Mrv1718012151818582D          

 39 45  0  0  0  0            999 V2000
   -2.4079    1.6595    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1228    1.2421    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1159    0.4107    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3977    0.0049    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6902    1.2500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6871    0.4187    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8957    0.1647    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9006    1.5096    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4142    0.8402    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7423    1.6836    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4096    0.9303    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0232    0.3813    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.5613    1.5999    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7332    0.7964    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5136    0.5450    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1228    1.0961    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9463    1.9020    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1662    2.1495    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5684    2.2624    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2476    2.3540    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4129    3.1583    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3011    3.5640    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9074    3.0104    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3924   -0.8250    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    2.6882   -0.2664    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   -0.8805   -0.6600    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.5885   -1.0848    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5747   -1.9057    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.8544   -2.3081    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.1465   -1.8833    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.1587   -1.0561    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.5523   -0.6281    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.5787   -2.2869    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2869   -2.3317    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0122   -1.9279    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8415   -3.1380    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5541   -3.5640    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7205    3.1774    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.1687    3.5011    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
 17 18  2  0  0  0  0
 18 13  1  0  0  0  0
 19 20  2  0  0  0  0
  3  4  2  0  0  0  0
  8  9  2  0  0  0  0
  9 11  1  0  0  0  0
 10 20  1  0  0  0  0
 19  8  1  0  0  0  0
 20 21  1  0  0  0  0
 21 22  1  0  0  0  0
 22 23  1  0  0  0  0
 23 19  1  0  0  0  0
 10 11  2  0  0  0  0
  4 24  1  0  0  0  0
  4  6  1  0  0  0  0
 15 25  1  0  0  0  0
  5  6  2  0  0  0  0
 26  7  1  1  0  0  0
 26 27  1  0  0  0  0
  1  2  2  0  0  0  0
 11 12  1  0  0  0  0
 12 14  1  0  0  0  0
 13 10  1  0  0  0  0
  5  1  1  0  0  0  0
 26 31  1  0  0  0  0
 27 28  1  0  0  0  0
 28 29  1  0  0  0  0
 29 30  1  0  0  0  0
 30 31  1  0  0  0  0
  2  3  1  0  0  0  0
 31 32  1  6  0  0  0
 13 14  2  0  0  0  0
 30 33  1  1  0  0  0
  6  7  1  0  0  0  0
 28 34  1  1  0  0  0
 14 15  1  0  0  0  0
 34 35  1  0  0  0  0
  7  9  1  0  0  0  0
 29 36  1  6  0  0  0
 15 16  2  0  0  0  0
 36 37  1  0  0  0  0
  8  5  1  0  0  0  0
 23 38  2  0  0  0  0
 16 17  1  0  0  0  0
 21 39  2  0  0  0  0
M  END
> <DATABASE_ID>
DB14729

> <DATABASE_NAME>
drugbank

> <SMILES>
CO[C@H]1[C@H](O)[C@@H](O)[C@@H](O[C@@H]1CO)N1C2=C(C3=C1C(Cl)=CC=C3)C1=C(C(=O)NC1=O)C1=C2NC2=C1C=CC=C2Cl

> <INCHI_IDENTIFIER>
InChI=1S/C27H21Cl2N3O7/c1-38-24-13(8-33)39-27(23(35)22(24)34)32-20-10(5-3-7-12(20)29)15-17-16(25(36)31-26(17)37)14-9-4-2-6-11(28)18(9)30-19(14)21(15)32/h2-7,13,22-24,27,30,33-35H,8H2,1H3,(H,31,36,37)/t13-,22-,23-,24-,27-/m1/s1

> <INCHI_KEY>
QEHOIJJIZXRMAN-QZQSLCQPSA-N

> <FORMULA>
C27H21Cl2N3O7

> <MOLECULAR_WEIGHT>
570.38

> <EXACT_MASS>
569.0756554

> <JCHEM_ACCEPTOR_COUNT>
7

> <JCHEM_ATOM_COUNT>
60

> <JCHEM_AVERAGE_POLARIZABILITY>
56.05689241042235

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
5

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
5,21-dichloro-3-[(2R,3R,4R,5S,6R)-3,4-dihydroxy-6-(hydroxymethyl)-5-methoxyoxan-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(9),5,7,11(15),17(22),18,20-nonaene-12,14-dione

> <ALOGPS_LOGP>
3.32

> <JCHEM_LOGP>
2.5896325576666657

> <ALOGPS_LOGS>
-4.46

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
7

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
12.253410607387215

> <JCHEM_PKA_STRONGEST_ACIDIC>
8.051587590353856

> <JCHEM_PKA_STRONGEST_BASIC>
-2.9807060813245565

> <JCHEM_POLAR_SURFACE_AREA>
146.04000000000002

> <JCHEM_REFRACTIVITY>
141.06279999999995

> <JCHEM_ROTATABLE_BOND_COUNT>
3

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
1.96e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
5,21-dichloro-3-[(2R,3R,4R,5S,6R)-3,4-dihydroxy-6-(hydroxymethyl)-5-methoxyoxan-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(9),5,7,11(15),17(22),18,20-nonaene-12,14-dione

> <JCHEM_VEBER_RULE>
0

> <DRUGBANK_ID>
DB14729

> <DRUG_GROUPS>
experimental

> <GENERIC_NAME>
Rebeccamycin

$$$$