N*2*-(4-Amino-cyclohexyl)-N*6*-benzyl-9-cyclopentyl-9H-purine-2,6-diamine

ID: ALA150261

Chembl Id: CHEMBL150261

PubChem CID: 3543

Max Phase: Preclinical

Molecular Formula: C23H31N7

Molecular Weight: 405.55

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  N[C@H]1CC[C@H](Nc2nc(NCc3ccccc3)c3ncn(C4CCCC4)c3n2)CC1

Standard InChI:  InChI=1S/C23H31N7/c24-17-10-12-18(13-11-17)27-23-28-21(25-14-16-6-2-1-3-7-16)20-22(29-23)30(15-26-20)19-8-4-5-9-19/h1-3,6-7,15,17-19H,4-5,8-14,24H2,(H2,25,27,28,29)/t17-,18-

Standard InChI Key:  JTVILUUAQWQWBK-IYARVYRRSA-N

Alternative Forms

1. Parent:

   

   ALA150261

   2-[trans-(4-Aminocyclohexyl)amino]-6-(benzyl-amino)-9-cyclopentylpurine

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type: Small molecule

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 405.55

Molecular Weight (Monoisotopic): 405.2641

AlogP: 4.24

#Rotatable Bonds: 6

Polar Surface Area: 93.68

Molecular Species: BASE

HBA: 7

HBD: 3

#RO5 Violations: 0

HBA (Lipinski): 7

HBD (Lipinski): 4

#RO5 Violations (Lipinski): 0

CX Acidic pKa:

CX Basic pKa: 10.45

CX LogP: 3.53

CX LogD: 0.79

Aromatic Rings: 3

Heavy Atoms: 30

QED Weighted: 0.57

Np Likeness Score: -0.86

References

1. Dreyer MK, Borcherding DR, Dumont JA, Peet NP, Tsay JT, Wright PS, Bitonti AJ, Shen J, Kim SH..  (2001)  Crystal structure of human cyclin-dependent kinase 2 in complex with the adenine-derived inhibitor H717.,  44  (4): [PMID:11170642] [10.1021/jm001043t]

2. Gucký T, Jorda R, Zatloukal M, Bazgier V, Berka K, Řezníčková E, Béres T, Strnad M, Kryštof V..  (2013)  A novel series of highly potent 2,6,9-trisubstituted purine cyclin-dependent kinase inhibitors.,  56  (15): [PMID:23829517] [10.1021/jm4006884]

3. Vlková K, Gucký T, Peřina M, Řezníčková E, Kryštof V..  (2022)  Synthesis and biological activity evaluation of novel 2,6,9-trisubstituted purine conjugates as potential protein kinases inhibitors.,  60  [PMID:35124201] [10.1016/j.bmcl.2022.128603]

Source

Source(1):

• Scientific Literature