The store will not work correctly when cookies are disabled.
JavaScript seems to be disabled in your browser. For the best experience on our site, be sure to turn on Javascript in your browser.
N-Cyclopentyl-4-methyl-5-(2-((5-morpholinopyridin-2-yl)amino)-pyrimidin-4-yl)thiazol-2-amine ID: ALA4081497
PubChem CID: 126535109
Max Phase: Preclinical
Molecular Formula: C22H27N7OS
Molecular Weight: 437.57
Molecule Type: Small molecule
This compound is available for customization.
Associated Items:
Names and Identifiers Canonical SMILES: Cc1nc(NC2CCCC2)sc1-c1ccnc(Nc2ccc(N3CCOCC3)cn2)n1
Standard InChI: InChI=1S/C22H27N7OS/c1-15-20(31-22(25-15)26-16-4-2-3-5-16)18-8-9-23-21(27-18)28-19-7-6-17(14-24-19)29-10-12-30-13-11-29/h6-9,14,16H,2-5,10-13H2,1H3,(H,25,26)(H,23,24,27,28)
Standard InChI Key: UGKFAPJXEKVBHI-UHFFFAOYSA-N
Molfile:
RDKit 2D
31 35 0 0 0 0 0 0 0 0999 V2000
0.5785 -9.9948 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0
1.3813 -9.7659 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0
2.0351 -10.2721 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0
2.7169 -9.8078 0.0000 S 0 0 0 0 0 0 0 0 0 0 0 0
2.4866 -9.0216 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0
2.9890 -8.3634 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0
3.8065 -8.4702 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0
4.2844 -9.1472 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0
5.0694 -8.9045 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0
5.0843 -8.0871 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0
4.3065 -7.8175 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0
1.6658 -8.9909 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0
2.0500 -11.0970 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0
2.7689 -11.5005 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0
2.7842 -12.3213 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0
3.5095 -12.7304 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0
4.2253 -12.3061 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0
4.2154 -11.4765 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0
4.9266 -11.0561 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0
5.6604 -11.4622 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0
6.3713 -11.0459 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0
6.3690 -10.2253 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0
7.0799 -9.8089 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0
7.7929 -10.2132 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0
7.7986 -11.0424 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0
7.0877 -11.4588 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0
5.6661 -12.2914 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0
4.9507 -12.7115 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0
2.0758 -12.7463 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0
1.3570 -12.3428 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0
1.3420 -11.5180 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0
1 2 1 0
2 3 2 0
3 4 1 0
4 5 1 0
5 6 1 0
6 7 1 0
7 8 1 0
8 9 1 0
9 10 1 0
10 11 1 0
7 11 1 0
5 12 2 0
2 12 1 0
3 13 1 0
13 14 2 0
14 15 1 0
15 16 1 0
16 17 1 0
17 18 2 0
18 19 1 0
19 20 2 0
20 21 1 0
21 22 1 0
22 23 1 0
23 24 1 0
24 25 1 0
25 26 1 0
21 26 1 0
20 27 1 0
27 28 2 0
17 28 1 0
15 29 2 0
29 30 1 0
30 31 2 0
13 31 1 0
M END Associated Targets(Human) Associated Targets(non-human) Molecule Features Natural Product: NoOral: NoChemical Probe: NoParenteral: NoMolecule Type: Small moleculeTopical: NoFirst In Class: NoBlack Box: NoChirality: NoAvailability: NoProdrug: No
Drug Indications MESH ID MESH Heading EFO IDs EFO Terms Max Phase for Indication References
Mechanisms of Action Mechanism of Action Action Type target ID Target Name Target Type Target Organism Binding Site Name References
Calculated Properties Molecular Weight: 437.57Molecular Weight (Monoisotopic): 437.1998AlogP: 4.24#Rotatable Bonds: 6Polar Surface Area: 88.09Molecular Species: NEUTRALHBA: 9HBD: 2#RO5 Violations: ┄HBA (Lipinski): 8HBD (Lipinski): 2#RO5 Violations (Lipinski): ┄CX Acidic pKa: 11.34CX Basic pKa: 3.63CX LogP: 3.77CX LogD: 3.77Aromatic Rings: 3Heavy Atoms: 31QED Weighted: 0.59Np Likeness Score: -1.84
References 1. Tadesse S, Yu M, Mekonnen LB, Lam F, Islam S, Tomusange K, Rahaman MH, Noll B, Basnet SK, Teo T, Albrecht H, Milne R, Wang S.. (2017) Highly Potent, Selective, and Orally Bioavailable 4-Thiazol-N-(pyridin-2-yl)pyrimidin-2-amine Cyclin-Dependent Kinases 4 and 6 Inhibitors as Anticancer Drug Candidates: Design, Synthesis, and Evaluation., 60 (5): [PMID:28156111 ] [10.1021/acs.jmedchem.6b01670 ]