Cyclotheonamide A
AlkaPlorer ID: AK000426
Synonym: None
IUPAC Name: N-[(3S,7E,9S,12R,16S,19S)-12-benzyl-16-[3-(diaminomethylideneamino)propyl]-9-[(4-hydroxyphenyl)methyl]-2,6,11,14,15,18-hexaoxo-1,5,10,13,17-pentazabicyclo[17.3.0]docos-7-en-3-yl]formamide
Structure
SMILES: N=C(N)NCCC[C@@H]1N=C(O)[C@@H]2CCCN2C(=O)[C@@H](N=CO)CN=C(O)/C=C/[C@H](CC2=CC=C(O)C=C2)N=C(O)[C@@H](CC2=CC=CC=C2)NC(=O)C1=O
InChI: InChI=1S/C36H45N9O8/c37-36(38)39-16-4-8-26-31(49)34(52)44-27(19-22-6-2-1-3-7-22)32(50)42-24(18-23-10-13-25(47)14-11-23)12-15-30(48)40-20-28(41-21-46)35(53)45-17-5-9-29(45)33(51)43-26/h1-3,6-7,10-15,21,24,26-29,47H,4-5,8-9,16-20H2,(H,40,48)(H,41,46)(H,42,50)(H,43,51)(H,44,52)(H4,37,38,39)/b15-12+/t24-,26+,27-,28+,29+/m1/s1
InChIKey: CDWXSPKJKIUEQF-BIXWYCRZSA-N
Reference
PubChem CID: 5287991
CAS: 129033-04-1
LOTUS: LTS0238508
SuperNatural Ⅲ: SN0043086-03
NPASS: NPC17698
{NPAtlas: NPA028600
Source
| Species | Genus | Family | Order | Class | Phylum | Kingdom | Domain |
|---|---|---|---|---|---|---|---|
| None | Theonella | Theonellidae | Tetractinellida | Demospongiae | Porifera | Metazoa | Eukaryota |
| None | Uria | Alcidae | Charadriiformes | Aves | Chordata | Metazoa | Eukaryota |
Properties Information
Molecule Weight: 731.8110000000001
TPSA？: 278.97
MolLogP？: 1.6169700000000071
Number of H-Donors: 9
Number of H-Acceptors: 9
RingCount: 4
Activities Information
| Organism | Target Name | Standard Type | Standard Value | Standard Units | doi |
|---|---|---|---|---|---|
| Homo sapiens | Thrombin | IC50 | 23.0 | nM | 10.1021/np970544n |
| Homo sapiens | Thrombin | IC50 | 1500.0 | nM | 10.1016/j.bmcl.2010.09.141 |
| Homo sapiens | Thrombin | Ki | 1.0 | nM | 10.1021/jm011110z |
| Homo sapiens | Thrombin | Ki | 180.0 | nM | 10.1021/jm1012374 |
| None | Unchecked | IC50 | 16.0 | nM | 10.1021/np970544n |