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

ID: ALA4461026

PubChem CID: 57629460

Max Phase: Preclinical

Molecular Formula: C25H25Cl2N7O2

Molecular Weight: 526.43

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  CN(C)CCCc1cc(C(=O)c2cccc(NC(=O)Nc3ccc(Cl)cc3Cl)c2)c2c(N)ncnn12

Standard InChI:  InChI=1S/C25H25Cl2N7O2/c1-33(2)10-4-7-18-13-19(22-24(28)29-14-30-34(18)22)23(35)15-5-3-6-17(11-15)31-25(36)32-21-9-8-16(26)12-20(21)27/h3,5-6,8-9,11-14H,4,7,10H2,1-2H3,(H2,28,29,30)(H2,31,32,36)

Standard InChI Key:  HNLSVESOKZTLCF-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 36 39  0  0  0  0  0  0  0  0999 V2000
   31.9577   -3.8667    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   31.9566   -4.6941    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.6714   -5.1070    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   32.6695   -3.4540    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.3850   -3.8631    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.3898   -4.6895    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   34.1773   -4.9404    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.6592   -4.2689    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.1695   -3.6032    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.6671   -2.6289    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   34.4368   -5.7235    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   35.2448   -5.8904    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.4198   -2.8170    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   35.2258   -2.6408    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.8642   -2.2071    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   35.7780   -3.2509    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   36.5833   -3.0751    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   36.8344   -2.2883    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   36.2738   -1.6771    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   35.4706   -1.8560    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   37.1386   -3.6853    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   37.9447   -3.5094    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   38.5001   -4.1195    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   38.1954   -2.7233    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   39.3061   -3.9436    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   39.8582   -4.5557    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   40.3548   -2.9821    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   39.5514   -3.1606    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   40.9150   -3.5936    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   40.6620   -4.3768    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   35.5043   -6.6735    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   36.3123   -6.8403    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   36.5718   -7.6234    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   36.8607   -6.2241    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   39.6073   -5.3417    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   41.7210   -3.4179    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
  9 13  1  0
 13 14  1  0
 13 15  2  0
 14 16  2  0
 16 17  1  0
 17 18  2  0
 18 19  1  0
 19 20  2  0
 20 14  1  0
 17 21  1  0
 21 22  1  0
 22 23  1  0
 22 24  2  0
 23 25  1  0
 25 26  2  0
 26 30  1  0
 29 27  1  0
 27 28  2  0
 28 25  1  0
 29 30  2  0
 12 31  1  0
 31 32  1  0
 32 33  1  0
 32 34  1  0
 26 35  1  0
 29 36  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4461026

   1-[3-[4-Amino-7-[3-(dimethylamino)propyl]pyrrolo[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: 526.43

Molecular Weight (Monoisotopic): 525.1447

AlogP: 4.99

#Rotatable Bonds: 8

Polar Surface Area: 117.65

Molecular Species: BASE

HBA: 7

HBD: 3

#RO5 Violations: 1

HBA (Lipinski): 9

HBD (Lipinski): 4

#RO5 Violations (Lipinski): 1

CX Acidic pKa: 10.82

CX Basic pKa: 8.89

CX LogP: 4.72

CX LogD: 3.31

Aromatic Rings: 4

Heavy Atoms: 36

QED Weighted: 0.28

Np Likeness Score: -1.53

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