Compound 20
AlkaPlorer ID: AK000191
Synonym: None
IUPAC Name: (2S)-1-[(5S)-5-benzamido-4-oxo-6-phenylhexanoyl]pyrrolidine-2-carboxylic acid
Structure
SMILES: C1C[C@H](N(C1)C(=O)CCC(=O)[C@H](CC2=CC=CC=C2)NC(=O)C3=CC=CC=C3)C(=O)O
InChI: InChI=1S/C24H26N2O5/c27-21(13-14-22(28)26-15-7-12-20(26)24(30)31)19(16-17-8-3-1-4-9-17)25-23(29)18-10-5-2-6-11-18/h1-6,8-11,19-20H,7,12-16H2,(H,25,29)(H,30,31)/t19-,20-/m0/s1
InChIKey: WZJFKVHMXBGZBQ-PMACEKPBSA-N
Reference
A novel conversion of norditerpenoid alkaloids into aconane-type diterpenes
PubChem CID: 156271
CAS: 74075-33-5
Source
| Species | Genus | Family | Order | Class | Phylum | Kingdom | Domain |
|---|---|---|---|---|---|---|---|
| None | Delphinium | Ranunculaceae | Ranunculales | Magnoliopsida | Streptophyta | Viridiplantae | Eukaryota |
| None | Delphinium | Ranunculaceae | Ranunculales | Magnoliopsida | Streptophyta | Viridiplantae | Eukaryota |
Properties Information
Molecule Weight: 422.4810000000001
TPSA？: 103.78000000000002
MolLogP？: 2.4526000000000003
Number of H-Donors: 2
Number of H-Acceptors: 4
RingCount: 3
Activities Information
| Organism | Target Name | Standard Type | Standard Value | Standard Units | doi |
|---|---|---|---|---|---|
| Cavia porcellus | Cavia porcellus | IC50 | 0.5 | ug.mL-1 | 10.1021/jm00186a020 |
| Homo sapiens | Angiotensin-converting enzyme | IC50 | 3.2 | nM | 10.1021/jm00140a010 |
| Homo sapiens | Angiotensin-converting enzyme | IC50 | 3.2 | nM | 10.1021/jm00350a023 |
| Homo sapiens | Angiotensin-converting enzyme | IC50 | 3.2 | nM | 10.1021/jm00353a005 |
| Homo sapiens | Angiotensin-converting enzyme | IC50 | 12.0 | nM | 10.1021/jm00382a008 |
| Homo sapiens | Angiotensin-converting enzyme | IC50 | 12.02 | nM | 10.1021/jm00068a017 |
| Homo sapiens | Angiotensin-converting enzyme | IC50 | 70.0 | nM | 10.1021/jm00146a014 |
| Homo sapiens | Angiotensin-converting enzyme | IC50 | 70.0 | nM | 10.1021/jm00186a020 |
| Homo sapiens | Angiotensin-converting enzyme | Ki | 45200.0 | nM | 10.1016/j.bmcl.2006.06.003 |
| Oryctolagus cuniculus | Angiotensin-converting enzyme | Ki | 1800.0 | nM | 10.1016/j.bmcl.2006.06.003 |
| Rattus norvegicus | Angiotensin-converting enzyme | IC50 | 0.016 | ug.mL-1 | 10.1021/jm00398a012 |
| Rattus norvegicus | Rattus norvegicus | AI recovery time | 34.0 | min | 10.1021/jm00140a010 |
| Rattus norvegicus | Rattus norvegicus | AI recovery time | 34.0 | min | 10.1021/jm00353a005 |
| Rattus norvegicus | Rattus norvegicus | AI recovery time | 49.0 | min | 10.1021/jm00140a010 |
| Rattus norvegicus | Rattus norvegicus | AI recovery time | 49.0 | min | 10.1021/jm00353a005 |
| Rattus norvegicus | Rattus norvegicus | Change | -12.0 | hr | 10.1021/jm00353a005 |
| Rattus norvegicus | Rattus norvegicus | Change | -12.0 | mmHg | 10.1021/jm00140a010 |
| Rattus norvegicus | Rattus norvegicus | Inhibition | 48.0 | % | 10.1021/jm00353a005 |
| Rattus norvegicus | Rattus norvegicus | Inhibition | 57.0 | % | 10.1021/jm00353a005 |
| Rattus norvegicus | Rattus norvegicus | Max effect | 178.0 | mmHg | 10.1021/jm00140a010 |
| Rattus norvegicus | Rattus norvegicus | Max inhibition | 48.0 | % | 10.1021/jm00140a010 |
| Rattus norvegicus | Rattus norvegicus | Max inhibition | 57.0 | % | 10.1021/jm00140a010 |
| Rattus norvegicus | Rattus norvegicus | Mean aortic blood pressure | 12.0 | mmHg | 10.1021/jm00146a014 |
| Rattus norvegicus | Rattus norvegicus | Mean aortic blood pressure | 178.0 | mmHg | 10.1021/jm00146a014 |
| Rattus norvegicus | Rattus norvegicus | Mean aortic blood pressure | 178.0 | mmHg | 10.1021/jm00353a005 |
| Rattus norvegicus | Rattus norvegicus | Mean aortic blood pressure | 190.0 | mmHg | 10.1021/jm00146a014 |
| Rattus norvegicus | Rattus norvegicus | Mean aortic blood pressure | 190.0 | mmHg | 10.1021/jm00353a005 |
| None | Unchecked | Ki | 106.0 | nM | 10.1021/jm00186a020 |
| None | Unchecked | Ki | 870.0 | nM | 10.1021/jm00186a020 |
| None | Unchecked | Ratio Ki | 25.0 | None | 10.1016/j.bmcl.2006.06.003 |