ID: ALA230152
PubChem CID: 44425849
Max Phase: Preclinical
Molecular Formula: C41H53N7O8
Molecular Weight: 771.92
Molecule Type: Small molecule
Associated Items:
Synonyms: gypsophin | CHEMBL230152|GYPSOPHIN|BDBM50216472|cyclo(Gly-Phe-Asp-Phe-Ile-Leu-Pro)
Canonical SMILES: CC[C@@H](C)[C@@H]1NC(=O)[C@H](Cc2ccccc2)N2C(=O)C[C@H](NC(=O)[C@H](Cc3ccccc3)NC(=O)CNC(=O)[C@@H]3CCCN3C(=O)[C@H](CC(C)C)NC1=O)C2=O
Standard InChI: InChI=1S/C41H53N7O8/c1-5-25(4)35-39(54)45-29(19-24(2)3)40(55)47-18-12-17-31(47)37(52)42-23-33(49)43-28(20-26-13-8-6-9-14-26)36(51)44-30-22-34(50)48(41(30)56)32(38(53)46-35)21-27-15-10-7-11-16-27/h6-11,13-16,24-25,28-32,35H,5,12,17-23H2,1-4H3,(H,42,52)(H,43,49)(H,44,51)(H,45,54)(H,46,53)/t25-,28+,29+,30+,31+,32+,35+/m1/s1
Standard InChI Key: UDQQAHUINNPVOR-KQPNNKGBSA-N
Molfile:
RDKit 2D
59 63 0 0 1 0 0 0 0 0999 V2000
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M END| Activity Type | Relation | Activity value | Units | Action Type | Journal | PubMed Id | doi | Assay Aladdin ID |
|---|
| Natural Product: Yes | Oral: No | Chemical Probe: No | Parenteral: No |
| Molecule Type: Small molecule | Topical: No | First In Class: No | Black Box: No |
| Chirality: No | Availability: No | Prodrug: No |
| MESH ID | MESH Heading | EFO IDs | EFO Terms | Max Phase for Indication | References |
|---|
| Mechanism of Action | Action Type | target ID | Target Name | Target Type | Target Organism | Binding Site Name | References |
|---|
| Molecular Weight: 771.92 | Molecular Weight (Monoisotopic): 771.3956 | AlogP: 0.75 | #Rotatable Bonds: 8 |
| Polar Surface Area: 203.19 | Molecular Species: NEUTRAL | HBA: 8 | HBD: 5 |
| #RO5 Violations: 1 | HBA (Lipinski): 15 | HBD (Lipinski): 5 | #RO5 Violations (Lipinski): 2 |
| CX Acidic pKa: 11.57 | CX Basic pKa: ┄ | CX LogP: 1.42 | CX LogD: 1.42 |
| Aromatic Rings: 2 | Heavy Atoms: 56 | QED Weighted: 0.24 | Np Likeness Score: 1.02 |
| 1. Luo JG, Wang XB, Ma L, Kong LY.. (2007) Gypsophin: a novel alpha-glucosidase inhibitory cyclic peptide from the roots of Gypsophila oldhamiana., 17 (16): [PMID:17587576] [10.1016/j.bmcl.2007.06.011] |
Source(1):