Details
| Stereochemistry | ACHIRAL |
| Molecular Formula | C22H27N9O4.ClH |
| Molecular Weight | 517.969 |
| Optical Activity | NONE |
| Defined Stereocenters | 0 / 0 |
| E/Z Centers | 0 |
| Charge | 0 |
SHOW SMILES / InChI
SMILES
Cl.CN1C=C(NC=O)C=C1C(=O)NC2=CN(C)C(=C2)C(=O)NC3=CN(C)C(=C3)C(=O)NCCC(N)=N
InChI
InChIKey=SFYSJFJQEGCACQ-UHFFFAOYSA-N
InChI=1S/C22H27N9O4.ClH/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);1H
| Molecular Formula | ClH |
| Molecular Weight | 36.461 |
| Charge | 0 |
| Count |
|
| Stereochemistry | ACHIRAL |
| Additional Stereochemistry | No |
| Defined Stereocenters | 0 / 0 |
| E/Z Centers | 0 |
| Optical Activity | NONE |
| Molecular Formula | C22H27N9O4 |
| Molecular Weight | 481.5077 |
| Charge | 0 |
| Count |
|
| Stereochemistry | ACHIRAL |
| Additional Stereochemistry | No |
| Defined Stereocenters | 0 / 0 |
| E/Z Centers | 0 |
| Optical Activity | NONE |
Stallimycin also known as distamycin A is an antibacterial and antitumor compound. It is able to bind to the minor groove of double-stranded B-DNA in a non intercalative manner, where it forms strong reversible complex preferentially at the nucleotide sequences consisting of 4-5 adjacent AT base pairs. The pyrrole-amide skeleton of distamycin A has been also used as DNA sequence selective vehicles for the delivery of alkylating functions to DNA targets, leading to a sharp increase of its cytotoxicity, in comparison to that, very weak, of distamycin itself.
Approval Year
PubMed
| Title | Date | PubMed |
|---|---|---|
| Small molecules that selectively block RNA binding of HIV-1 Rev protein inhibit Rev function and viral production. | 1993 Sep 24 |
|
| Linked lexitropsins and the in vitro inhibition of HIV-1 reverse transcriptase RNA-directed DNA polymerization: a novel induced-fit of 3,5 m-pyridyl bisdistamycin to enzyme-associated template-primer. | 1996 Dec 3 |
|
| Highly potent synthetic polyamides, bisdistamycins, and lexitropsins as inhibitors of human immunodeficiency virus type 1 integrase. | 1998 Aug |
|
| Distamycin A and derivatives as synergic drugs in cisplatin-sensitive and -resistant ovarian cancer cells. | 2012 Feb |
Patents
| Substance Class |
Chemical
Created
by
admin
on
Edited
Fri Dec 15 16:37:02 UTC 2023
by
admin
on
Fri Dec 15 16:37:02 UTC 2023
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| Record UNII |
F6010N240F
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| Record Status |
Validated (UNII)
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NCI_THESAURUS |
C446
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NCI_THESAURUS |
C2115
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DTXSID301028195
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F6010N240F
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100000178238
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C152423
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CHEMBL11252
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m4674
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657337
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Distamycin
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229-505-6
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6576-51-8
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150528
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| Related Record | Type | Details | ||
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PARENT -> SALT/SOLVATE |
| Related Record | Type | Details | ||
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ACTIVE MOIETY |