Chinese Journal of Organic Chemistry ›› 2021, Vol. 41 ›› Issue (6): 2249-2260.DOI: 10.6023/cjoc202012008 Previous Articles Next Articles
REVIEWS
吕润秋, 张维, 于丽芳*(
)
收稿日期:2020-12-04
修回日期:2021-01-21
发布日期:2021-02-22
通讯作者:
于丽芳
基金资助:
Runqiu Lü, Wei Zhang, Lifang Yu()
Received:2020-12-04
Revised:2021-01-21
Published:2021-02-22
Contact:
Lifang Yu
Supported by:Share
Runqiu Lü, Wei Zhang, Lifang Yu. Recent Advances in Antitubercular Compounds Targeting Mycolic Acid Biosynthesis and Transport[J]. Chinese Journal of Organic Chemistry, 2021, 41(6): 2249-2260.
| CYP450 3A4 IC50 | >50.1 µmol/L |
|---|---|
| HepG2 Cytotoxicity IC50 | >50 µmol/L |
| Ames test | Negative |
| Cardiovascular profile Qpatch IC50 | >50 µmol/L |
| Cli human (in vitro) | 0.2 mL•min–1•g–1 |
| Vss (4 mg/kg iv)a | 2.58 L/kg |
| t1/2 (4 mg/kg iv) | 0.94 h |
| Tmax (100 mg/kg po) | 0.42 h |
| DNAUC (in vivo)b | 935.8 (ng•h)/mL per mg/kg |
| CYP450 3A4 IC50 | >50.1 µmol/L |
|---|---|
| HepG2 Cytotoxicity IC50 | >50 µmol/L |
| Ames test | Negative |
| Cardiovascular profile Qpatch IC50 | >50 µmol/L |
| Cli human (in vitro) | 0.2 mL•min–1•g–1 |
| Vss (4 mg/kg iv)a | 2.58 L/kg |
| t1/2 (4 mg/kg iv) | 0.94 h |
| Tmax (100 mg/kg po) | 0.42 h |
| DNAUC (in vivo)b | 935.8 (ng•h)/mL per mg/kg |
| Plasma protein binding | Mouse 73% Human 72% |
|---|---|
| CYP inhibition | No significant inhibition |
| cmax in plasma (10 mg/kg po) | 444 ng/mL |
| Tmax (10 mg/kg po) | 0.5 h |
| AUC0-24 (10 mg/kg po) | 74940 ng•min/mL |
| AUC0-24 (3 mg/kg iv) | 79369 ng•min/mL |
| Vss (3 mg/kg iv)a | 4.2 L/kg |
| Oral bioavailability (F) | 28% |
| Plasma protein binding | Mouse 73% Human 72% |
|---|---|
| CYP inhibition | No significant inhibition |
| cmax in plasma (10 mg/kg po) | 444 ng/mL |
| Tmax (10 mg/kg po) | 0.5 h |
| AUC0-24 (10 mg/kg po) | 74940 ng•min/mL |
| AUC0-24 (3 mg/kg iv) | 79369 ng•min/mL |
| Vss (3 mg/kg iv)a | 4.2 L/kg |
| Oral bioavailability (F) | 28% |
| Compound | MICH37Rv | AA change | Location |
|---|---|---|---|
| AU1235 | 0.01 µg/mL | G253E | TMHa X |
| BM212/BM635 | 0.12 / 0.3 µmol/L | L215S | TMH IX |
| indole carboxamides | 0.012 µmol/L | S288T | TMH XI |
| HC2091 | 19.3 µmol/L b | V643, F644 | TMH IV |
| Spiro | 0.06 µmol/L | F255L, Y252C | TMH X |
| TBL-140 | 2.5 µmol/L b | L189R, L567P, V643M, F644L | TMH VIII, II, IV |
| THPP | 0.15 µmol/L | A249P, A677V | TMH X, V |
| SQ109 | 0.78~1.56 µmol/L | A700T, Q40R, L567P | TMH V, VII; 周质区 |
| Compound | MICH37Rv | AA change | Location |
|---|---|---|---|
| AU1235 | 0.01 µg/mL | G253E | TMHa X |
| BM212/BM635 | 0.12 / 0.3 µmol/L | L215S | TMH IX |
| indole carboxamides | 0.012 µmol/L | S288T | TMH XI |
| HC2091 | 19.3 µmol/L b | V643, F644 | TMH IV |
| Spiro | 0.06 µmol/L | F255L, Y252C | TMH X |
| TBL-140 | 2.5 µmol/L b | L189R, L567P, V643M, F644L | TMH VIII, II, IV |
| THPP | 0.15 µmol/L | A249P, A677V | TMH X, V |
| SQ109 | 0.78~1.56 µmol/L | A700T, Q40R, L567P | TMH V, VII; 周质区 |
| Vero cells IC50 | ≥192 µmol/L |
|---|---|
| Remaining (T=120 min) | 52% |
| CYP inhibition (% inhibition) CYP2C9 | –5.2 |
| CYP inhibition (% inhibition) CYP2D6 | 36.6 |
| CYP inhibition (% inhibition) CY3A4 | –6.7 |
| hERG IC50 | >30 µmol/L |
