(4S,4aS,5aS,6S,12aS)-7-chloro-4-(dimethylamino)-3,6,10,12,12a-pentahydroxy-N-(hydroxymethyl)-6-methyl-1,11-dioxo-1,4,4a,5,5a,6,11,12a-octahydrotetracene-2-carboxamide

• ChemBase编号: 336
• 分子式: C23H25ClN2O9
• 平均质量: 508.9056
• 单一同位素质量: 508.12485807
• SMILES: c1cc(c2c(c1Cl)[C@@]([C@@H]1C(=C([C@]3([C@@H](C1)[C@@H](C(=C(C3=O)C(=O)NCO)O)N(C)C)O)O)C2=O)(C)O)O
• Canonical SMILES: OCNC(=O)C1=C(O)[C@@H](N(C)C)[C@H]2[C@](C1=O)(O)C(=C1[C@H](C2)[C@](C)(O)c2c(C1=O)c(O)ccc2Cl)O
• InChI: InChI=1S/C23H25ClN2O9/c1-22(34)8-6-9-16(26(2)3)18(30)14(21(33)25-7-27)20(32)23(9,35)19(31)12(8)17(29)13-11(28)5-4-10(24)15(13)22/h4-5,8-9,16,27-28,30-31,34-35H,6-7H2,1-3H3,(H,25,33)/t8-,9-,16-,22-,23-/m0/s1
• InChIKey: GJGDLRSSCNAKGL-KMVLDZISSA-N

名称和登记号

名称

• IUPAC标准名: (4S,4aS,5aS,6S,12aS)-7-chloro-4-(dimethylamino)-3,6,10,12,12a-pentahydroxy-N-(hydroxymethyl)-6-methyl-1,11-dioxo-1,4,4a,5,5a,6,11,12a-octahydrotetracene-2-carboxamide
• IUPAC传统名: clomocyclina
• 别名: Clomociclina [INN-Spanish]; Clomocyclinum [INN-Latin]; Chlormethylenecycline; Clomocycline

登记号

• CAS号: 1181-54-0
• PubChem SID: 46505301; 160963799
• PubChem CID: 54680675; 5464321

理论计算性质

JChem

• Acid pKa: 0.012655632
• 质子受体: 10
• 质子供体: 7
• LogD (pH = 5.5): -4.395534
• LogD (pH = 7.4): -6.200771
• Log P: -3.2647724
• 摩尔折射率: 124.9916 cm^3
• 极化性: 47.64877 Å^3
• 极化表面积: 187.86 Å^2
• 可自由旋转的化学键: 3
• 里宾斯基五规则: false

ALOGPS 2.1

• Log P: -0.45
• LOG S: -2.46
• 溶解度: 1.77e+00 g/l

分子性质

理化性质

• 疏水性(logP): 0.2

详细说明

DrugBank - DB00453

• Drug Groups: approved
• Description: Clomocycline is a tetracycline antibiotic.
• Indication: For the treatment and management of Brucellosis, mycoplasma infection, acne vulgaris, chlamydial infection;Chronic bronchitis
• Pharmacology: Clomocycline is a tetracycline antibiotic that is commonly prescribed by medical doctors for infections and to treat acne. It may also be used to treat urinary tract infections, gum disease, and other bacterial infections such as gonorrhea and chlamydia. Clomocycline is also used commonly as a prophylactic treatment for infection by Bacillus anthracis (anthrax). It is also effective against Yersinia pestis and malaria and is also prescribed for the treatment of Lyme disease. Clomocycline inhibits cell growth by inhibiting translation. It binds to the 30S ribosomal subunit and prevents the amino-acyl tRNA from binding to the A site of the ribosome. The binding is reversible in nature. Cells become resistant to Clomocycline by at least two mechanisms: efflux and ribosomal protection. In efflux, a resistance gene encodes a membrane protein that actively pumps Clomocycline out of the cell. This is the mechanism of action of the tetracycline resistance gene on the artificial plasmid pBR322. In ribosomal protection, a resistance gene encodes a protein which binds to the ribosome and prevents Clomocycline from acting on the ribosome.
• Affected Organisms: Enteric bacteria and other eubacteria
• External Links: Wikipedia