(3R)-3-(methoxymethyl)-7-[5-methyl-2[(2-methylpyrazol-3-yl)amino]pyrimidin-4-yl]-2-[(6-methyl-2-pyridyl)methyl]-3,4 dihydropyrrolo[1,2-a]pyrazin-1-one

ID: ALA4551714

PubChem CID: 122604308

Max Phase: Preclinical

Molecular Formula: C25H28N8O2

Molecular Weight: 472.55

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  COC[C@H]1Cn2cc(-c3nc(Nc4ccnn4C)ncc3C)cc2C(=O)N1Cc1cccc(C)n1

Standard InChI:  InChI=1S/C25H28N8O2/c1-16-11-26-25(29-22-8-9-27-31(22)3)30-23(16)18-10-21-24(34)33(13-19-7-5-6-17(2)28-19)20(15-35-4)14-32(21)12-18/h5-12,20H,13-15H2,1-4H3,(H,26,29,30)/t20-/m1/s1

Standard InChI Key:  CZSJKHCGJOLSDZ-HXUWFJFHSA-N

Molfile:  

 
     RDKit          2D

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   13.5100  -23.7009    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   12.7992  -22.4688    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.2184  -21.6471    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   12.5679  -19.6784    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
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   15.8446  -18.2498    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
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 28 32  1  0
 21 33  1  1
 33 34  1  0
 34 35  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4551714

   ---

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: 472.55

Molecular Weight (Monoisotopic): 472.2335

AlogP: 3.11

#Rotatable Bonds: 7

Polar Surface Area: 102.99

Molecular Species: NEUTRAL

HBA: 9

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 10

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 12.78

CX Basic pKa: 4.85

CX LogP: 2.31

CX LogD: 2.31

Aromatic Rings: 4

Heavy Atoms: 35

QED Weighted: 0.44

Np Likeness Score: -1.39

References

1. Ward RA, Anderton MJ, Bethel P, Breed J, Cook C, Davies EJ, Dobson A, Dong Z, Fairley G, Farrington P, Feron L, Flemington V, Gibbons FD, Graham MA, Greenwood R, Hanson L, Hopcroft P, Howells R, Hudson J, James M, Jones CD, Jones CR, Li Y, Lamont S, Lewis R, Lindsay N, McCabe J, McGuire T, Rawlins P, Roberts K, Sandin L, Simpson I, Swallow S, Tang J, Tomkinson G, Tonge M, Wang Z, Zhai B..  (2019)  Discovery of a Potent and Selective Oral Inhibitor of ERK1/2 (AZD0364) That Is Efficacious in Both Monotherapy and Combination Therapy in Models of Nonsmall Cell Lung Cancer (NSCLC).,  62  (24): [PMID:31710489] [10.1021/acs.jmedchem.9b01295]

Source

Source(1):

• Scientific Literature