ID: ALA2048318
Chembl Id: CHEMBL2048318
PubChem CID: 20837765
Max Phase: Preclinical
Molecular Formula: C27H44O
Molecular Weight: 384.65
Molecule Type: Small molecule
Associated Items:
Synonyms: Cholesta-5,25-dienol | Cholesta-5,25-dienol|CHEMBL2048318|25,26-didehydrocholesterol|BDBM50485311
Canonical SMILES: C=C(C)CCC[C@@H](C)[C@H]1CC[C@H]2[C@@H]3CC=C4C[C@@H](O)CC[C@]4(C)[C@H]3CC[C@]12C
Standard InChI: InChI=1S/C27H44O/c1-18(2)7-6-8-19(3)23-11-12-24-22-10-9-20-17-21(28)13-15-26(20,4)25(22)14-16-27(23,24)5/h9,19,21-25,28H,1,6-8,10-17H2,2-5H3/t19-,21+,22+,23-,24+,25+,26+,27-/m1/s1
Standard InChI Key: RLFTZYOYELHUIM-DPAQBDIFSA-N
| Activity Type | Relation | Activity value | Units | Action Type | Journal | PubMed Id | doi | Assay Aladdin ID |
|---|
| 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 |
| 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: 384.65 | Molecular Weight (Monoisotopic): 384.3392 | AlogP: 7.31 | #Rotatable Bonds: 5 |
| Polar Surface Area: 20.23 | Molecular Species: NEUTRAL | HBA: 1 | HBD: 1 |
| #RO5 Violations: 1 | HBA (Lipinski): 1 | HBD (Lipinski): 1 | #RO5 Violations (Lipinski): 1 |
| CX Acidic pKa: ┄ | CX Basic pKa: ┄ | CX LogP: 6.77 | CX LogD: 6.77 |
| Aromatic Rings: ┄ | Heavy Atoms: 28 | QED Weighted: 0.49 | Np Likeness Score: 2.71 |
| 1. Johnston JB, Singh AA, Clary AA, Chen CK, Hayes PY, Chow S, De Voss JJ, Ortiz de Montellano PR.. (2012) Substrate analog studies of the ω-regiospecificity of Mycobacterium tuberculosis cholesterol metabolizing cytochrome P450 enzymes CYP124A1, CYP125A1 and CYP142A1., 20 (13): [PMID:22647881] [10.1016/j.bmc.2012.05.003] |
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