Tìm theo
Edotecarin
Các tên gọi khác (3) :
  • ED-749
  • Edotecarina
  • Edotecarinum
Thuốc điều trị ung thư
Thuốc Gốc
Small Molecule
CAS: 174402-32-5
CTHH: C29H28N4O11
PTK: 608.5528
Edotecarin is a novel, non-camptothecin, DNA topoisomerase I inhibitor. It is member of the class of compounds called indolocarbazoles.
Nhận Dạng Quốc Tế & Đặc Tính Hóa Học
Công thức hóa học
C29H28N4O11
Phân tử khối
608.5528
Monoisotopic mass
608.175457758
InChI
InChI=1S/C29H28N4O11/c34-7-10(8-35)31-33-27(42)20-18-13-3-1-11(37)5-15(13)30-22(18)23-19(21(20)28(33)43)14-4-2-12(38)6-16(14)32(23)29-26(41)25(40)24(39)17(9-36)44-29/h1-6,10,17,24-26,29-31,34-41H,7-9H2/t17-,24-,25+,26-,29?/m1/s1
InChI Key
InChIKey=QMVPQBFHUJZJCS-AKGYMOPHSA-N
IUPAC Name
13-[(1,3-dihydroxypropan-2-yl)amino]-6,20-dihydroxy-3-[(3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]-3,13,23-triazahexacyclo[14.7.0.0^{2,10}.0^{4,9}.0^{11,15}.0^{17,22}]tricosa-1(16),2(10),4,6,8,11(15),17,19,21-nonaene-12,14-dione
Traditional IUPAC Name
13-[(1,3-dihydroxypropan-2-yl)amino]-6,20-dihydroxy-3-[(3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]-3,13,23-triazahexacyclo[14.7.0.0^{2,10}.0^{4,9}.0^{11,15}.0^{17,22}]tricosa-1(16),2(10),4,6,8,11(15),17,19,21-nonaene-12,14-dione
SMILES
OCC(CO)NN1C(=O)C2=C3C(NC4=C3C=CC(O)=C4)=C3N(C4O[C@H](CO)[C@@H](O)[C@H](O)[C@H]4O)C4=C(C=CC(O)=C4)C3=C2C1=O
Độ hòa tan
1.58e+00 g/l
logP
-1.3
logS
-2.6
pKa (strongest acidic)
8.82
pKa (Strongest Basic)
2.44
PSA
241.2 Å2
Refractivity
161.73 m3·mol-1
Polarizability
61.17 Å3
Rotatable Bond Count
6
H Bond Acceptor Count
12
H Bond Donor Count
10
Physiological Charge
0
Number of Rings
7
Bioavailability
0
MDDR-Like Rule
true
Dược Lực Học : Edotecarin, formerly J-107088 is a novel, non-camptothecin, DNA topoisomerase-1 inhibitor. It is part of the class of compounds called indolocarbazoles. It is a novel inhibitor of topoisomerase I that induces single-strand DNA cleavage more effectively than NB-506 or camptothecin (CPT) and at different DNA sequences. The DNA-topoisomerase I complexes induced by edotecarin are more stable than those occurring after exposure to CPT or NB-506. The antitumor activity of edotecarin is less cell cycle dependent than other topoisomerase I inhibitors. Being an indolocarbazole, it is structurally related to staurosporine but does not possess protein kinase inhibitory properties. The antitumor activity of edotecarin has been tested in vitro and in vivo, and inhibition of tumor growth has been observed in breast, cervix, pharynx, lung, prostate, colon, gastric, and hepatic cancer models. Edotecarin is effective on cells that have acquired resistance related to P-glycoprotein. In vitro synergy has been demonstrated when edotecarin was tested in combination with cisplatin, 5-fluorouracil, etoposide, paclitaxel, doxorubicin, vincristine, CPT, and gemcitabine.
Cơ Chế Tác Dụng : Edotecarin is a novel, non-camptothecin, DNA topoisomerase I inhibitor. It is member of the class of compounds called indolocarbazoles. Edotecarin inhibits the enzyme topoisomerase I through stabilization of the DNA-enzyme complex and enhanced single-strand DNA cleavage, resulting in inhibition of DNA replication and decreased tumor cell proliferation.
Dược Động Học :

▧ Metabolism :
Edotecarin does not form active metabolites and is not a substrate for in vitro P450-mediated metabolism.
▧ Half Life :
20 to 25 hours
Chỉ Định : Clinical studies with edotecarin have shown activity in subjects with colorectal cancer, esophageal cancer and other solid tumors.
Tài Liệu Tham Khảo Thêm
drugbank
http://www.drugbank.ca/drugs/DB04882
PubChem Compound
http://pubchem.ncbi.nlm.nih.gov/summary/summary.cgi?sid=151078
PubChem Substance
http://pubchem.ncbi.nlm.nih.gov/summary/summary.cgi?sid=10486862
KEGG Drug
http://www.genome.jp/dbget-bin/www_bget?drug:D03954
ChemSpider
http://www.chemspider.com/Chemical-Structure.133161.html
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