Mrv0541 06131414142D          

 21 23  0  0  0  0            999 V2000
   24.4546  -36.1252    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.3787  -35.3436    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.6065  -38.1202    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.4547  -37.4552    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.6065  -39.4502    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.7582  -37.4552    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.9100  -38.1202    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.9100  -39.4502    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.7582  -40.1151    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.1748  -37.7093    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   29.9567  -38.7852    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.1748  -39.8611    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   23.3029  -38.1202    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   25.5305  -35.3435    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   25.1194  -34.0787    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.7895  -34.0788    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.2866  -38.7852    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   31.9516  -37.6333    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.2816  -37.6333    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   31.2866  -36.4817    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   31.9516  -35.3299    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1 14  1  0  0  0  0
  1  2  2  0  0  0  0
 16  2  1  0  0  0  0
  3  6  1  0  0  0  0
  4  1  1  0  0  0  0
  3  4  1  0  0  0  0
  4 13  2  0  0  0  0
  5  3  2  0  0  0  0
  5  9  1  0  0  0  0
  6  7  2  0  0  0  0
  7  8  1  0  0  0  0
  7 10  1  0  0  0  0
  8  9  2  0  0  0  0
  8 12  1  0  0  0  0
 10 11  2  0  0  0  0
 11 12  1  0  0  0  0
 11 17  1  0  0  0  0
 14 15  1  0  0  0  0
 15 16  2  0  0  0  0
 17 18  1  0  0  0  0
 18 19  2  0  0  0  0
 18 20  1  0  0  0  0
 20 21  1  0  0  0  0
M  END
> <ID>
CHEBI:34892

> <NAME>
nocodazole

> <DEFINITION>
A member of the class of benzimidazoles that is benzimidalole which is substituted at position 2 by a (methoxycarbonyl)amino group and at position 5 by a 2-thienoyl group. It is an antineoplastic agent that exerts its effect by depolymerising microtubules.

> <STAR>
3

> <SYNONYM>
R17,934; R-17934; R 17934; oncodazole; N-(5-(2-thienoyl)-2-benzimidazolyl)carbamic acid methyl ester; N-(5-(2-thenoyl)-2-benzimidazolyl)carbamic acid methyl ester; methyl N-(5-thenoyl-2-benzimidazolyl)carbamate; methyl (5-(2-thienylcarbonyl))-1H-benzimidazole-2-ylcarbamate; (5-(2-thienylcarbonyl)-1H-benzimidazol-2-yl)-carbamic acid methyl ester

> <IUPAC_NAME>
methyl [5-(2-thienylcarbonyl)-1H-benzimidazol-2-yl]carbamate

> <INN>
nocodazolum; nocodazole; nocodazole; nocodazol

> <FORMULA>
C14H11N3O3S

> <MASS>
301.32000

> <MONOISOTOPIC_MASS>
301.05211

> <CHARGE>
0

> <SMILES>
COC(=O)Nc1nc2cc(ccc2[nH]1)C(=O)c1cccs1

> <INCHI>
InChI=1S/C14H11N3O3S/c1-20-14(19)17-13-15-9-5-4-8(7-10(9)16-13)12(18)11-3-2-6-21-11/h2-7H,1H3,(H2,15,16,17,19)

> <INCHIKEY>
KYRVNWMVYQXFEU-UHFFFAOYSA-N

> <BEILSTEIN_REGISTRY_NUMBER>
1085978

> <CAS_REGISTRY_NUMBER>
31430-18-9

> <REAXYS_REGISTRY_NUMBER>
1085978

> <CHEMIDPLUS>
31430-18-9

> <DRUGBANK_ACCESSION>
DB08313

> <KEGG_COMPOUND_ACCESSION>
C13719

> <KEGG_DRUG_ACCESSION>
D05197

> <LINCS_ACCESSION>
LSM-2260

> <NIST_CHEMISTRY_WEBBOOK>
31430-18-9

> <PDBECHEM_ACCESSION>
NZO

> <WIKIPEDIA_ACCESSION>
Nocodazole

> <PUBMED_CITATION>
11679255; 20399776; 22002881; 23869451; 518692; 6384770; 7199049; 7284368; 7344613

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