ENSARTINIB

ID: ALA4113131

Cas Number: 1370651-20-9

PubChem CID: 56960363

Max Phase: Phase

Molecular Formula: C26H27Cl2FN6O3

Molecular Weight: 561.45

Molecule Type: Small molecule

Names and Identifiers

Synonyms: Ensartinib | X-396 | X-396 | ensartinib|1370651-20-9|Ensartinib (X-396)|Ensartinib [INN]|SMA5ZS5B22|X396|C26H27Cl2FN6O3|Ensartinib (USAN)|ENSARTINIB [USAN]|3-Pyridazinecarboxamide, 6-amino-5-((1R)-1-(2,6-dichloro-3-fluorophenyl)ethoxy)-N-(4-(((3R,5S)-3,5-dimethyl-1-piperazinyl)carbonyl)phenyl)|6-Amino-5-((1R)-1-(2,6-dichloro-3-fluorophenyl)ethoxy)- N-(4-((3R,5S)-3,5-dimethylpiperazine- 1-carbonyl)phenyl)pyridazine-3-carboxamide|6-amino-5-[(1R)-1-(2,6-dichloro-3-fluorophenyl)ethoxy]-N-[4-[(3R,5S)Show More⌵

Synonyms from Alternative Forms(3): Ensartinib dihydrochloride | Ensartinib hydrochloride | X-396 HCl

Canonical SMILES:  C[C@@H]1CN(C(=O)c2ccc(NC(=O)c3cc(O[C@H](C)c4c(Cl)ccc(F)c4Cl)c(N)nn3)cc2)C[C@H](C)N1

Standard InChI:  InChI=1S/C26H27Cl2FN6O3/c1-13-11-35(12-14(2)31-13)26(37)16-4-6-17(7-5-16)32-25(36)20-10-21(24(30)34-33-20)38-15(3)22-18(27)8-9-19(29)23(22)28/h4-10,13-15,31H,11-12H2,1-3H3,(H2,30,34)(H,32,36)/t13-,14+,15-/m1/s1

Standard InChI Key:  GLYMPHUVMRFTFV-QLFBSQMISA-N

Molfile:  

     RDKit          2D

 38 41  0  0  0  0  0  0  0  0999 V2000
   -5.4740   -0.1295    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1885   -0.5420    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1885   -1.3671    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4740   -1.7796    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7596   -1.3671    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7596   -0.5420    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0451   -0.1295    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0451   -1.7796    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   -3.3306   -0.5420    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3306    1.1080    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0451    0.6955    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6162    0.6955    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6162    2.3455    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3306    1.9330    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9017    1.1080    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9017    1.9330    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1871   -0.1295    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1871    0.6955    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4728    1.1080    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.2417   -0.1295    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2417    0.6955    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9562    1.1080    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9562   -0.5420    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6706   -0.1295    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6706    0.6955    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3851   -0.5420    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0996   -0.1295    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.0996    0.6955    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8140    1.1080    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8140   -0.5420    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5285   -0.1295    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5285    0.6955    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4740   -2.6046    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4740    0.6955    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   -4.0657    2.3076    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.3851   -1.3670    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.8140    1.9330    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2430   -0.5420    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  3  4  1  0
  4  5  2  0
  5  6  1  0
  1  6  2  0
  5  8  1  0
  7  6  1  0
 10 11  1  0
 10 12  1  0
 11  7  1  0
  7  9  1  6
 13 14  1  0
 15 16  1  0
 13 16  2  0
 14 10  2  0
 12 15  2  0
 17 18  2  0
 15 18  1  0
 20 21  2  0
 19 21  1  0
 19 18  1  0
 23 24  2  0
 24 25  1  0
 22 25  2  0
 20 23  1  0
 22 21  1  0
 26 27  1  0
 27 28  1  0
 24 26  1  0
 30 31  1  0
 31 32  1  0
 29 32  1  0
 27 30  1  0
 29 28  1  0
  4 33  1  0
  1 34  1  0
 14 35  1  0
 26 36  2  0
 29 37  1  1
 31 38  1  1
M  END

Alternative Forms

1. Parent:

   

   ALA4113131

   ENSARTINIB

2. Alternative Forms:

   

   ALA4113131

   Ensartinib (X-396) dihydrochloride

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: Yes

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 561.45

Molecular Weight (Monoisotopic): 560.1506

AlogP: 4.72

#Rotatable Bonds: 6

Polar Surface Area: 122.47

Molecular Species: NEUTRAL

HBA: 7

HBD: 3

#RO5 Violations: 1

HBA (Lipinski): 9

HBD (Lipinski): 4

#RO5 Violations (Lipinski): 1

CX Acidic pKa: 13.82

CX Basic pKa: 8.00

CX LogP: 3.95

CX LogD: 3.26

Aromatic Rings: 3

Heavy Atoms: 38

QED Weighted: 0.37

Np Likeness Score: -1.18

References

1. Unpublished dataset, 

2.  (2015)  Substituted pyridazine carboxamide compounds, 

3. USP Dictionary of USAN and International Names (2010 edition) and USAN registrations 2007-date, 

4. Kong X, Pan P, Sun H, Xia H, Wang X, Li Y, Hou T..  (2019)  Drug Discovery Targeting Anaplastic Lymphoma Kinase (ALK).,  62  (24): [PMID:31419130] [10.1021/acs.jmedchem.9b00446]

Source

Source(4):

• Scientific Literature
• Clinical Candidates
• USP Dictionary of USAN and International Drug Names
• BindingDB Database