{
    "accession": "MITE0000373",
    "status": "active",
    "comment": "inserts an oxygen atom into the quinazolinone precursor, catalyzing the arene oxide/ring expansion to generate the 1H-oxepin scaffold",
    "changelog": [
        {
            "version": "1",
            "date": "2026-04-13",
            "contributors": [
                "AAAAAAAAAAAAAAAAAAAAAAAA"
            ],
            "reviewers": [
                "0000-0001-6534-6609",
                "0000-0002-9747-3423"
            ],
            "comment": "New entry. Reviewer 1 fixed reaction (was epoxidation)."
        }
    ],
    "enzyme": {
        "name": "OpaB2",
        "description": "Cytochrome P450 enzyme (oxepinase)",
        "references": [
            "doi:10.1021/acs.orglett.1c00166"
        ],
        "databaseIds": {
            "uniprot": "A0A0C1E2D7",
            "genpept": "KIA75687.1"
        },
        "cofactors": {
            "organic": [
                "Heme",
                "NADP"
            ],
            "inorganic": [
                "Fe"
            ]
        }
    },
    "reactions": [
        {
            "tailoring": [
                "Ring expansion"
            ],
            "description": "Stereoselective formation of a 1H-oxepin ring from a quinazolinone-containing benzodiazepinedione precursor via an arene oxide intermediate.",
            "reactionSMARTS": "[#6:1]/[#6@:2]1-[#7:24]2:[#6:14](:[#7:15]:[#6:16]3:[#6:21](:[#6:22]:2=[#8:23]):[#6:20]:[#6:19]:[#6:18]:[#6:17]:3)-[#6@:6](\\[#6:7]-[#6:8]2:[#6:13]:[#6:12]:[#6:11]:[#6:10]:[#6:9]:2)-[#7:5]-[#6:3]-1=[#8:4]>>[#6:1]/[#6@:2]1-[#7:24]2:[#6:14](:[#7:15]:[#6:16]3-[#8]-[#6:17]=[#6:18]-[#6:19]=[#6:20]-[#6:21]:3:[#6:22]:2=[#8:23])-[#6@:6](\\[#6:7]-[#6:8]2:[#6:13]:[#6:12]:[#6:11]:[#6:10]:[#6:9]:2)-[#7:5]-[#6:3]-1=[#8:4]",
            "reactions": [
                {
                    "substrate": "C[C@@H]1C(=O)N[C@@H](Cc2ccccc2)c2nc3ccccc3c(=O)n21",
                    "products": [
                        "C[C@@H]1C(=O)N[C@@H](Cc2ccccc2)c2nc3c(c(=O)n21)C=CC=CO3"
                    ],
                    "isIntermediate": true,
                    "description": "Conversion of the quinazolinone precursor to the 1H-oxepin intermediate"
                }
            ],
            "evidence": {
                "evidenceCode": [
                    "Heterologous expression",
                    "In vitro assay",
                    "Knock-out studies"
                ],
                "references": [
                    "doi:10.1021/acs.orglett.1c00166"
                ]
            },
            "databaseIds": {
                "ec": "1.14.14"
            }
        }
    ]
}