Details
Stereochemistry | ABSOLUTE |
Molecular Formula | C41H37ClN6O5 |
Molecular Weight | 729.223 |
Optical Activity | UNSPECIFIED |
Defined Stereocenters | 1 / 1 |
E/Z Centers | 0 |
Charge | 0 |
SHOW SMILES / InChI
SMILES
CCN(CC)C1=CC2=C(C=C(O2)C(=O)NC3=CC4=C(NC(=C4)C(=O)N5C[C@@H](CCl)C6=C5C=C(OC(=O)NC7=CC=CC=C7)C8=C6C(C)=CN8)C=C3)C=C1
InChI
InChIKey=BBZDXMBRAFTCAA-AREMUKBSSA-N
InChI=1S/C41H37ClN6O5/c1-4-47(5-2)29-13-11-24-17-35(52-33(24)18-29)39(49)44-28-12-14-30-25(15-28)16-31(46-30)40(50)48-22-26(20-42)37-32(48)19-34(38-36(37)23(3)21-43-38)53-41(51)45-27-9-7-6-8-10-27/h6-19,21,26,43,46H,4-5,20,22H2,1-3H3,(H,44,49)(H,45,51)/t26-/m1/s1
Molecular Formula | C41H37ClN6O5 |
Molecular Weight | 729.223 |
Charge | 0 |
Count |
|
Stereochemistry | ABSOLUTE |
Additional Stereochemistry | No |
Defined Stereocenters | 1 / 1 |
E/Z Centers | 0 |
Optical Activity | UNSPECIFIED |
Carzelesin is a cyclopropylpyrroloindole prodrug analogue and DNA minor groove binding agent, with antineoplastic activity. Activation of carzelesin requires hydrolysis of a phenylurethane substituent to form U-76073, followed by ring closure to form the cyclopropyl-containing DNA-reactive U-76074. The formation of the DNA-reactive metabolites from carzelesin was shown to proceed very slowly in phosphate-buffered saline, but to occur rapidly in plasma from mouse, rat, dog, and human and in cell culture medium. Although carzelesin was less potent in terms of in vitro cytotoxicity and in vivo optimal dosage and showed low affinity for binding to DNA, it was therapeutically more efficacious against mouse L1210 leukemia
Approval Year
Substance Class |
Chemical
Created
by
admin
on
Edited
Fri Dec 15 16:12:23 GMT 2023
by
admin
on
Fri Dec 15 16:12:23 GMT 2023
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Record UNII |
668UF07O1P
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Record Status |
Validated (UNII)
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Record Version |
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-
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Official Name | English | ||
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Common Name | English | ||
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Code | English | ||
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Common Name | English | ||
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Code | English |
Classification Tree | Code System | Code | ||
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NCI_THESAURUS |
C2156
Created by
admin on Fri Dec 15 16:12:23 GMT 2023 , Edited by admin on Fri Dec 15 16:12:23 GMT 2023
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Code System | Code | Type | Description | ||
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C076570
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100000081332
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admin on Fri Dec 15 16:12:23 GMT 2023 , Edited by admin on Fri Dec 15 16:12:23 GMT 2023
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DTXSID30152602
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admin on Fri Dec 15 16:12:23 GMT 2023 , Edited by admin on Fri Dec 15 16:12:23 GMT 2023
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DD-42
Created by
admin on Fri Dec 15 16:12:23 GMT 2023 , Edited by admin on Fri Dec 15 16:12:23 GMT 2023
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619029
Created by
admin on Fri Dec 15 16:12:23 GMT 2023 , Edited by admin on Fri Dec 15 16:12:23 GMT 2023
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668UF07O1P
Created by
admin on Fri Dec 15 16:12:23 GMT 2023 , Edited by admin on Fri Dec 15 16:12:23 GMT 2023
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6927
Created by
admin on Fri Dec 15 16:12:23 GMT 2023 , Edited by admin on Fri Dec 15 16:12:23 GMT 2023
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CHEMBL32911
Created by
admin on Fri Dec 15 16:12:23 GMT 2023 , Edited by admin on Fri Dec 15 16:12:23 GMT 2023
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119813-10-4
Created by
admin on Fri Dec 15 16:12:23 GMT 2023 , Edited by admin on Fri Dec 15 16:12:23 GMT 2023
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C1441
Created by
admin on Fri Dec 15 16:12:23 GMT 2023 , Edited by admin on Fri Dec 15 16:12:23 GMT 2023
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3034013
Created by
admin on Fri Dec 15 16:12:23 GMT 2023 , Edited by admin on Fri Dec 15 16:12:23 GMT 2023
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SUB06155MIG
Created by
admin on Fri Dec 15 16:12:23 GMT 2023 , Edited by admin on Fri Dec 15 16:12:23 GMT 2023
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PRIMARY |
Related Record | Type | Details | ||
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ACTIVE MOIETY |