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Details

Stereochemistry ACHIRAL
Molecular Formula C22H27N9O4
Molecular Weight 481.5077
Optical Activity NONE
Defined Stereocenters 0 / 0
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of STALLIMYCIN

SMILES

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=UPBAOYRENQEPJO-UHFFFAOYSA-N
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)

HIDE SMILES / InChI
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

PubMed

TitleDatePubMed
Congocidine and distamycin A, antipoxvirus antibiotics.
1972 Jun
Inhibitors of human immunodeficiency virus integrase.
1993 Mar 15
Patents

Patents

Name Type Language
STALLIMYCIN
INN  
INN  
Official Name English
N''-(2-AMIDINOETHYL)-4-FORMAMIDO-1,1',1''-TRIMETHYL-N,4':N',4''-TER(PYRROLE-2-CARBOXAMIDE)
Systematic Name English
DISTAMYCIN A [MI]
Common Name English
stallimycin [INN]
Common Name English
1H-PYRROLE-2-CARBOXAMIDE, N-(5-(((3-AMINO-3-IMINOPROPYL)AMINO)CARBONYL)-1-METHYL-1H-PYRROL-3-YL)-4-(((4-(FORMYLAMINO)-1-METHYL-1H-PYRROL-2-YL)CARBONYL)AMINO)-1-METHYL-
Systematic Name English
NSC-82150
Code English
DISTAMYCIN A
MI  
Common Name English
Classification Tree Code System Code
NCI_THESAURUS C2115
Created by admin on Sat Dec 16 15:46:50 GMT 2023 , Edited by admin on Sat Dec 16 15:46:50 GMT 2023
NCI_THESAURUS C446
Created by admin on Sat Dec 16 15:46:50 GMT 2023 , Edited by admin on Sat Dec 16 15:46:50 GMT 2023
Code System Code Type Description
SMS_ID
100000083833
Created by admin on Sat Dec 16 15:46:50 GMT 2023 , Edited by admin on Sat Dec 16 15:46:50 GMT 2023
PRIMARY
FDA UNII
80O63P88IS
Created by admin on Sat Dec 16 15:46:50 GMT 2023 , Edited by admin on Sat Dec 16 15:46:50 GMT 2023
PRIMARY
CAS
636-47-5
Created by admin on Sat Dec 16 15:46:50 GMT 2023 , Edited by admin on Sat Dec 16 15:46:50 GMT 2023
PRIMARY
NSC
82150
Created by admin on Sat Dec 16 15:46:50 GMT 2023 , Edited by admin on Sat Dec 16 15:46:50 GMT 2023
PRIMARY
EPA CompTox
DTXSID9045637
Created by admin on Sat Dec 16 15:46:50 GMT 2023 , Edited by admin on Sat Dec 16 15:46:50 GMT 2023
PRIMARY
EVMPD
SUB10640MIG
Created by admin on Sat Dec 16 15:46:50 GMT 2023 , Edited by admin on Sat Dec 16 15:46:50 GMT 2023
PRIMARY
NCI_THESAURUS
C1517
Created by admin on Sat Dec 16 15:46:50 GMT 2023 , Edited by admin on Sat Dec 16 15:46:50 GMT 2023
PRIMARY
INN
3346
Created by admin on Sat Dec 16 15:46:50 GMT 2023 , Edited by admin on Sat Dec 16 15:46:50 GMT 2023
PRIMARY
DRUG CENTRAL
3553
Created by admin on Sat Dec 16 15:46:50 GMT 2023 , Edited by admin on Sat Dec 16 15:46:50 GMT 2023
PRIMARY
ChEMBL
CHEMBL11252
Created by admin on Sat Dec 16 15:46:50 GMT 2023 , Edited by admin on Sat Dec 16 15:46:50 GMT 2023
PRIMARY
MERCK INDEX
m4674
Created by admin on Sat Dec 16 15:46:50 GMT 2023 , Edited by admin on Sat Dec 16 15:46:50 GMT 2023
PRIMARY Merck Index
MESH
C030000
Created by admin on Sat Dec 16 15:46:50 GMT 2023 , Edited by admin on Sat Dec 16 15:46:50 GMT 2023
PRIMARY
PUBCHEM
3115
Created by admin on Sat Dec 16 15:46:50 GMT 2023 , Edited by admin on Sat Dec 16 15:46:50 GMT 2023
PRIMARY