SC-58272

    WARNING: This product is for research use only, not for human or veterinary use.

MedKoo CAT#: 530987

CAS#: 164931-25-3

Description: SC-58272 is an antifungal NMT inhibitor. N-myristoyltransferase (Nmt) attaches myristate to the N-terminal glycine of many important eukaryotic and viral proteins. It is a target for anti-fungal and anti-viral therapy.


Chemical Structure

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SC-58272
CAS# 164931-25-3

Theoretical Analysis

MedKoo Cat#: 530987
Name: SC-58272
CAS#: 164931-25-3
Chemical Formula: C33H52N6O4
Exact Mass: 596.41
Molecular Weight: 596.817
Elemental Analysis: C, 66.41; H, 8.78; N, 14.08; O, 10.72

Price and Availability

This product is not in stock, which may be available by custom synthesis. For cost-effective reason, minimum order is 1g (price is usually high, lead time is 2~3 months, depending on the technical challenge). Quote less than 1g will not be provided. To request quote, please email to sales @medkoo.com or click below button.
Note: Price will be listed if it is available in the future.

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Synonym: SC-58272; SC 58272; SC58272.

IUPAC/Chemical Name: (2S)-6-amino-N-(2-cyclohexylethyl)-2-[[(2S)-3-hydroxy-2-[[2-[4-[4-(2-methylimidazol-1-yl)butyl]phenyl]acetyl]amino]propanoyl]amino]hexanamide

InChi Key: BUDUJVHIPNDQKY-KYJUHHDHSA-N

InChi Code: InChI=1S/C33H52N6O4/c1-25-36-19-22-38(25)20-8-6-11-27-13-15-28(16-14-27)23-31(41)37-29(24-40)33(43)39(21-17-26-9-3-2-4-10-26)30(32(35)42)12-5-7-18-34/h13-16,19,22,26,29-30,40H,2-12,17-18,20-21,23-24,34H2,1H3,(H2,35,42)(H,37,41)/t29-,30-/m0/s1

SMILES Code: NCCCC[C@@H](C(N)=O)N(C([C@H](CO)NC(CC1=CC=C(CCCCN2C=CN=C2C)C=C1)=O)=O)CCC3CCCCC3

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

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

More Info:

Biological target:
In vitro activity:
In vivo activity:

Preparing Stock Solutions

The following data is based on the product molecular weight 596.82 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.

Recalculate based on batch purity %
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
Formulation protocol:
In vitro protocol:
In vivo protocol:

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1: Sheng CQ, Zhu J, Zhang WN, Xu H, Miao ZY, Yao JZ, Zhang M. [Evolutionary trace analysis of N-myristoyltransferase family]. Yao Xue Xue Bao. 2007 Feb;42(2):157-65. Chinese. PubMed PMID: 17518043.

2: Sogabe S, Masubuchi M, Sakata K, Fukami TA, Morikami K, Shiratori Y, Ebiike H, Kawasaki K, Aoki Y, Shimma N, D'Arcy A, Winkler FK, Banner DW, Ohtsuka T. Crystal structures of Candida albicans N-myristoyltransferase with two distinct inhibitors. Chem Biol. 2002 Oct;9(10):1119-28. PubMed PMID: 12401496.

3: Farazi TA, Waksman G, Gordon JI. Structures of Saccharomyces cerevisiae N-myristoyltransferase with bound myristoylCoA and peptide provide insights about substrate recognition and catalysis. Biochemistry. 2001 May 29;40(21):6335-43. PubMed PMID: 11371195.

4: Fütterer K, Murray CL, Bhatnagar RS, Gokel GW, Gordon JI, Waksman G. Crystallographic phasing of myristoyl-CoA-protein N-myristoyltransferase using an iodinated analog of myristoyl-CoA. Acta Crystallogr D Biol Crystallogr. 2001 Mar;57(Pt 3):393-400. PubMed PMID: 11223516.

5: Bhatnagar RS, Fütterer K, Farazi TA, Korolev S, Murray CL, Jackson-Machelski E, Gokel GW, Gordon JI, Waksman G. Structure of N-myristoyltransferase with bound myristoylCoA and peptide substrate analogs. Nat Struct Biol. 1998 Dec;5(12):1091-7. PubMed PMID: 9846880.

6: Lodge JK, Jackson-Machelski E, Devadas B, Zupec ME, Getman DP, Kishore N, Freeman SK, McWherter CA, Sikorski JA, Gordon JI. N-myristoylation of Arf proteins in Candida albicans: an in vivo assay for evaluating antifungal inhibitors of myristoyl-CoA: protein N-myristoyltransferase. Microbiology. 1997 Feb;143 ( Pt 2):357-66. PubMed PMID: 9043113.

7: Zhang L, Jackson-Machelski E, Gordon JI. Biochemical studies of Saccharomyces cerevisiae myristoyl-coenzyme A:protein N-myristoyltransferase mutants. J Biol Chem. 1996 Dec 20;271(51):33131-40. PubMed PMID: 8955162.