N-(3-((1H-Indazol-5-yl)carbamoyl)phenyl)-3-fluorobenzamide

ID: ALA4228664

PubChem CID: 145970474

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)c1cccc(F)c1

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

Standard InChI Key:  LMMCPAYVOFNONR-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 28 31  0  0  0  0  0  0  0  0999 V2000
    7.2006  -10.1818    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1995  -11.0014    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.9075  -11.4103    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.6172  -11.0009    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.6143  -10.1782    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.9057   -9.7730    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.3220   -9.7667    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.0313  -10.1727    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    9.3189   -8.9495    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.7374   -9.7614    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.4446  -10.1722    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.4334   -8.5378    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.7306   -8.9507    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.1476   -8.9435    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.1509   -9.7574    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.9260  -10.0057    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.4017   -9.3453    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   12.9206   -8.6889    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.4928   -9.7734    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.7852  -10.1822    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7854  -10.9994    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.0797   -9.7743    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0808   -8.9560    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3738   -8.5476    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6652   -8.9564    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6681   -9.7778    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3756  -10.1825    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3740   -7.7304    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
 24 28  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4228664

   ---

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: -1.80

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