Distamycin

Distamycin
Names
IUPAC name
N-{5-[(5-{[(3Z)-3-Amino-3-iminopropyl]carbamoyl}-1-methyl-1H-pyrrol-3-yl)carbamoyl]-1-methyl-1H-pyrrol-3-yl}-4-formamido-1-methyl-1H-pyrrole-2-carboxamide
Other names
Distamycin A, Herperetin, Stallimycin
Identifiers
3D model (JSmol)
ChemSpider
ECHA InfoCard 100.026.823 Edit this at Wikidata
UNII
  • InChI=1S/C22H27N9O4/c1-29-9-13(26-12-32)6-17(29)21(34)28-15-8-18(31(3)11-15)22(35)27-14-7-16(30(2)10-14)20(33)25-5-4-19(23)24/h6-12H,4-5H2,1-3H3,(H3,23,24)(H,25,33)(H,26,32)(H,27,35)(H,28,34)
    Key: UPBAOYRENQEPJO-UHFFFAOYSA-N ☒N
  • [H]/N=C(/CCNC(=O)c1cc(cn1C)NC(=O)c2cc(cn2C)NC(=O)c3cc(cn3C)NC=O)\N
Properties
C22H27N9O4
Molar mass 481.508 g/mol
Appearance White powder
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
☒N (what is checkY☒N ?)

Distamycin is a polyamide-antibiotic, which acts as a minor groove binder, binding to the small furrow of the double helix.[1]

  1. ^ Barrett, Michael P.; Gemmell, Curtis G.; Suckling, Colin J. (2013). "Minor groove binders as anti-infective agents". Pharmacology & Therapeutics. 139 (1): 12–23. doi:10.1016/j.pharmthera.2013.03.002. PMID 23507040.