Mrv1572004221606562D          

 34 38  0  0  1  0            999 V2000
    3.3190    0.3417    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.4558    6.1992    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.6209    6.1382    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.3947    5.0341    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1360    0.4565    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.1540    2.1776    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.8991    1.3930    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.6020    2.7907    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.0921    1.2215    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8040    1.6630    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.4979    4.0169    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7686    3.5457    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9351    2.7907    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.7950    2.6192    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.2430    3.2323    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.4360    3.0607    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7421    2.6192    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9971    1.8346    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.5401    1.8346    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3561    2.2761    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1811    2.2761    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2941    3.2323    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6380    1.3930    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.0078    5.5861    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4450    1.2215    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    9.3049    4.1884    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    7.7331    1.6630    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.1011    3.0607    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.0392    4.0169    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.0860    0.7799    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.1447    0.7843    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.3831    2.1776    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.5598    4.9730    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.9459    4.6300    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
  5  1  1  0  0  0  0
  7  6  2  0  0  0  0
  8  6  1  0  0  0  0
  9  7  1  0  0  0  0
 14  8  2  0  0  0  0
 15 11  1  0  0  0  0
 15 14  1  0  0  0  0
 16 12  1  0  0  0  0
 16 15  2  0  0  0  0
 17 13  1  0  0  0  0
 18 10  1  0  0  0  0
 18 17  2  0  0  0  0
 19  9  2  0  0  0  0
 19 14  1  0  0  0  0
 20 10  2  0  0  0  0
 21 16  1  0  0  0  0
 21 20  1  0  0  0  0
 22 17  1  0  0  0  0
 24  2  1  0  0  0  0
 24  3  1  0  0  0  0
 24  4  1  0  0  0  0
 25  5  1  1  0  0  0
 25 18  1  0  0  0  0
 25 23  1  0  0  0  0
 26 11  2  0  0  0  0
 27 19  1  0  0  0  0
 27 21  2  0  0  0  0
 28 12  1  0  0  0  0
 28 20  1  0  0  0  0
 28 22  1  0  0  0  0
 29 22  2  0  0  0  0
 30 23  2  0  0  0  0
 25 31  1  6  0  0  0
 32 13  1  0  0  0  0
 32 23  1  0  0  0  0
 33 24  1  0  0  0  0
 33 26  1  0  0  0  0
 34 11  1  0  0  0  0
M  END
> <DATABASE_ID>
DB06721

> <DATABASE_NAME>
drugbank

> <SMILES>
[H]\C(=N/OC(C)(C)C)C1=C2CN3C(=CC4=C(COC(=O)[C@]4(O)CC)C3=O)C2=NC2=CC=CC=C12

> <INCHI_IDENTIFIER>
InChI=1S/C25H25N3O5/c1-5-25(31)18-10-20-21-16(12-28(20)22(29)17(18)13-32-23(25)30)15(11-26-33-24(2,3)4)14-8-6-7-9-19(14)27-21/h6-11,31H,5,12-13H2,1-4H3/b26-11+/t25-/m0/s1

> <INCHI_KEY>
UIVFUQKYVFCEKJ-OPTOVBNMSA-N

> <FORMULA>
C25H25N3O5

> <MOLECULAR_WEIGHT>
447.491

> <EXACT_MASS>
447.179420917

> <JCHEM_ACCEPTOR_COUNT>
6

> <JCHEM_ATOM_COUNT>
58

> <JCHEM_AVERAGE_POLARIZABILITY>
48.56854256988584

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
(19S)-10-[(1E)-[(tert-butoxy)imino]methyl]-19-ethyl-19-hydroxy-17-oxa-3,13-diazapentacyclo[11.8.0.0²,¹¹.0⁴,⁹.0¹⁵,²⁰]henicosa-1(21),2,4,6,8,10,15(20)-heptaene-14,18-dione

> <ALOGPS_LOGP>
2.91

> <JCHEM_LOGP>
2.3741457390000003

> <ALOGPS_LOGS>
-4.02

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
5

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_ACIDIC>
11.710527326744604

> <JCHEM_PKA_STRONGEST_BASIC>
3.0627579906334956

> <JCHEM_POLAR_SURFACE_AREA>
101.32000000000001

> <JCHEM_REFRACTIVITY>
123.18609999999995

> <JCHEM_ROTATABLE_BOND_COUNT>
4

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
4.27e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(19S)-10-[(1E)-(tert-butoxyimino)methyl]-19-ethyl-19-hydroxy-17-oxa-3,13-diazapentacyclo[11.8.0.0²,¹¹.0⁴,⁹.0¹⁵,²⁰]henicosa-1(21),2,4,6,8,10,15(20)-heptaene-14,18-dione

> <JCHEM_VEBER_RULE>
0

> <DRUGBANK_ID>
DB06721

> <DRUG_GROUPS>
investigational

> <GENERIC_NAME>
Gimatecan

> <SYNONYMS>
(4S)-11-[(E)-(tert-butoxyimino)methyl]-4-ethyl-4-hydroxy-1H-pyrano[3',4':6,7]indolizino[1,2-b]quinoline-3,14(4H,12H)-dione; (4S)-4-ethyl-4-hydroxy-3,14-dioxo-3,4,12,14-tetrahydro-1-H-pyrano[3',4':6,7]-indolizino-[1,2-b]-quinoline-11-carbaldehyde O-(tert-butyl)-(E)-oxime; 1H-Pyrano[3',4':6,7]indolizino[1,2-b]quinoline-11-carboxaldehyde, 4-ethyl-3,4,12,14-tetrahydro-4-hydroxy-3,14-dioxo-, 11-[O-(1,1-dimethylethyl)oxime], (4S)-; Gimatecan

$$$$