cis-4-(2-(1-benzyl-1H-indol-5-ylamino)-6-(ethylamino)pyrimidin-4-ylamino)cyclohexanol

ID: ALA1242367

Chembl Id: CHEMBL1242367

Max Phase: Preclinical

Molecular Formula: C27H32N6O

Molecular Weight: 456.59

Molecule Type: Small molecule

Names and Identifiers

Synonyms: CGP-082996

Canonical SMILES:  CCNc1cc(N[C@H]2CC[C@@H](O)CC2)nc(Nc2ccc3c(ccn3Cc3ccccc3)c2)n1

Standard InChI:  InChI=1S/C27H32N6O/c1-2-28-25-17-26(29-21-8-11-23(34)12-9-21)32-27(31-25)30-22-10-13-24-20(16-22)14-15-33(24)18-19-6-4-3-5-7-19/h3-7,10,13-17,21,23,34H,2,8-9,11-12,18H2,1H3,(H3,28,29,30,31,32)/t21-,23+

Standard InChI Key:  YVXCDLCJCIDFHE-DKXQDJALSA-N

Alternative Forms

1. Parent:

   

   ALA1242367

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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: 456.59

Molecular Weight (Monoisotopic): 456.2638

AlogP: 5.37

#Rotatable Bonds: 8

Polar Surface Area: 87.03

Molecular Species: NEUTRAL

HBA: 7

HBD: 4

#RO5 Violations: 1

HBA (Lipinski): 7

HBD (Lipinski): 4

#RO5 Violations (Lipinski): 1

CX Acidic pKa: 13.27

CX Basic pKa: 5.09

CX LogP: 5.12

CX LogD: 5.12

Aromatic Rings: 4

Heavy Atoms: 34

QED Weighted: 0.29

Np Likeness Score: -1.16

References

1. Sridhar J, Akula N, Pattabiraman N..  (2006)  Selectivity and potency of cyclin-dependent kinase inhibitors.,  8  (1): [PMID:16584130] [10.1208/aapsj080125]

2. Genomics of Drug Sensitity in Cancer screening data, Wellcome Trust Sanger Institute,  [10.6019/CHEMBL1201861]

3. Reddy MV, Akula B, Cosenza SC, Athuluridivakar S, Mallireddigari MR, Pallela VR, Billa VK, Subbaiah DR, Bharathi EV, Vasquez-Del Carpio R, Padgaonkar A, Baker SJ, Reddy EP..  (2014)  Discovery of 8-cyclopentyl-2-[4-(4-methyl-piperazin-1-yl)-phenylamino]-7-oxo-7,8-dihydro-pyrido[2,3-d]pyrimidine-6-carbonitrile (7x) as a potent inhibitor of cyclin-dependent kinase 4 (CDK4) and AMPK-related kinase 5 (ARK5).,  57  (3): [PMID:24417566] [10.1021/jm401073p]

Source

Source(2):

• Scientific Literature
• Sanger Institute Genomics of Drug Sensitivity in Cancer