Fadraciclib

ID: ALA4764173

PubChem CID: 10292487

Max Phase: Preclinical

Molecular Formula: C20H28N6O

Molecular Weight: 368.49

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  CC[C@H](Nc1nc(NCc2ccccc2)c2ncn(C(C)C)c2n1)[C@@H](C)O

Standard InChI:  InChI=1S/C20H28N6O/c1-5-16(14(4)27)23-20-24-18(21-11-15-9-7-6-8-10-15)17-19(25-20)26(12-22-17)13(2)3/h6-10,12-14,16,27H,5,11H2,1-4H3,(H2,21,23,24,25)/t14-,16+/m1/s1

Standard InChI Key:  CVIBDXQYFNZNMA-ZBFHGGJFSA-N

Molfile:  

 
     RDKit          2D

 27 29  0  0  0  0  0  0  0  0999 V2000
    8.1152  -10.2284    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    8.0930   -8.5766    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.3812   -9.0044    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    7.3961   -9.8284    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.8149   -8.9803    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.8290   -9.8084    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.6209  -10.0510    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   10.0964   -9.3728    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.5982   -8.7110    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.6888  -10.2530    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.9675   -9.8527    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2601  -10.2773    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9533   -9.0278    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6607   -8.6032    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2742  -11.1022    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5388   -9.8770    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.8891  -10.8312    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.3476  -11.4535    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.6988  -10.9890    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.0801   -7.7518    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    8.7881   -7.3281    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.7752   -6.5033    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.4831   -6.0851    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.4706   -5.2609    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.7492   -4.8588    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.0390   -5.2870    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.0551   -6.1096    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  6  2  0
  5  2  2  0
  2  3  1  0
  3  4  2  0
  4  1  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  2  0
  9  5  1  0
  4 10  1  0
 10 11  1  0
 11 12  1  0
 11 13  1  6
 13 14  1  0
 12 15  1  1
 12 16  1  0
  7 17  1  0
 17 18  1  0
 17 19  1  0
  2 20  1  0
 20 21  1  0
 21 22  1  0
 22 23  2  0
 23 24  1  0
 24 25  2  0
 25 26  1  0
 26 27  2  0
 27 22  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4764173

   (2R,3S)-3-[[6-(benzylamino)-9-propan-2-ylpurin-2-yl]amino]pentan-2-ol

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: 368.49

Molecular Weight (Monoisotopic): 368.2325

AlogP: 3.59

#Rotatable Bonds: 8

Polar Surface Area: 87.89

Molecular Species: NEUTRAL

HBA: 7

HBD: 3

#RO5 Violations: ┄

HBA (Lipinski): 7

HBD (Lipinski): 3

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 5.20

CX LogP: 3.31

CX LogD: 3.31

Aromatic Rings: 3

Heavy Atoms: 27

QED Weighted: 0.56

Np Likeness Score: -0.69

References

1. Wu T,Qin Z,Tian Y,Wang J,Xu C,Li Z,Bian J.  (2020)  Recent Developments in the Biology and Medicinal Chemistry of CDK9 Inhibitors: An Update.,  63  (22): [PMID:32866383] [10.1021/acs.jmedchem.0c00744]

Source

Source(1):

• Scientific Literature