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

ID: ALA4457005

PubChem CID: 16112865

Max Phase: Preclinical

Molecular Formula: C23H20Cl2N6O2

Molecular Weight: 483.36

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  CC(C)c1cc(C(=O)c2cccc(NC(=O)Nc3ccc(Cl)cc3Cl)c2)c2c(N)ncnn12

Standard InChI:  InChI=1S/C23H20Cl2N6O2/c1-12(2)19-10-16(20-22(26)27-11-28-31(19)20)21(32)13-4-3-5-15(8-13)29-23(33)30-18-7-6-14(24)9-17(18)25/h3-12H,1-2H3,(H2,26,27,28)(H2,29,30,33)

Standard InChI Key:  JSLIJLUSLPYLEM-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 33 36  0  0  0  0  0  0  0  0999 V2000
   19.2907  -28.2674    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   19.2896  -29.0947    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.0044  -29.5076    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   20.0026  -27.8545    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.7180  -28.2637    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.7229  -29.0902    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   21.5103  -29.3409    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.9923  -28.6695    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.5026  -28.0038    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.0001  -27.0295    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   21.7698  -30.1242    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.2214  -30.7404    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.5779  -30.2910    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.7528  -27.2177    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.5588  -27.0414    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.1973  -26.6078    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   23.1110  -27.6515    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.9164  -27.4757    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.1673  -26.6889    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.6068  -26.0777    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.8037  -26.2566    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.4716  -28.0858    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   25.2777  -27.9100    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.8331  -28.5202    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   25.5285  -27.1240    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   26.6391  -28.3443    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.1911  -28.9563    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.9966  -28.7809    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.2480  -27.9943    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.6878  -27.3828    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.8845  -27.5613    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.9385  -29.7416    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   29.0538  -27.8173    0.0000 Cl  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
 27 32  1  0
 29 33  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4457005

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

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: 483.36

Molecular Weight (Monoisotopic): 482.1025

AlogP: 5.62

#Rotatable Bonds: 5

Polar Surface Area: 114.41

Molecular Species: NEUTRAL

HBA: 6

HBD: 3

#RO5 Violations: 1

HBA (Lipinski): 8

HBD (Lipinski): 4

#RO5 Violations (Lipinski): 1

CX Acidic pKa: 10.82

CX Basic pKa: 0.46

CX LogP: 5.46

CX LogD: 5.46

Aromatic Rings: 4

Heavy Atoms: 33

QED Weighted: 0.32

Np Likeness Score: -1.57

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