Mrv1718004201811272D          

 38 42  0  0  0  0            999 V2000
    4.4533    4.2895    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
    3.6732    3.4540    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
    4.3044    3.6467    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4255   -2.8057    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2042   -1.9450    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4533   -3.8984    0.0000 O   0  5  0  0  0  0  0  0  0  0  0  0
   -4.0867   -4.9811    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0629    3.6906    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.2183    4.6600    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8467   -4.0693    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9219   -3.2712    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9573   -4.3338    0.0000 N   0  3  0  0  0  0  0  0  0  0  0  0
   -0.4839    1.2763    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7604   -3.3045    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.1017   -3.2934    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0154   -4.0804    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1769   -4.0693    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5118   -4.5460    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5962   -2.5031    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2814   -3.7584    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0253   -1.1391    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6645    0.4708    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6323   -0.5803    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2379   -0.8928    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4518    0.2246    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0574   -0.0878    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1205    2.8859    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0900    1.8361    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3037    1.5213    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8514    3.9346    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9082    2.6408    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4855    2.3261    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4288    4.4192    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0360    4.7387    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4556    3.3728    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8247    4.9811    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2443    3.6150    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8219    4.0969    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1 38  1  0  0  0  0
 38  2  1  0  0  0  0
 38  3  1  0  0  0  0
  4 14  1  0  0  0  0
 15  4  1  0  0  0  0
  5 19  1  0  0  0  0
 21  5  1  0  0  0  0
 12  6  1  0  0  0  0
 12  7  2  0  0  0  0
  8 27  1  0  0  0  0
 30  8  1  0  0  0  0
  9 33  1  0  0  0  0
 38  9  1  0  0  0  0
 15 10  1  0  0  0  0
 16 10  1  0  0  0  0
 10 18  1  0  0  0  0
 11 15  2  0  0  0  0
 17 11  1  0  0  0  0
 17 12  1  0  0  0  0
 13 22  1  0  0  0  0
 13 28  1  0  0  0  0
 29 13  1  0  0  0  0
 14 16  1  0  0  0  0
 19 14  1  0  0  0  0
 14 20  1  6  0  0  0
 18 17  2  0  0  0  0
 21 23  2  0  0  0  0
 24 21  1  0  0  0  0
 25 22  2  0  0  0  0
 22 26  1  0  0  0  0
 23 25  1  0  0  0  0
 26 24  2  0  0  0  0
 31 27  1  0  0  0  0
 27 32  1  0  0  0  0
 28 31  1  0  0  0  0
 32 29  1  0  0  0  0
 30 34  2  0  0  0  0
 35 30  1  0  0  0  0
 36 33  2  0  0  0  0
 33 37  1  0  0  0  0
 34 36  1  0  0  0  0
 37 35  2  0  0  0  0
M  CHG  2   6  -1  12   1
M  END
> <DATABASE_ID>
DB11637

> <DATABASE_NAME>
drugbank

> <SMILES>
C[C@]1(COC2=CC=C(C=C2)N2CCC(CC2)OC2=CC=C(OC(F)(F)F)C=C2)CN2C=C(N=C2O1)[N+]([O-])=O

> <INCHI_IDENTIFIER>
InChI=1S/C25H25F3N4O6/c1-24(15-31-14-22(32(33)34)29-23(31)38-24)16-35-18-4-2-17(3-5-18)30-12-10-20(11-13-30)36-19-6-8-21(9-7-19)37-25(26,27)28/h2-9,14,20H,10-13,15-16H2,1H3/t24-/m1/s1

> <INCHI_KEY>
XDAOLTSRNUSPPH-XMMPIXPASA-N

> <FORMULA>
C25H25F3N4O6

> <MOLECULAR_WEIGHT>
534.492

> <EXACT_MASS>
534.17261903

> <JCHEM_ACCEPTOR_COUNT>
8

> <JCHEM_ATOM_COUNT>
63

> <JCHEM_AVERAGE_POLARIZABILITY>
51.59129103689365

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
0

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
1-(4-{[(2R)-2-methyl-6-nitro-2H,3H-imidazo[2,1-b][1,3]oxazol-2-yl]methoxy}phenyl)-4-[4-(trifluoromethoxy)phenoxy]piperidine

> <ALOGPS_LOGP>
5.71

> <JCHEM_LOGP>
6.143707376000002

> <ALOGPS_LOGS>
-5.38

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
5

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_BASIC>
5.5102137247117415

> <JCHEM_POLAR_SURFACE_AREA>
101.11999999999999

> <JCHEM_REFRACTIVITY>
124.85470000000001

> <JCHEM_ROTATABLE_BOND_COUNT>
9

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
2.22e-03 g/l

> <JCHEM_TRADITIONAL_IUPAC>
delamanid

> <JCHEM_VEBER_RULE>
0

> <DRUGBANK_ID>
DB11637

> <DRUG_GROUPS>
approved; investigational

> <GENERIC_NAME>
Delamanid

> <SYNONYMS>
(2R)-2-methyl-6-nitro-2-((4-(4-(4-(trifluoromethoxy)phenoxy)piperidin-1-yl)phenoxy)methyl)-2,3-dihydroimidazo(2,1-B)(1,3)oxazole; (R)-2-methyl-6-nitro-2-{4-[4-(4-trifluoromethoxyphenoxy)piperidin-1-yl]phenoxymethyl}-2,3-dihydroimidazo[2,1-b]oxazole; Delamanid; Imidazo(2,1-B)oxazole, 2,3-dihydro-2-methyl-6-nitro-2-((4-(4-(4-(trifluoromethoxy)phenoxy)-1-piperidinyl)phenoxy)methyl)-, (2R)-

> <PRODUCTS>
Deltyba

$$$$