1  0
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  7  8  1  0
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  9  4  1  0
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  7 10  1  0
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 15 16  1  0
 15 17  2  0
 10 18  2  0
 16 19  2  0
 19 20  1  0
 20 21  2  0
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 22 23  2  0
 23 16  1  0
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 25 26  2  0
 26 27  1  0
 27 28  1  0
 28 29  2  0
 29 25  1  0
 29 30  1  0
 21 31  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4517204

   ---

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: 3.44

CX LogP: 2.80

CX LogD: 2.80

Aromatic Rings: 4

Heavy Atoms: 31

QED Weighted: 0.36

Np Likeness Score: -0.91

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