3-(2-(((1r,4r)-4-aminocyclohexyl)amino)-6-((4-(4-benzylpiperazin-1-yl)phenyl)amino)-9H-purin-9-yl)cyclopentan-1-ol

ID: ALA4550659

PubChem CID: 155555183

Max Phase: Preclinical

Molecular Formula: C33H43N9O

Molecular Weight: 581.77

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  N[C@H]1CC[C@H](Nc2nc(Nc3ccc(N4CCN(Cc5ccccc5)CC4)cc3)c3ncn(C4CCC(O)C4)c3n2)CC1

Standard InChI:  InChI=1S/C33H43N9O/c34-24-6-8-26(9-7-24)37-33-38-31(30-32(39-33)42(22-35-30)28-14-15-29(43)20-28)36-25-10-12-27(13-11-25)41-18-16-40(17-19-41)21-23-4-2-1-3-5-23/h1-5,10-13,22,24,26,28-29,43H,6-9,14-21,34H2,(H2,36,37,38,39)/t24-,26-,28?,29?

Standard InChI Key:  SIVNXBQLZDLVRT-KITUSQEJSA-N

Molfile:  

 
     RDKit          2D

 43 49  0  0  0  0  0  0  0  0999 V2000
    5.5459  -22.6054    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.5447  -23.4358    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2628  -23.8524    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.2610  -22.1890    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9797  -22.6018    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9799  -23.4313    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.7692  -23.6862    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    8.2542  -23.0182    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.7688  -22.3465    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.8267  -23.8515    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.2586  -21.3608    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.9751  -20.9467    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.6919  -21.3589    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.4038  -20.9455    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.4017  -20.1165    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.6778  -19.7027    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9688  -20.1226    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.7613  -24.5114    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.0908  -24.9954    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.3370  -25.7829    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.1622  -25.7909    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.4234  -25.0083    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.8766  -26.2009    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.1140  -19.7021    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.1126  -23.4402    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1149  -22.6180    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4050  -22.2069    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6894  -22.6161    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6883  -23.4411    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4027  -23.8568    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9769  -22.2022    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    9.8273  -20.1133    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.5373  -19.7024    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.5389  -18.8781    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    9.8241  -18.4663    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.1078  -18.8789    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.2526  -18.4664    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.9660  -18.8787    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.9613  -19.7018    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.6739  -20.1140    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.3886  -19.7022    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.3863  -18.8740    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.6731  -18.4655    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  3  6  2  0
  5  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
  2 10  1  0
  4 11  1  0
 11 12  1  0
 12 13  2  0
 13 14  1  0
 14 15  2  0
 15 16  1  0
 16 17  2  0
 17 12  1  0
  7 18  1  0
 18 19  1  0
 19 20  1  0
 20 21  1  0
 21 22  1  0
 22 18  1  0
 21 23  1  0
 15 24  1  0
 25 10  1  6
 25 26  1  0
 25 30  1  0
 26 27  1  0
 27 28  1  0
 28 29  1  0
 29 30  1  0
 28 31  1  1
 24 32  1  0
 24 36  1  0
 32 33  1  0
 33 34  1  0
 34 35  1  0
 35 36  1  0
 34 37  1  0
 37 38  1  0
 38 39  2  0
 39 40  1  0
 40 41  2  0
 41 42  1  0
 42 43  2  0
 43 38  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4550659

   ---

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: 581.77

Molecular Weight (Monoisotopic): 581.3591

AlogP: 4.66

#Rotatable Bonds: 8

Polar Surface Area: 120.39

Molecular Species: BASE

HBA: 10

HBD: 4

#RO5 Violations: 1

HBA (Lipinski): 10

HBD (Lipinski): 5

#RO5 Violations (Lipinski): 1

CX Acidic pKa: ┄

CX Basic pKa: 10.45

CX LogP: 3.99

CX LogD: 0.44

Aromatic Rings: 4

Heavy Atoms: 43

QED Weighted: 0.24

Np Likeness Score: -0.94

References

1. Řezníčková E, Gucký T, Kováčová V, Ajani H, Jorda R, Kryštof V..  (2019)  Activity of 2,6,9-trisubstituted purines as potent PDGFRα kinase inhibitors with antileukaemic activity.,  182  [PMID:31514019] [10.1016/j.ejmech.2019.111663]

Source

Source(1):

• Scientific Literature