3-(4-Fluorobenzamido)-N-(1H-indazol-5-yl)benzamide

ID: ALA4228935

PubChem CID: 145989264

Max Phase: Preclinical

Molecular Formula: C21H15FN4O2

Molecular Weight: 374.38

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  O=C(Nc1cccc(C(=O)Nc2ccc3[nH]ncc3c2)c1)c1ccc(F)cc1

Standard InChI:  InChI=1S/C21H15FN4O2/c22-16-6-4-13(5-7-16)20(27)24-17-3-1-2-14(10-17)21(28)25-18-8-9-19-15(11-18)12-23-26-19/h1-12H,(H,23,26)(H,24,27)(H,25,28)

Standard InChI Key:  ONASOVLQFNWIPL-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 28 31  0  0  0  0  0  0  0  0999 V2000
    6.8663  -21.2263    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8651  -22.0458    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.5732  -22.4548    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.2829  -22.0454    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.2800  -21.2227    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.5714  -20.8174    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.9877  -20.8112    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.6970  -21.2171    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    8.9846  -19.9940    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.4031  -20.8059    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.1102  -21.2166    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.0991  -19.5823    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.3963  -19.9952    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.8133  -19.9880    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.8166  -20.8019    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.5917  -21.0502    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.0674  -20.3898    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   12.5863  -19.7334    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.1585  -20.8179    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.4509  -21.2266    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4511  -22.0438    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.7454  -20.8187    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7465  -20.0004    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0395  -19.5921    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3309  -20.0009    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3338  -20.8223    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0413  -21.2270    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6226  -19.5934    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  3  4  2  0
  4  5  1  0
  5  6  2  0
  6  1  1  0
  7  8  1  0
  7  9  2  0
  5  7  1  0
  8 10  1  0
 10 11  2  0
 11 15  1  0
 14 12  1  0
 12 13  2  0
 13 10  1  0
 14 15  2  0
 15 16  1  0
 16 17  2  0
 17 18  1  0
 18 14  1  0
  1 19  1  0
 19 20  1  0
 20 21  2  0
 22 23  2  0
 23 24  1  0
 24 25  2  0
 25 26  1  0
 26 27  2  0
 27 22  1  0
 20 22  1  0
 25 28  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4228935

   ---

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type: Small molecule

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 374.38

Molecular Weight (Monoisotopic): 374.1179

AlogP: 4.21

#Rotatable Bonds: 4

Polar Surface Area: 86.88

Molecular Species: NEUTRAL

HBA: 3

HBD: 3

#RO5 Violations: ┄

HBA (Lipinski): 6

HBD (Lipinski): 3

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 12.19

CX Basic pKa: 1.71

CX LogP: 3.62

CX LogD: 3.62

Aromatic Rings: 4

Heavy Atoms: 28

QED Weighted: 0.50

Np Likeness Score: -1.81

References

1. Wang PF, Zhang YJ, Wang D, Hu HM, Wang ZC, Xu C, Qiu HY, Zhu HL..  (2018)  Design, synthesis, and biological evaluation of new B-RafV600E kinase inhibitors.,  26  (9): [PMID:29602674] [10.1016/j.bmc.2018.03.038]

Source

Source(1):

• Scientific Literature