7-cyclopentyl-N,N-dimethyl-2-(4-(piperazin-1-yl)phenylamino)-7H-pyrrolo[2,3-d]pyrimidine-6-carboxamide

ID: ALA4589103

PubChem CID: 58015961

Max Phase: Preclinical

Molecular Formula: C24H31N7O

Molecular Weight: 433.56

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  CN(C)C(=O)c1cc2cnc(Nc3ccc(N4CCNCC4)cc3)nc2n1C1CCCC1

Standard InChI:  InChI=1S/C24H31N7O/c1-29(2)23(32)21-15-17-16-26-24(28-22(17)31(21)20-5-3-4-6-20)27-18-7-9-19(10-8-18)30-13-11-25-12-14-30/h7-10,15-16,20,25H,3-6,11-14H2,1-2H3,(H,26,27,28)

Standard InChI Key:  GIEZCFPNBLPSOM-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

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   34.4969  -13.8368    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   35.2050  -14.2457    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   35.9146  -13.8363    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   35.2032  -12.6084    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   36.6230  -14.2438    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   37.3301  -13.8341    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.7903  -12.6088    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   38.0351  -14.2420    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
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   33.7928  -11.7863    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   38.7378  -13.8346    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   39.5187  -14.0936    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   40.0063  -13.4309    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   39.5267  -12.7625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   39.7686  -14.8728    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   39.2843  -15.5310    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   39.7606  -16.1951    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   40.5394  -15.9472    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   40.5442  -15.1301    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   40.8235  -13.4357    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   41.2278  -14.1459    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   41.2363  -12.7305    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   42.0535  -12.7354    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   40.8319  -12.0204    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
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  4  5  1  0
  5  6  2  0
  6  1  1  0
  4  7  1  0
  7  8  1  0
  1  9  1  0
  8 10  2  0
 10 19  1  0
 18 11  1  0
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  9 13  1  0
  9 17  1  0
 13 14  1  0
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 15 16  1  0
 16 17  1  0
 18 19  2  0
 19 20  1  0
 20 21  1  0
 21 22  2  0
 22 18  1  0
 23 24  1  0
 24 25  1  0
 25 26  1  0
 26 27  1  0
 27 23  1  0
 20 23  1  0
 21 28  1  0
 28 29  2  0
 28 30  1  0
 30 31  1  0
 30 32  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4589103

   7-cyclopentyl-N,N-dimethyl-2-(4-piperazin-1-ylanilino)pyrrolo[2,3-d]pyrimidine-6-carboxamide

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: 433.56

Molecular Weight (Monoisotopic): 433.2590

AlogP: 3.40

#Rotatable Bonds: 5

Polar Surface Area: 78.32

Molecular Species: BASE

HBA: 7

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 8

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 8.91

CX LogP: 3.00

CX LogD: 1.48

Aromatic Rings: 3

Heavy Atoms: 32

QED Weighted: 0.64

Np Likeness Score: -1.42

References

1. Poratti M, Marzaro G..  (2019)  Third-generation CDK inhibitors: A review on the synthesis and binding modes of Palbociclib, Ribociclib and Abemaciclib.,  172  [PMID:30978559] [10.1016/j.ejmech.2019.03.064]

Source

Source(1):

• Scientific Literature