997
  Mrv0541 02231215102D          

 39 43  0  0  1  0            999 V2000
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M  END
> <DATABASE_ID>
DB00997

> <DATABASE_NAME>
drugbank

> <SMILES>
COC1=CC=CC2=C1C(=O)C1=C(O)C3=C(C[C@](O)(C[C@@H]3O[C@H]3C[C@H](N)[C@H](O)[C@H](C)O3)C(=O)CO)C(O)=C1C2=O

> <INCHI_IDENTIFIER>
InChI=1S/C27H29NO11/c1-10-22(31)13(28)6-17(38-10)39-15-8-27(36,16(30)9-29)7-12-19(15)26(35)21-20(24(12)33)23(32)11-4-3-5-14(37-2)18(11)25(21)34/h3-5,10,13,15,17,22,29,31,33,35-36H,6-9,28H2,1-2H3/t10-,13-,15-,17-,22+,27-/m0/s1

> <INCHI_KEY>
AOJJSUZBOXZQNB-TZSSRYMLSA-N

> <FORMULA>
C27H29NO11

> <MOLECULAR_WEIGHT>
543.5193

> <EXACT_MASS>
543.174060775

> <JCHEM_ACCEPTOR_COUNT>
12

> <JCHEM_ATOM_COUNT>
68

> <JCHEM_AVERAGE_NEUTRAL_MICROSPECIES_CHARGE>
0.9074815744635404

> <JCHEM_AVERAGE_POLARIZABILITY>
54.62081836750586

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
6

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(8S,10S)-10-{[(2R,4S,5S,6S)-4-amino-5-hydroxy-6-methyloxan-2-yl]oxy}-6,8,11-trihydroxy-8-(2-hydroxyacetyl)-1-methoxy-5,7,8,9,10,12-hexahydrotetracene-5,12-dione

> <ALOGPS_LOGP>
1.41

> <JCHEM_LOGP>
0.5427175132460227

> <ALOGPS_LOGS>
-2.67

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NEUTRAL_CHARGE>
1

> <JCHEM_NUMBER_OF_RINGS>
5

> <JCHEM_PHYSIOLOGICAL_CHARGE>
1

> <JCHEM_PKA>
9.41094501738068

> <JCHEM_PKA_STRONGEST_ACIDIC>
8.009651985429558

> <JCHEM_PKA_STRONGEST_BASIC>
10.028287439881966

> <JCHEM_POLAR_SURFACE_AREA>
206.07

> <JCHEM_REFRACTIVITY>
134.59369999999996

> <JCHEM_ROTATABLE_BOND_COUNT>
5

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
1.18e+00 g/l

> <JCHEM_TRADITIONAL_IUPAC>
tetrahydrofolic acid

> <JCHEM_VEBER_RULE>
0

> <DRUGBANK_ID>
DB00997

> <SECONDARY_ACCESSION_NUMBERS>
APRD00185; DB05331; DB05847

> <DRUG_GROUPS>
approved; investigational

> <GENERIC_NAME>
Doxorubicin

> <SYNONYMS>
(1S,3S)-3-glycoloyl-3,5,12-trihydroxy-10-methoxy-6,11-dioxo-1,2,3,4,6,11-hexahydrotetracen-1-yl 3-amino-2,3,6-trideoxy-α-L-lyxo-hexopyranoside; (8S-cis)-10-((3-amino-2,3,6-trideoxy-α-L-lyxo-hexopyranosyl)oxy)-7,8,9,10-tetrahydro-6,8,11-trihydroxy-8-(hydroxyacetyl)-1-methoxy-5,12-naphthacenedione; 14-hydroxydaunomycin; 14-hydroxydaunorubicine; Doxorubicin; Doxorubicin nanoparticles; Doxorubicina; Doxorubicine; Doxorubicinum; Hydroxydaunorubicin; MTC-DOX; MTC-DOX for Injection

> <PRODUCTS>
Adriamycin; Adriamycin PFS; Adriamycin Rdf; Adriamycin Rdf Inj 10mg/vial; Adriamycin Rdf Inj 150mg/vial; Adriamycin Rdf Inj 50mg/vial; Caelyx; Celdoxome Pegylated Liposomal; DOXOrubicin Hydrochloride; Doxil; Doxorubicin; Doxorubicin HCl for Inj. U.S.P. 10mg/vial; Doxorubicin HCl for Inj. U.S.P. 150mg/vial; Doxorubicin HCl for Inj. U.S.P. 50mg/vial; Doxorubicin Hydrochloride; Doxorubicin Hydrochloride Injection; Doxorubicin Hydrochloride Injection, USP; Doxorubicin Hydrochloride Liposome; Doxorubicin Hydrochloride for Injection USP; Doxorubicin Hydrochloride liposome; Doxorubicin Injection, BP; Doxorubicin hydrochloride; Lipodox; Lipodox 50; Myocet; Rubex; Taro-doxorubicin Liposomal; Zolsketil Pegylated Liposomal; doxorubicin hydrochloride, Liposomal

> <INTERNATIONAL_BRANDS>
Adriablastina; Adriblastin

> <SALTS>
Doxorubicin citrate; Doxorubicin hydrochloride

$$$$