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BARETTIN
ID: ALA255898
Max Phase: Preclinical
Molecular Formula: C17H19BrN6O2
Molecular Weight: 419.28
Molecule Type: Small molecule
Associated Items:
Representations
Synonyms (1): Barettin
Synonyms from Alternative Forms(1):
Canonical SMILES: N=C(N)NCCC[C@@H]1NC(=O)/C(=C/c2c[nH]c3cc(Br)ccc23)NC1=O
Standard InChI: InChI=1S/C17H19BrN6O2/c18-10-3-4-11-9(8-22-13(11)7-10)6-14-16(26)23-12(15(25)24-14)2-1-5-21-17(19)20/h3-4,6-8,12,22H,1-2,5H2,(H,23,26)(H,24,25)(H4,19,20,21)/b14-6-/t12-/m0/s1
Standard InChI Key: YYFNNPXWRXQUPR-JVXNRYDGSA-N
Associated Targets(Human)
HTR2A Tclin Serotonin 2 receptors; 5-HT2a & 5-HT2c (792 Activities)
HTR1A Tclin Serotonin 1a (5-HT1a) receptor (14969 Activities)
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HTR1D Tclin Serotonin 1d (5-HT1d) receptor (2897 Activities)
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HTR2A Tclin Serotonin 2a (5-HT2a) receptor (14758 Activities)
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HTR2C Tclin Serotonin 2c (5-HT2c) receptor (11471 Activities)
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HTR3A Tclin Serotonin 3a (5-HT3a) receptor (3366 Activities)
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HTR4 Tclin Serotonin 4 (5-HT4) receptor (2068 Activities)
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HTR5A Tchem Serotonin 5a (5-HT5a) receptor (1433 Activities)
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HTR6 Tchem Serotonin 6 (5-HT6) receptor (9749 Activities)
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HTR7 Tclin Serotonin 7 (5-HT7) receptor (5576 Activities)
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Associated Targets(non-human)
Amphibalanus improvisus (34 Activities)
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Ileum (856 Activities)
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Molecule Features
| Natural Product: No | 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 |
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: 419.28 | Molecular Weight (Monoisotopic): 418.0753 | AlogP: 1.15 | #Rotatable Bonds: 5 |
| Polar Surface Area: 135.89 | Molecular Species: BASE | HBA: 3 | HBD: 6 |
| #RO5 Violations: 1 | HBA (Lipinski): 8 | HBD (Lipinski): 7 | #RO5 Violations (Lipinski): 1 |
| CX Acidic pKa: 11.21 | CX Basic pKa: 12.19 | CX LogP: 0.01 | CX LogD: -1.96 |
| Aromatic Rings: 2 | Heavy Atoms: 26 | QED Weighted: 0.19 | Np Likeness Score: 0.37 |
References
| 1. Hedner E, Sjögren M, Hodzic S, Andersson R, Göransson U, Jonsson PR, Bohlin L.. (2008) Antifouling activity of a dibrominated cyclopeptide from the marine sponge Geodia barretti., 71 (3): [PMID:18271554] [10.1021/np0705209] |
| 2. Hedner E, Sjögren M, Frändberg PA, Johansson T, Göransson U, Dahlström M, Jonsson P, Nyberg F, Bohlin L.. (2006) Brominated cyclodipeptides from the marine sponge Geodia barretti as selective 5-HT ligands., 69 (10): [PMID:17067154] [10.1021/np0601760] |
| 3. Lidgren G, Bohlin L, Christophersen C. (1988) Studies of Swedish Marine Organisms, Part X. Biologically Active Compounds from the Marine Sponge Geodia baretti, 51 (6): [10.1021/np50060a041] |
Source
Source(1):