Hapalindole I
AlkaPlorer ID: AK002449
Synonym: None
IUPAC Name: (4R,5R,7R)-5-chloro-4-ethenyl-3-isocyano-4,8,8-trimethyl-14-azatetracyclo[7.6.1.02,7.013,16]hexadeca-1(15),2,9(16),10,12-pentaene
Structure
SMILES: C[C@@]1([C@@H](C[C@H]2C(=C1[N+]#[C-])C3=CNC4=CC=CC(=C43)C2(C)C)Cl)C=C
InChI: InChI=1S/C21H21ClN2/c1-6-21(4)16(22)10-14-18(19(21)23-5)12-11-24-15-9-7-8-13(17(12)15)20(14,2)3/h6-9,11,14,16,24H,1,10H2,2-4H3/t14-,16+,21-/m0/s1
InChIKey: OFWWEJRYIFRLKS-PXARDIRTSA-N
Reference
PubChem CID: 21773171
Source
| Species | Genus | Family | Order | Class | Phylum | Kingdom | Domain |
|---|
Properties Information
Molecule Weight: 336.8660000000001
TPSA？: 20.15
MolLogP？: 5.9090900000000035
Number of H-Donors: 1
Number of H-Acceptors: 0
RingCount: 4
Activities Information
| Organism | Target Name | Standard Type | Standard Value | Standard Units | doi |
|---|---|---|---|---|---|
| Acinetobacter baumannii | Acinetobacter baumannii | MIC | 100000.0 | nM | 10.1016/j.bmc.2012.06.030 |
| Candida albicans | Candida albicans | MIC | 100000.0 | nM | 10.1016/j.bmc.2012.06.030 |
| Chlorocebus sabaeus | Vero | IC50 | 100000.0 | nM | 10.1016/j.bmc.2012.06.030 |
| Escherichia coli | Escherichia coli | MIC | 100000.0 | nM | 10.1016/j.bmc.2012.06.030 |
| Homo sapiens | HT-29 | IC50 | nan | None | 10.1016/j.bmc.2012.06.030 |
| Homo sapiens | IMR-90 | IC50 | 100000.0 | nM | 10.1016/j.bmc.2012.06.030 |
| Homo sapiens | MCF7 | IC50 | 100000.0 | nM | 10.1016/j.bmc.2012.06.030 |
| Homo sapiens | NCI-H460 | IC50 | 68500.0 | nM | 10.1016/j.bmc.2012.06.030 |
| Homo sapiens | SF-268 | IC50 | 93100.0 | nM | 10.1016/j.bmc.2012.06.030 |
| Mycobacterium tuberculosis | Mycobacterium tuberculosis | MIC | 2000.0 | nM | 10.1016/j.bmc.2012.06.030 |
| Mycolicibacterium smegmatis | Mycolicibacterium smegmatis | MIC | 100000.0 | nM | 10.1016/j.bmc.2012.06.030 |
| Staphylococcus aureus | Staphylococcus aureus | MIC | 100000.0 | nM | 10.1016/j.bmc.2012.06.030 |