tert-butyl 4-(6-((4-(2,3-dihydrobenzo[b][1,4]dioxin-6-yl)-5-fluoropyrimidin-2-yl)amino)pyridin-3-yl)piperazine-1-carboxylate

ID: ALA5202493

PubChem CID: 168292504

Max Phase: Preclinical

Molecular Formula: C26H29FN6O4

Molecular Weight: 508.55

Names and Identifiers

Canonical SMILES:  CC(C)(C)OC(=O)N1CCN(c2ccc(Nc3ncc(F)c(-c4ccc5c(c4)OCCO5)n3)nc2)CC1

Standard InChI:  InChI=1S/C26H29FN6O4/c1-26(2,3)37-25(34)33-10-8-32(9-11-33)18-5-7-22(28-15-18)30-24-29-16-19(27)23(31-24)17-4-6-20-21(14-17)36-13-12-35-20/h4-7,14-16H,8-13H2,1-3H3,(H,28,29,30,31)

Standard InChI Key:  ZGPWKARBGLEAAR-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 37 41  0  0  0  0  0  0  0  0999 V2000
   -1.4210   -0.8262    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4210   -0.0011    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7094    0.4093    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0005   -0.0008    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0005   -0.8225    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7076   -1.2326    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7110   -1.2333    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.4226   -0.8225    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4229   -0.0008    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.1327    0.4081    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8445   -0.0028    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5561    0.4079    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
    2.8461   -0.8204    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1373   -1.2352    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.5577   -1.2313    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2695   -0.8206    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9785   -1.2307    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6904   -0.8199    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.4022   -1.2309    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4022   -2.0529    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6904   -2.4638    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.9785   -2.0528    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2713   -2.4630    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5577   -2.0565    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1326    0.4094    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8442   -0.0011    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5558    0.4094    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5558    1.2313    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8442    1.6421    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1326    1.2313    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2674    1.6421    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9790    1.2313    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2674    2.4638    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6906    1.6421    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4022    1.2313    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6906    2.4638    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4022    2.0529    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  0
  3  2  2  0
  4  3  1  0
  5  4  2  0
  6  5  1  0
  1  6  2  0
  5  7  1  0
  7  8  1  0
  9  8  2  0
 10  9  1  0
 11 10  2  0
 11 12  1  0
 13 11  1  0
 14 13  2  0
  8 14  1  0
 13 15  1  0
 16 15  2  0
 17 16  1  0
 17 18  1  0
 19 18  1  0
 20 19  1  0
 21 20  1  0
 22 21  1  0
 22 17  2  0
 23 22  1  0
 24 23  2  0
 15 24  1  0
 25  2  1  0
 25 26  1  0
 27 26  1  0
 28 27  1  0
 29 28  1  0
 30 29  1  0
 25 30  1  0
 28 31  1  0
 31 32  1  0
 31 33  2  0
 32 34  1  0
 34 35  1  0
 34 36  1  0
 34 37  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA5202493

   ---

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type:

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 508.55

Molecular Weight (Monoisotopic): 508.2234

AlogP: 4.25

#Rotatable Bonds: 4

Polar Surface Area: 101.94

Molecular Species: NEUTRAL

HBA: 9

HBD: 1

#RO5 Violations: 1

HBA (Lipinski): 10

HBD (Lipinski): 1

#RO5 Violations (Lipinski): 1

CX Acidic pKa: 11.82

CX Basic pKa: 3.67

CX LogP: 4.09

CX LogD: 4.09

Aromatic Rings: 3

Heavy Atoms: 37

QED Weighted: 0.55

Np Likeness Score: -1.44

References

1. Chen W, Ji M, Cheng H, Zheng M, Xia F, Min W, Yang H, Wang X, Wang L, Cao L, Yuan K, Yang P..  (2022)  Discovery, Optimization, and Evaluation of Selective CDK4/6 Inhibitors for the Treatment of Breast Cancer.,  65  (22.0): [PMID:36350721] [10.1021/acs.jmedchem.2c00947]

Source

Source(1):

• Scientific Literature