2-[(2S)-1-[6-[(6,7-difluoro-1H-benzimidazol-2-yl)methylamino]-9-ethyl-purin-2-yl]-2-piperidyl]ethanol

ID: ALA4649135

PubChem CID: 131953498

Max Phase: Preclinical

Molecular Formula: C22H26F2N8O

Molecular Weight: 456.50

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  CCn1cnc2c(NCc3nc4ccc(F)c(F)c4[nH]3)nc(N3CCCC[C@H]3CCO)nc21

Standard InChI:  InChI=1S/C22H26F2N8O/c1-2-31-12-26-19-20(25-11-16-27-15-7-6-14(23)17(24)18(15)28-16)29-22(30-21(19)31)32-9-4-3-5-13(32)8-10-33/h6-7,12-13,33H,2-5,8-11H2,1H3,(H,27,28)(H,25,29,30)/t13-/m0/s1

Standard InChI Key:  HVFVQLFPRQYJTR-ZDUSSCGKSA-N

Molfile:  

 
     RDKit          2D

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   29.7539  -13.1685    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   30.4619  -12.7571    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.1702  -13.1679    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   31.1702  -13.9874    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   29.4868  -15.2839    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.2981  -15.1963    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   28.3576  -14.3285    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.7777  -14.9083    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.8782  -14.3950    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   32.5863  -13.9874    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.2944  -14.3950    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.0451  -14.0637    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
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   35.4094  -16.0851    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   35.8157  -15.3814    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   35.4079  -14.6696    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   35.8156  -13.9615    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   36.6352  -15.3814    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   30.4619  -11.9377    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   29.7538  -11.5300    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.7538  -10.7106    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.4619  -10.3029    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.1699  -10.7106    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.1699  -11.5300    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.0457  -11.9377    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.3335  -11.5300    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.6255  -11.9377    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  2  0
  3  2  1  0
  4  3  2  0
  5  4  1  0
  6  5  2  0
  1  6  1  0
  6  7  1  0
  8  7  1  0
  9  8  2  0
  5  9  1  0
  7 10  1  0
 10 11  1  0
  4 12  1  0
 12 13  1  0
 13 14  1  0
 15 14  1  0
 15 16  1  0
 16 17  2  0
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 17 19  1  0
 19 20  2  0
 20 21  1  0
 21 22  2  0
 16 22  1  0
 22 23  1  0
 21 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
 26 31  1  6
 31 32  1  0
 32 33  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4649135

   ---

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: 456.50

Molecular Weight (Monoisotopic): 456.2198

AlogP: 3.35

#Rotatable Bonds: 7

Polar Surface Area: 107.78

Molecular Species: NEUTRAL

HBA: 8

HBD: 3

#RO5 Violations: ┄

HBA (Lipinski): 9

HBD (Lipinski): 3

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 9.60

CX Basic pKa: 5.58

CX LogP: 2.79

CX LogD: 2.78

Aromatic Rings: 4

Heavy Atoms: 33

QED Weighted: 0.39

Np Likeness Score: -1.27

References

1. Cheng W, Yang Z, Wang S, Li Y, Wei H, Tian X, Kan Q..  (2019)  Recent development of CDK inhibitors: An overview of CDK/inhibitor co-crystal structures.,  164  [PMID:30639897] [10.1016/j.ejmech.2019.01.003]

2. Lei P, Zhang J, Liao P, Ren C, Wang J, Wang Y..  (2022)  Current progress and novel strategies that target CDK12 for drug discovery.,  240  [PMID:35868123] [10.1016/j.ejmech.2022.114603]

Source

Source(1):

• Scientific Literature