5-Fluoro-4-(5-fluoro-1,1-dimethyl-2,3-dihydro-1H-benzo[d]pyrrolo[1,2-a]imidazol-7-yl)-N-(6-methyl-5-((4-methylpiperazin-1-yl)methyl)pyridin-2-yl)pyrimidin-2-amine

ID: ALA4216447

PubChem CID: 129102576

Max Phase: Preclinical

Molecular Formula: C28H32F2N8

Molecular Weight: 518.62

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  Cc1nc(Nc2ncc(F)c(-c3cc(F)c4nc5n(c4c3)C(C)(C)CC5)n2)ccc1CN1CCN(C)CC1

Standard InChI:  InChI=1S/C28H32F2N8/c1-17-18(16-37-11-9-36(4)10-12-37)5-6-23(32-17)33-27-31-15-21(30)25(35-27)19-13-20(29)26-22(14-19)38-24(34-26)7-8-28(38,2)3/h5-6,13-15H,7-12,16H2,1-4H3,(H,31,32,33,35)

Standard InChI Key:  OGSBFBXJSCWWMC-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

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   18.6936  -10.8544    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   19.6857   -9.9611    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.9712   -9.5486    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   19.9511  -13.3113    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
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  7  8  1  0
 23 24  2  0
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 23 28  1  0
 31 32  1  0
 32 33  2  0
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  3 32  1  0
  4 38  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4216447

   ---

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: 518.62

Molecular Weight (Monoisotopic): 518.2718

AlogP: 4.65

#Rotatable Bonds: 5

Polar Surface Area: 75.00

Molecular Species: NEUTRAL

HBA: 8

HBD: 1

#RO5 Violations: 1

HBA (Lipinski): 8

HBD (Lipinski): 1

#RO5 Violations (Lipinski): 1

CX Acidic pKa: 10.42

CX Basic pKa: 7.75

CX LogP: 4.34

CX LogD: 3.83

Aromatic Rings: 4

Heavy Atoms: 38

QED Weighted: 0.41

Np Likeness Score: -1.13

References

1. Wang Y, Liu WJ, Yin L, Li H, Chen ZH, Zhu DX, Song XQ, Cheng ZZ, Song P, Wang Z, Li ZG..  (2018)  Design and synthesis of 4-(2,3-dihydro-1H-benzo[d]pyrrolo[1,2-a]imidazol-7-yl)-N-(5-(piperazin-1-ylmethyl)pyridine-2-yl)pyrimidin-2-amine as a highly potent and selective cyclin-dependent kinases 4 and 6 inhibitors and the discovery of structure-activity relationships.,  28  (5): [PMID:29429832] [10.1016/j.bmcl.2017.12.068]

Source

Source(1):

• Scientific Literature