| Activity Type | Relation | Activity value | Units | Action Type | Journal | PubMed Id | doi | Assay Aladdin ID |
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ID: ALA72180
Max Phase: Preclinical
Molecular Formula: C21H25NO2
Molecular Weight: 323.44
Molecule Type: Small molecule
Associated Items:
Representations
Canonical SMILES: CC[C@@]12CCN(CCc3ccccc3)C[C@@H]1Oc1ccc(O)cc12
Standard InChI: InChI=1S/C21H25NO2/c1-2-21-11-13-22(12-10-16-6-4-3-5-7-16)15-20(21)24-19-9-8-17(23)14-18(19)21/h3-9,14,20,23H,2,10-13,15H2,1H3/t20-,21-/m0/s1
Standard InChI Key: GZBURIYLLVULIF-SFTDATJTSA-N
Associated Targets(Human)
OPRK1 Tclin Kappa opioid receptor (16155 Activities)
OPRD1 Tclin Delta opioid receptor (15096 Activities)
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OPRM1 Tclin Mu opioid receptor (19785 Activities)
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Associated Targets(non-human)
Oprk1 Kappa opioid receptor (991 Activities)
| Activity Type | Relation | Activity value | Units | Action Type | Journal | PubMed Id | doi | Assay Aladdin ID |
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Oprm1 Mu opioid receptor (1674 Activities)
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Sigmar1 Sigma opioid receptor (160 Activities)
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Mus musculus (284745 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 |
|---|
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: 323.44 | Molecular Weight (Monoisotopic): 323.1885 | AlogP: 3.75 | #Rotatable Bonds: 4 |
| Polar Surface Area: 32.70 | Molecular Species: BASE | HBA: 3 | HBD: 1 |
| #RO5 Violations: 0 | HBA (Lipinski): 3 | HBD (Lipinski): 1 | #RO5 Violations (Lipinski): 0 |
| CX Acidic pKa: 9.98 | CX Basic pKa: 9.01 | CX LogP: 3.97 | CX LogD: 2.68 |
| Aromatic Rings: 2 | Heavy Atoms: 24 | QED Weighted: 0.93 | Np Likeness Score: 0.70 |
References
| 1. Hutchison AJ, de Jesus R, Williams M, Simke JP, Neale RF, Jackson RH, Ambrose F, Barbaz BJ, Sills MA.. (1989) Benzofuro[2,3-c]pyridin-6-ols: synthesis, affinity for opioid-receptor subtypes, and antinociceptive activity., 32 (9): [PMID:2549247] [10.1021/jm00129a031] |
| 2. Zhang Y, Lee YS, Rothman RB, Dersch CM, Deschamps JR, Jacobson AE, Rice KC.. (2009) Probes for narcotic receptor mediated phenomena. 39. Enantiomeric N-substituted benzofuro[2,3-c]pyridin-6-ols: synthesis and topological relationship to oxide-bridged phenylmorphans., 52 (23): [PMID:19627147] [10.1021/jm9004225] |
| 3. Iyer MR, Lee YS, Deschamps JR, Rothman RB, Dersch CM, Jacobson AE, Rice KC.. (2010) Probes for narcotic receptor mediated phenomena. 40. N-substituted cis-4a-ethyl-1,2,3,4,4a,9a-hexahydrobenzofuro[2,3-c]pyridin-8-ols., 18 (1): [PMID:20005115] [10.1016/j.bmc.2009.11.022] |
| 4. Iyer MR, Rothman RB, Dersch CM, Jacobson AE, Rice KC.. (2013) Probes for narcotic receptor mediated phenomena. 47. Novel C4a- and N-substituted-1,2,3,4,4a,9a-hexahydrobenzofuro[2,3-c]pyridin-6-ols., 21 (11): [PMID:23618710] [10.1016/j.bmc.2013.02.060] |
Source
Source(1):