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

ID: ALA4215702

PubChem CID: 122657605

Max Phase: Preclinical

Molecular Formula: C27H30F2N8

Molecular Weight: 504.59

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CN1CCN(Cc2ccc(Nc3ncc(F)c(-c4cc(F)c5nc6n(c5c4)C(C)(C)CC6)n3)nc2)CC1

Standard InChI:  InChI=1S/C27H30F2N8/c1-27(2)7-6-23-33-25-19(28)12-18(13-21(25)37(23)27)24-20(29)15-31-26(34-24)32-22-5-4-17(14-30-22)16-36-10-8-35(3)9-11-36/h4-5,12-15H,6-11,16H2,1-3H3,(H,30,31,32,34)

Standard InChI Key:  RFEGHSBZJMLRST-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

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   17.0932  -14.1363    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   11.3774  -14.1363    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
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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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   19.2366  -12.8988    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
   17.8077  -14.5488    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
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 18 21  1  0
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 11 14  1  0
  7  8  1  0
 22 23  2  0
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 24 25  1  0
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 30 31  1  0
 31 32  2  0
 32 33  1  0
 24 33  2  0
 25 30  2  0
 29 34  1  0
 29 35  1  0
 33 36  1  0
  3 31  1  0
  4 37  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4215702

   ---

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: 504.59

Molecular Weight (Monoisotopic): 504.2561

AlogP: 4.34

#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: 10.27

CX Basic pKa: 7.70

CX LogP: 4.21

CX LogD: 3.73

Aromatic Rings: 4

Heavy Atoms: 37

QED Weighted: 0.43

Np Likeness Score: -1.19

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