1-(3-(4-amino-7-isopropylpyrrolo[1,2-f][1,2,4]triazine-5-carbonyl)phenyl)-3-phenylurea

ID: ALA4515809

PubChem CID: 16739794

Max Phase: Preclinical

Molecular Formula: C23H22N6O2

Molecular Weight: 414.47

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  CC(C)c1cc(C(=O)c2cccc(NC(=O)Nc3ccccc3)c2)c2c(N)ncnn12

Standard InChI:  InChI=1S/C23H22N6O2/c1-14(2)19-12-18(20-22(24)25-13-26-29(19)20)21(30)15-7-6-10-17(11-15)28-23(31)27-16-8-4-3-5-9-16/h3-14H,1-2H3,(H2,24,25,26)(H2,27,28,31)

Standard InChI Key:  YASCKFXNGQOGHI-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 31 34  0  0  0  0  0  0  0  0999 V2000
   32.9448  -28.4711    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   32.9435  -29.2985    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.6584  -29.7113    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   33.6566  -28.0584    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.3720  -28.4674    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.3768  -29.2939    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   35.1643  -29.5447    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   35.6462  -28.8732    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   35.1565  -28.2076    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.6542  -27.2333    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   35.4238  -30.3279    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.8753  -30.9441    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   36.2318  -30.4946    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   35.4068  -27.4214    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   36.2128  -27.2451    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.8512  -26.8115    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   36.7649  -27.8552    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   37.5703  -27.6795    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   37.8213  -26.8927    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   37.2608  -26.2814    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   36.4576  -26.4604    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   38.1256  -28.2896    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   38.9317  -28.1138    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   39.4869  -28.7239    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   39.1824  -27.3277    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   40.2930  -28.5480    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   40.8451  -29.1600    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   41.6504  -28.9846    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   41.9018  -28.1980    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   41.3417  -27.5865    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   40.5384  -27.7650    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  3  6  1  0
  5  4  1  0
  4  1  2  0
  5  6  1  0
  6  7  1  0
  7  8  2  0
  8  9  1  0
  9  5  2  0
  4 10  1  0
  7 11  1  0
 11 12  1  0
 11 13  1  0
  9 14  1  0
 14 15  1  0
 14 16  2  0
 15 17  2  0
 17 18  1  0
 18 19  2  0
 19 20  1  0
 20 21  2  0
 21 15  1  0
 18 22  1  0
 22 23  1  0
 23 24  1  0
 23 25  2  0
 24 26  1  0
 26 27  2  0
 27 28  1  0
 28 29  2  0
 29 30  1  0
 30 31  2  0
 31 26  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4515809

   1-[3-(4-Amino-7-propan-2-ylpyrrolo[2,1-f][1,2,4]triazine-5-carbonyl)phenyl]-3-phenylurea

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: 414.47

Molecular Weight (Monoisotopic): 414.1804

AlogP: 4.31

#Rotatable Bonds: 5

Polar Surface Area: 114.41

Molecular Species: NEUTRAL

HBA: 6

HBD: 3

#RO5 Violations: ┄

HBA (Lipinski): 8

HBD (Lipinski): 4

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 11.41

CX Basic pKa: 0.46

CX LogP: 4.25

CX LogD: 4.25

Aromatic Rings: 4

Heavy Atoms: 31

QED Weighted: 0.42

Np Likeness Score: -1.12

References

1. Miao Q, Ma K, Chen D, Wu X, Jiang S..  (2019)  Targeting tropomyosin receptor kinase for cancer therapy.,  175  [PMID:31077998] [10.1016/j.ejmech.2019.04.053]

Source

Source(1):

• Scientific Literature