Duocarmycin TM (CBI-TMI) is a potent antitumor antibiotic . Duocarmycin TM induces a sequence-selective alkylation of duplex DNA.
In Vitro
Duocarmycin TM (60 μM; 4 d; BJAB and WSU-DLCL2 cells) is a cytotoxic agent that inhibits the proliferation of tumor cells. MCE has not independently confirmed the accuracy of these methods. They are for reference only. Cell Viability AssayCell Line: BJAB and WSU-DLCL2 cells Concentration: 60 μM Incubation Time: 4 days Result: Inhibited the proliferation of tumor cells with IC 50 values of 0.153 μM and 0.079μM for BJAB and WSU-DLCL2 cells, respectively.
Form:Solid
IC50& Target:Duocarmycins
| Sonrisas canónicas | COC1=C(C(=C2C(=C1)C=C(N2)C(=O)N3CC(C4=C3C=C(C5=CC=CC=C54)O)CCl)OC)OC |
|---|---|
| IUPAC Name | [(1S)-1-(chloromethyl)-5-hydroxy-1,2-dihydrobenzo[e]indol-3-yl]-(5,6,7-trimethoxy-1H-indol-2-yl)methanone |
| InChIKey | NRHDGIYFJJUFKN-CQSZACIVSA-N |
| INCHI | 1S/C25H23ClN2O5/c1-31-20-9-13-8-17(27-22(13)24(33-3)23(20)32-2)25(30)28-12-14(11-26)21-16-7-5-4-6-15(16)19(29)10-18(21)28/h4-10,14,27,29H,11-12H2,1-3H3/t14-/m1/s1 |
| Isómeros SMILES | COC1=C(C(=C2C(=C1)C=C(N2)C(=O)N3C[C@H](C4=C3C=C(C5=CC=CC=C54)O)CCl)OC)OC |
| PubChem CID | 394851 |
| Número NSC | 698927 |
| Peso molecular | 466.91 |
Comprehensive hazard, handling, storage, and regulatory compliance document.
Download SDS →Lot-specific quality data. Enter your lot number to retrieve the exact COA.
Look up COA →Full quality attributes and acceptance criteria for this grade.
View spec sheet →Taxonomy Tree
| Kingdom | Organic compounds |
|---|---|
| Superclass | Organoheterocyclic compounds |
| Clase | Indoles and derivatives |
| Subclass | Indolecarboxylic acids and derivatives |
| Intermediate Tree Nodes | Not available |
| Direct Parent | Indolecarboxamides and derivatives |
| Alternative Parents | Naphthols and derivatives Indoles 2-heteroaryl carboxamides Anisoles Pyrrole carboxamides 1-hydroxy-2-unsubstituted benzenoids Alkyl aryl ethers Substituted pyrroles Tertiary carboxylic acid amides Heteroaromatic compounds Azacyclic compounds Organochlorides Organic oxides Hydrocarbon derivatives Alkyl chlorides Organonitrogen compounds Organopnictogen compounds |
| Molecular Framework | Aromatic heteropolycyclic compounds |
| Substituents | Indolecarboxamide derivative - 1-naphthol - Naphthalene - Indole - 2-heteroaryl carboxamide - Anisole - Pyrrole-2-carboxylic acid or derivatives - Pyrrole-2-carboxamide - Alkyl aryl ether - 1-hydroxy-2-unsubstituted benzenoid - Benzenoid - Substituted pyrrole - Heteroaromatic compound - Tertiary carboxylic acid amide - Pyrrole - Carboxamide group - Carboxylic acid derivative - Ether - Azacycle - Organooxygen compound - Alkyl halide - Hydrocarbon derivative - Organic oxide - Alkyl chloride - Organic nitrogen compound - Organopnictogen compound - Organic oxygen compound - Organohalogen compound - Organochloride - Organonitrogen compound - Aromatic heteropolycyclic compound |
| Descripción | This compound belongs to the class of organic compounds known as indolecarboxamides and derivatives. These are compounds containing a carboxamide group attached to an indole. |
| External Descriptors | Not available |
| Activity Type | Relation | Activity value | Units | Action Type | Journal | PubMed Id | doi | Assay Aladdin ID |
|---|
| Activity Type | Relation | Activity value | Units | Action Type | Journal | PubMed Id | doi | Assay Aladdin ID |
|---|
| Activity Type | Relation | Activity value | Units | Action Type | Journal | PubMed Id | doi | Assay Aladdin ID |
|---|
| Solubilidad | DMSO : ≥ 50 mg/mL (107.09 mM) |
|---|---|
| Peso molecular | 466.900 g/mol |
| XLogP3 | 4.600 |
| Hydrogen Bond Donor Count | 2 |
| Hydrogen Bond Acceptor Count | 5 |
| Rotatable Bond Count | 5 |
| Exact Mass | 466.13 Da |
| Monoisotopic Mass | 466.13 Da |
| Topological Polar Surface Area | 84.000 Ų |
| Heavy Atom Count | 33 |
| Formal Charge | 0 |
| Complexity | 712.000 |
| Isotope Atom Count | 0 |
| Defined Atom Stereocenter Count | 1 |
| Undefined Atom Stereocenter Count | 0 |
| Defined Bond Stereocenter Count | 0 |
| Undefined Bond Stereocenter Count | 0 |
| The total count of all stereochemical bonds | 0 |
| Covalently-Bonded Unit Count | 1 |
