Mrv1718012151818332D          

 29 33  0  0  0  0            999 V2000
   -2.5007    2.1656    0.0000 N   0  3  0  0  0  0  0  0  0  0  0  0
   -3.2226    2.5781    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8047    2.5781    0.0000 O   0  5  0  0  0  0  0  0  0  0  0  0
    2.7327   -1.8304    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2226   -1.1601    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8874   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9077   -1.7273    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.5726   -0.9797    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0624   -0.3093    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7274    0.4382    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7734   -0.8765    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4125   -0.1289    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9281    0.5156    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.4125    1.1859    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3609    0.9281    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3609    0.1031    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0827   -0.3093    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0827    1.3406    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7789    0.9281    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7789    0.1031    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5007   -0.3093    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1968    0.1031    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1968    0.9281    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5007    1.3406    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0680   -2.5781    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.2172    1.1086    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.9072   -2.5582    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.0757   -1.7269    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5961   -2.4061    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  3  1  1  0  0  0  0
  2  1  2  0  0  0  0
 24  1  1  0  0  0  0
  7  4  1  0  0  0  0
 25  4  2  0  0  0  0
  5  4  1  0  0  0  0
  6  5  1  0  0  0  0
  9  6  1  0  0  0  0
  8  7  1  0  0  0  0
 11  8  1  0  0  0  0
  9  8  2  0  0  0  0
 10  9  1  0  0  0  0
 13 10  1  0  0  0  0
 26 10  2  0  0  0  0
 12 11  2  0  0  0  0
 13 12  1  0  0  0  0
 16 12  1  0  0  0  0
 14 13  1  0  0  0  0
 15 14  1  0  0  0  0
 18 15  1  0  0  0  0
 16 15  2  0  0  0  0
 17 16  1  0  0  0  0
 20 17  2  0  0  0  0
 19 18  2  0  0  0  0
 20 19  1  0  0  0  0
 24 19  1  0  0  0  0
 21 20  1  0  0  0  0
 22 21  2  0  0  0  0
 23 22  1  0  0  0  0
 24 23  2  0  0  0  0
  7 27  1  1  0  0  0
 28  7  1  0  0  0  0
 28 29  1  0  0  0  0
M  CHG  2   1   1   3  -1
M  END
> <DATABASE_ID>
DB06159

> <DATABASE_NAME>
drugbank

> <SMILES>
CC[C@@]1(O)C(=O)OCC2=C1C=C1N(CC3=C1N=C1C=CC=C(C1=C3)[N+]([O-])=O)C2=O

> <INCHI_IDENTIFIER>
InChI=1S/C20H15N3O6/c1-2-20(26)13-7-16-17-10(8-22(16)18(24)12(13)9-29-19(20)25)6-11-14(21-17)4-3-5-15(11)23(27)28/h3-7,26H,2,8-9H2,1H3/t20-/m0/s1

> <INCHI_KEY>
VHXNKPBCCMUMSW-FQEVSTJZSA-N

> <FORMULA>
C20H15N3O6

> <MOLECULAR_WEIGHT>
393.355

> <EXACT_MASS>
393.096085215

> <JCHEM_ACCEPTOR_COUNT>
6

> <JCHEM_ATOM_COUNT>
44

> <JCHEM_AVERAGE_POLARIZABILITY>
38.86930224577854

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
(19S)-19-ethyl-19-hydroxy-8-nitro-17-oxa-3,13-diazapentacyclo[11.8.0.0^{2,11}.0^{4,9}.0^{15,20}]henicosa-1(21),2(11),3,5,7,9,15(20)-heptaene-14,18-dione

> <ALOGPS_LOGP>
1.88

> <JCHEM_LOGP>
1.160227427333334

> <ALOGPS_LOGS>
-3.22

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
5

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_ACIDIC>
11.710526129755303

> <JCHEM_PKA_STRONGEST_BASIC>
0.28653084374082305

> <JCHEM_POLAR_SURFACE_AREA>
122.86999999999999

> <JCHEM_REFRACTIVITY>
100.81299999999999

> <JCHEM_ROTATABLE_BOND_COUNT>
2

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
2.39e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(19S)-19-ethyl-19-hydroxy-8-nitro-17-oxa-3,13-diazapentacyclo[11.8.0.0^{2,11}.0^{4,9}.0^{15,20}]henicosa-1(21),2(11),3,5,7,9,15(20)-heptaene-14,18-dione

> <JCHEM_VEBER_RULE>
0

> <DRUGBANK_ID>
DB06159

> <DRUG_GROUPS>
investigational

> <GENERIC_NAME>
Rubitecan

> <SYNONYMS>
1H-PYRANO(3',4':6,7)INDOLIZINO(1,2-B)QUINOLINE-3,14(4H,12H)-DIONE, 4-ETHYL-4-HYDROXY-10-NITRO-, (4S)-; 9-NC; 9-nitro-(20S)-camptothecin; 9-nitro-20-(S)-camptothecin; 9-nitro-20(S)-camptothecin; 9-nitrocamptothecin; 9NC; Rubitecan; Rubitecán; Rubitécan; Rubitecanum

> <INTERNATIONAL_BRANDS>
Camptogen; Orathecin

$$$$