N-[2-(2-{4-[1-((R)-2-Hydroxy-propyl)-piperidin-4-yl]-2-methoxy-phenylamino}-pyrrolo[2,1-f][1,2,4]triazin-7-yl)-phenyl]-N-methyl-methanesulfonamide

ID: ALA2158526

PubChem CID: 56945494

Max Phase: Preclinical

Molecular Formula: C29H36N6O4S

Molecular Weight: 564.71

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  COc1cc(C2CCN(C[C@@H](C)O)CC2)ccc1Nc1ncc2ccc(-c3ccccc3N(C)S(C)(=O)=O)n2n1

Standard InChI:  InChI=1S/C29H36N6O4S/c1-20(36)19-34-15-13-21(14-16-34)22-9-11-25(28(17-22)39-3)31-29-30-18-23-10-12-27(35(23)32-29)24-7-5-6-8-26(24)33(2)40(4,37)38/h5-12,17-18,20-21,36H,13-16,19H2,1-4H3,(H,31,32)/t20-/m1/s1

Standard InChI Key:  ROGKAFOTXRPAFP-HXUWFJFHSA-N

Molfile:  

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M  END

Alternative Forms

1. Parent:

   

   ALA2158526

   N-[2-[2-[4-[1-[(2R)-2-hydroxypropyl]piperidin-4-yl]-2-methoxyanilino]pyrrolo[2,1-f][1,2,4]triazin-7-yl]phenyl]-N-methylmethanesulfonamide

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: 564.71

Molecular Weight (Monoisotopic): 564.2519

AlogP: 4.10

#Rotatable Bonds: 9

Polar Surface Area: 112.30

Molecular Species: BASE

HBA: 9

HBD: 2

#RO5 Violations: 1

HBA (Lipinski): 10

HBD (Lipinski): 2

#RO5 Violations (Lipinski): 1

CX Acidic pKa: 12.19

CX Basic pKa: 9.19

CX LogP: 3.14

CX LogD: 1.34

Aromatic Rings: 4

Heavy Atoms: 40

QED Weighted: 0.31

Np Likeness Score: -1.13

References

1. Mesaros EF, Thieu TV, Wells GJ, Zificsak CA, Wagner JC, Breslin HJ, Tripathy R, Diebold JL, McHugh RJ, Wohler AT, Quail MR, Wan W, Lu L, Huang Z, Albom MS, Angeles TS, Wells-Knecht KJ, Aimone LD, Cheng M, Ator MA, Ott GR, Dorsey BD..  (2012)  Strategies to mitigate the bioactivation of 2-anilino-7-aryl-pyrrolo[2,1-f][1,2,4]triazines: identification of orally bioavailable, efficacious ALK inhibitors.,  55  (1): [PMID:22141319] [10.1021/jm2010767]

Source

Source(1):

• Scientific Literature