WARNING: This product is for research use only, not for human or veterinary use.
MedKoo CAT#: 407204
CAS#: 1648863-90-4
Description: G‑5555 is a potent and selective PAK1 inhibitor. G‑5555 showed excellent kinase selectivity and inhibited only eight out of the 235 kinases tested other than PAK1 with inhibition >70%: PAK2, PAK3, KHS1, Lck, MST3, MST4, SIK2, and YSK1. G‑5555 demonstrated in vivo PK/PD effects consistent with the observed potency and pharmacokinetic properties. G‑5555 may be a potential cancer drug candidate. The p21-activated kinases (PAKs), which belong to the sterile-20 (STE20) family of kinases, play important roles in the regulation of key cellular phenomena including cell migration, proliferation, and survival mechanisms.
MedKoo Cat#: 407204
Name: G‑5555
CAS#: 1648863-90-4
Chemical Formula: C25H25ClN6O3
Exact Mass: 492.16767
Molecular Weight: 492.964
Elemental Analysis: C, 60.91; H, 5.11; Cl, 7.19; N, 17.05; O, 9.74
Related CAS #: 1648863-90-4 1648863-93-7
Synonym: G‑5555; G 5555; G5555.
IUPAC/Chemical Name: 8-(((2r,5r)-5-amino-1,3-dioxan-2-yl)methyl)-6-(2-chloro-4-(6-methylpyridin-2-yl)phenyl)-2-(methylamino)pyrido[2,3-d]pyrimidin-7(8H)-one
InChi Key: ZBCMHWUFWQFPLV-VVOJOOEHSA-N
InChi Code: InChI=1S/C25H25ClN6O3/c1-14-4-3-5-21(30-14)15-6-7-18(20(26)9-15)19-8-16-10-29-25(28-2)31-23(16)32(24(19)33)11-22-34-12-17(27)13-35-22/h3-10,17,22H,11-13,27H2,1-2H3,(H,28,29,31)/t17-,22-
SMILES Code: ClC1=CC(C2=NC(C)=CC=C2)=CC=C1C(C(N(C3=N4)C[C@H]5OC[C@H](N)CO5)=O)=CC3=CN=C4NC
Appearance: Solid powder
Purity: >98% (or refer to the Certificate of Analysis)
Shipping Condition: Shipped under ambient temperature as non-hazardous chemical. This product is stable enough for a few weeks during ordinary shipping and time spent in Customs.
Storage Condition: Dry, dark and at 0 - 4 C for short term (days to weeks) or -20 C for long term (months to years).
Solubility: Soluble in DMSO, not in water
Shelf Life: >2 years if stored properly
Drug Formulation: This drug may be formulated in DMSO
Stock Solution Storage: 0 - 4 C for short term (days to weeks), or -20 C for long term (months).
HS Tariff Code: 2934.99.9001
The following data is based on the product molecular weight 492.964 Batch specific molecular weights may vary from batch to batch due to the degree of hydration, which will affect the solvent volumes required to prepare stock solutions.
| Concentration / Solvent Volume / Mass | 1 mg | 5 mg | 10 mg |
|---|---|---|---|
| 1 mM | 1.15 mL | 5.76 mL | 11.51 mL |
| 5 mM | 0.23 mL | 1.15 mL | 2.3 mL |
| 10 mM | 0.12 mL | 0.58 mL | 1.15 mL |
| 50 mM | 0.02 mL | 0.12 mL | 0.23 mL |
Chudi O. Ndubaku,*,†,⊥ James J. Crawford,*,† Joy Drobnick,† Ignacio Aliagas,† David Campbell,‡ Ping Dong,§ Laura M. Dornan,† Sergio Duron,‡ Jennifer Epler,† Lewis Gazzard,† Christopher E. Heise,† Klaus P. Hoeflich,†,# Diana Jakubiak,† Hank La,† Wendy Lee,† Baiwei Lin,† Joseph P. Lyssikatos,†,○Jasna Maksimoska,∥,∇ Ronen Marmorstein,∥ Lesley J. Murray,† Thomas O’Brien,† Angela Oh,†Sreemathy Ramaswamy,† Weiru Wang,† Xianrui Zhao,† Yu Zhong,† Elizabeth Blackwood,†and Joachim Rudolph† Design of Selective PAK1 Inhibitor G‑5555: Improving Properties by Employing an Unorthodox Low‑pKa Polar Moiety. ACS Med. Chem. Lett. Publication Date (Web): October 31, 2015 (Letter) DOI: 10.1021/acsmedchemlett.5b00398