| Tmax (100 mg/kg po) | Plasma 4 h |
| Lung 4 h | |
| cmax (100 mg/kg po) | Plasma 1.71 µg/unit a |
| Lung 3.50 µg/unit |
| Vero cells IC50 | ≥192 µmol/L |
|---|---|
| Remaining (T=120 min) | 52% |
| CYP inhibition (% inhibition) CYP2C9 | –5.2 |
| CYP inhibition (% inhibition) CYP2D6 | 36.6 |
| CYP inhibition (% inhibition) CY3A4 | –6.7 |
| hERG IC50 | >30 µmol/L |
| Tmax (100 mg/kg po) | Plasma 4 h |
| Lung 4 h | |
| cmax (100 mg/kg po) | Plasma 1.71 µg/unit a |
| Lung 3.50 µg/unit |
| ADMET properties | NITD-304 | NITD-349 |
|---|---|---|
| t1/2 (25 mg/kg po in mice) | 233 min | 11 min |
| Cytotoxicity HepG2 CC50 | >20 µmol/L | >20 µmol/L |
| Cytotoxicity THP-1 CC50 | >20 µmol/L | >20 µmol/L |
| hERG IC50 | >30 µmol/L | >30 µmol/L |
| Cardiovascular Profile QPatch IC50 | >30 µmol/L | NAa |
| Ames test | Negative | Negative |
| CYP450 inhibition 3A4 IC50 | >20 µmol/L | >20 µmol/L |
| CYP450 inhibition 2D6 IC50 | >20 µmol/L | >20 µmol/L |
| CYP450 inhibition 2C9 IC50 | >20 µmol/L | 2.67 µmol/L |
| cmax (25 mg/kg po in mice) | 3.51 µmol/L | 4.21 µmol/L |
| ADMET properties | NITD-304 | NITD-349 |
|---|---|---|
| t1/2 (25 mg/kg po in mice) | 233 min | 11 min |
| Cytotoxicity HepG2 CC50 | >20 µmol/L | >20 µmol/L |
| Cytotoxicity THP-1 CC50 | >20 µmol/L | >20 µmol/L |
| hERG IC50 | >30 µmol/L | >30 µmol/L |
| Cardiovascular Profile QPatch IC50 | >30 µmol/L | NAa |
| Ames test | Negative | Negative |
| CYP450 inhibition 3A4 IC50 | >20 µmol/L | >20 µmol/L |
| CYP450 inhibition 2D6 IC50 | >20 µmol/L | >20 µmol/L |
| CYP450 inhibition 2C9 IC50 | >20 µmol/L | 2.67 µmol/L |
| cmax (25 mg/kg po in mice) | 3.51 µmol/L | 4.21 µmol/L |
| 靶点 | 代表性小分子化合物 | 结构类别 | 发展阶段 |
|---|---|---|---|
| KasA | DG167, JSF-3285 | 吲唑磺酰胺类 | Lead Optimization |
| InhA | GSK693 | 噻二唑类 | Lead Optimization |
| NITD916 | 4-羟基-2-吡啶酮类 | Hit-to-Lead | |
| PT03 | 二芳基醚类 | Hit-to-Lead | |
| HadABC | NAS21 | 1,3-二酮类 | Hit-to-Lead |
| FadD32 | 喹啉-2-酰胺 | 喹啉类 | Hit-to-Lead |
| Pks13 | TP4 | 噻吩类 | Hit-to-Lead |
| TAM16, Coumestan48 | 苯并呋喃类 | Lead Optimization | |
| MmpL3 | SQ109 | 乙二胺类 | Phase Ⅱb~Ⅲ |
| NITD-304, NITD-349 | 吲哚酰胺类 | Pre-Clinical | |
| AU1235 | 金刚烷脲类 | Hit-to-Lead | |
| BM212/BM635 | 吡咯和吡唑类 | Hit-to-Lead | |
| THPP | 四氢吡唑并[1,5-a]嘧啶类 | Hit-to-Lead | |
| Spiro | 哌啶螺环类 | Hit-to-Lead | |
| PIPD1 | 羟基哌啶类 | Hit-to-Lead | |
| Ag85 | I3-AG85 | 噻吩类 | Hit-to-Lead |
| 未知靶点 | 德拉马尼 | 亚硝基咪唑类 | EMA上市 |
| 靶点 | 代表性小分子化合物 | 结构类别 | 发展阶段 |
|---|---|---|---|
| KasA | DG167, JSF-3285 | 吲唑磺酰胺类 | Lead Optimization |
| InhA | GSK693 | 噻二唑类 | Lead Optimization |
| NITD916 | 4-羟基-2-吡啶酮类 | Hit-to-Lead | |
| PT03 | 二芳基醚类 | Hit-to-Lead | |
| HadABC | NAS21 | 1,3-二酮类 | Hit-to-Lead |
| FadD32 | 喹啉-2-酰胺 | 喹啉类 | Hit-to-Lead |
| Pks13 | TP4 | 噻吩类 | Hit-to-Lead |
| TAM16, Coumestan48 | 苯并呋喃类 | Lead Optimization | |
| MmpL3 | SQ109 | 乙二胺类 | Phase Ⅱb~Ⅲ |
| NITD-304, NITD-349 | 吲哚酰胺类 | Pre-Clinical | |
| AU1235 | 金刚烷脲类 | Hit-to-Lead | |
| BM212/BM635 | 吡咯和吡唑类 | Hit-to-Lead | |
| THPP | 四氢吡唑并[1,5-a]嘧啶类 | Hit-to-Lead | |
| Spiro | 哌啶螺环类 | Hit-to-Lead | |
| PIPD1 | 羟基哌啶类 | Hit-to-Lead | |
| Ag85 | I3-AG85 | 噻吩类 | Hit-to-Lead |
| 未知靶点 | 德拉马尼 | 亚硝基咪唑类 | EMA上市 |
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