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Details

Stereochemistry ABSOLUTE
Molecular Formula C43H36Cl2N8O5
Molecular Weight 815.703
Optical Activity UNSPECIFIED
Defined Stereocenters 2 / 2
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of BIZELESIN

SMILES

CC1=CNC2=C(O)C=C3N(C[C@@H](CCl)C3=C12)C(=O)C4=CC5=C(N4)C=CC(NC(=O)NC6=CC7=C(NC(=C7)C(=O)N8C[C@@H](CCl)C9=C%10C(C)=CNC%10=C(O)C=C89)C=C6)=C5

InChI

InChIKey=FONKWHRXTPJODV-DNQXCXABSA-N
InChI=1S/C43H36Cl2N8O5/c1-19-15-46-39-33(54)11-31-37(35(19)39)23(13-44)17-52(31)41(56)29-9-21-7-25(3-5-27(21)50-29)48-43(58)49-26-4-6-28-22(8-26)10-30(51-28)42(57)53-18-24(14-45)38-32(53)12-34(55)40-36(38)20(2)16-47-40/h3-12,15-16,23-24,46-47,50-51,54-55H,13-14,17-18H2,1-2H3,(H2,48,49,58)/t23-,24-/m1/s1

HIDE SMILES / InChI

Molecular Formula C43H36Cl2N8O5
Molecular Weight 815.703
Charge 0
Count
MOL RATIO 1 MOL RATIO (average)
Stereochemistry ABSOLUTE
Additional Stereochemistry No
Defined Stereocenters 2 / 2
E/Z Centers 0
Optical Activity UNSPECIFIED

Description

Bizelesin (previously known as U-77779 or NSC 615291), a cyclopropylpyrroloindole antitumor agent acts as a bifunctional alkylating agent and produces DNA interstrand cross-links. This drug participated in phase I clinical trials in patients with advanced solid malignancies, however further development was discontinued.

Originator

Approval Year

PubMed

Sample Use Guides

In Vivo Use Guide
Patients with advanced solid malignancies were treated with escalating doses of bizelesin as an i.v. bolus injection every 4 weeks. The selection of the specific starting dose, 0.1 micro g/m(2), which was equivalent to one-tenth the toxic dose low in dogs, factored in large interspecies differences in myelotoxicity as gauged using an ex vivo hematopoietic colony-forming assay
Route of Administration: Intravenous
Substance Class Chemical
Record UNII
L0O9OBI87E
Record Status Validated (UNII)
Record Version