| Activity Type | Relation | Activity value | Units | Action Type | Journal | PubMed Id | doi | Assay Aladdin ID |
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ID: ALA103817
Max Phase: Preclinical
Molecular Formula: C38H45N11O5
Molecular Weight: 735.85
Molecule Type: Protein
Associated Items:
Representations
Canonical SMILES: CC(=O)N[C@@H](Cc1c[nH]cn1)C(=O)N[C@H](Cc1ccc2ccccc2c1)C(=O)N[C@@H](CCCN=C(N)N)C(=O)N[C@@H](Cc1c[nH]c2ccccc12)C(N)=O
Standard InChI: InChI=1S/C38H45N11O5/c1-22(50)46-33(18-27-20-42-21-45-27)37(54)49-32(16-23-12-13-24-7-2-3-8-25(24)15-23)36(53)47-30(11-6-14-43-38(40)41)35(52)48-31(34(39)51)17-26-19-44-29-10-5-4-9-28(26)29/h2-5,7-10,12-13,15,19-21,30-33,44H,6,11,14,16-18H2,1H3,(H2,39,51)(H,42,45)(H,46,50)(H,47,53)(H,48,52)(H,49,54)(H4,40,41,43)/t30-,31-,32+,33-/m0/s1
Standard InChI Key: OHBCPCNJWIQQPW-SSNHPIBPSA-N
Associated Targets(Human)
MC4R Tclin Melanocortin receptor 4 (10016 Activities)
Associated Targets(non-human)
Mc1r Melanocortin receptor 1 (1101 Activities)
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Mc3r Melanocortin receptor 3 (1119 Activities)
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Mc4r Melanocortin receptor 4 (1205 Activities)
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Mc5r Melanocortin receptor 5 (870 Activities)
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Molecule Features
| Natural Product: No | Oral: No | Chemical Probe: No | Parenteral: No |
| Molecule Type: Protein | Topical: No | First In Class: No | Black Box: No |
| Chirality: No | Availability: No | Prodrug: No |
Drug Indications
| MESH ID | MESH Heading | EFO IDs | EFO Terms | Max Phase for Indication | References |
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Mechanisms of Action
| Mechanism of Action | Action Type | target ID | Target Name | Target Type | Target Organism | Binding Site Name | References |
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Properties
| Molecular Weight: 735.85 | Molecular Weight (Monoisotopic): 735.3605 | AlogP: 0.57 | #Rotatable Bonds: 18 |
| Polar Surface Area: 268.36 | Molecular Species: BASE | HBA: 7 | HBD: 9 |
| #RO5 Violations: 2 | HBA (Lipinski): 16 | HBD (Lipinski): 12 | #RO5 Violations (Lipinski): 3 |
| CX Acidic pKa: 11.81 | CX Basic pKa: 10.79 | CX LogP: -0.43 | CX LogD: -2.60 |
| Aromatic Rings: 5 | Heavy Atoms: 54 | QED Weighted: 0.03 | Np Likeness Score: 0.12 |
References
| 1. Holder JR, Bauzo RM, Xiang Z, Haskell-Luevano C.. (2002) Structure-activity relationships of the melanocortin tetrapeptide Ac-His-DPhe-Arg-Trp-NH(2) at the mouse melanocortin receptors: part 2 modifications at the Phe position., 45 (14): [PMID:12086493] [10.1021/jm010524p] |
| 2. Lensing CJ, Freeman KT, Schnell SM, Adank DN, Speth RC, Haskell-Luevano C.. (2016) An in Vitro and in Vivo Investigation of Bivalent Ligands That Display Preferential Binding and Functional Activity for Different Melanocortin Receptor Homodimers., 59 (7): [PMID:26959173] [10.1021/acs.jmedchem.5b01894] |
| 3. Lensing CJ, Freeman KT, Schnell SM, Speth RC, Zarth AT, Haskell-Luevano C.. (2018) Developing a Biased Unmatched Bivalent Ligand (BUmBL) Design Strategy to Target the GPCR Homodimer Allosteric Signaling (cAMP over β-Arrestin 2 Recruitment) Within the Melanocortin Receptors., 62 (1): [PMID:29669202] [10.1021/acs.jmedchem.8b00238] |
Source
Source(1):