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Record Information

Version

5.0

Status

Detected but not Quantified

Creation Date

2021-09-11 03:50:40 UTC

Update Date

2021-09-26 23:00:06 UTC

HMDB ID

HMDB0249337

Secondary Accession Numbers

None

Metabolite Identification

Common Name

Bofumustine

Description

{6-[N-(2-chloroethyl)-N-nitroso-(C-hydroxycarbonimidoyl)amino]-2,2-dimethyl-tetrahydro-2H-furo[3,4-d][1,3]dioxol-4-yl}methyl 4-nitrobenzoate belongs to the class of organic compounds known as nitrobenzoic acids and derivatives. Nitrobenzoic acids and derivatives are compounds containing a nitrobenzoic acid moiety, which consists of a benzene ring bearing both a carboxylic acid group and a nitro group on two different ring carbon atoms. Based on a literature review very few articles have been published on {6-[N-(2-chloroethyl)-N-nitroso-(C-hydroxycarbonimidoyl)amino]-2,2-dimethyl-tetrahydro-2H-furo[3,4-d][1,3]dioxol-4-yl}methyl 4-nitrobenzoate. This compound has been identified in human blood as reported by (PMID: 31557052 ). Bofumustine is not a naturally occurring metabolite and is only found in those individuals exposed to this compound or its derivatives. Technically Bofumustine is part of the human exposome. The exposome can be defined as the collection of all the exposures of an individual in a lifetime and how those exposures relate to health. An individual's exposure begins before birth and includes insults from environmental and occupational sources.

Structure

MOL 3D MOL SDF 3D SDF PDB 3D PDB SMILES InChI


  Mrv1652309112105502D          

 32 34  0  0  0  0            999 V2000
    0.7668   -1.1809    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0993   -0.6960    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6544   -0.3604    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5681    0.4601    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9806    1.1745    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4286    1.7876    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.3251    1.4521    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2389    0.6316    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6514   -0.0829    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.0396    1.8646    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.7540    1.4521    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7540    0.6271    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.4685    1.8646    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.1830    1.4521    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8974    1.8646    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6119    1.4521    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    2.4685    2.6896    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.1830    3.1021    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8011    1.2608    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1367    2.0144    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9571    2.1007    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4421    1.4332    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2927    2.8543    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1132    2.9406    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4487    3.6943    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9638    4.3617    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1433    4.2755    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8078    3.5218    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2994    5.1154    0.0000 N   0  3  0  0  0  0  0  0  0  0  0  0
   -5.1198    5.2016    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8144    5.7828    0.0000 O   0  5  0  0  0  0  0  0  0  0  0  0
   -0.3132   -1.4105    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  1  0  0  0  0
  3  4  1  0  0  0  0
  4  5  1  0  0  0  0
  5  6  1  0  0  0  0
  6  7  1  0  0  0  0
  7  8  1  0  0  0  0
  4  8  1  0  0  0  0
  8  9  1  0  0  0  0
  2  9  1  0  0  0  0
  7 10  1  0  0  0  0
 10 11  1  0  0  0  0
 11 12  2  0  0  0  0
 11 13  1  0  0  0  0
 13 14  1  0  0  0  0
 14 15  1  0  0  0  0
 15 16  1  0  0  0  0
 13 17  1  0  0  0  0
 17 18  2  0  0  0  0
  5 19  1  0  0  0  0
 19 20  1  0  0  0  0
 20 21  1  0  0  0  0
 21 22  2  0  0  0  0
 21 23  1  0  0  0  0
 23 24  2  0  0  0  0
 24 25  1  0  0  0  0
 25 26  2  0  0  0  0
 26 27  1  0  0  0  0
 27 28  2  0  0  0  0
 23 28  1  0  0  0  0
 26 29  1  0  0  0  0
 29 30  2  0  0  0  0
 29 31  1  0  0  0  0
  2 32  1  0  0  0  0
M  CHG  2  29   1  31  -1
M  END

HMDB0249337
     RDKit          3D
Bofumustine
 53 55  0  0  0  0  0  0  0  0999 V2000
   -3.9412   -3.4184   -0.0543 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6529   -3.0412    0.6313 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2079   -4.0862    1.6285 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6227   -2.8156   -0.2881 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6463   -2.2759    0.5214 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3055   -1.3598   -0.2152 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5637   -1.2956    0.6140 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5046   -0.3772    0.0887 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.7185   -0.1842    0.7175 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9335   -0.8546    1.7568 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.7359    0.7414    0.2384 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5517    1.5001   -0.8954 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5281    2.3710   -1.3325 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7219    2.5083   -0.6449 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.7240    3.4152   -1.1109 N   0  0  0  0  0  4  0  0  0  0  0  0
    8.7857    3.5166   -0.4711 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.5375    4.1649   -2.2355 O   0  0  0  0  0  1  0  0  0  0  0  0
    6.9111    1.7627    0.4751 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9261    0.8830    0.9176 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3064   -0.1204   -0.2660 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2273   -0.0128    0.7337 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4978    0.5349    0.2808 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0221    1.7552    0.7765 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3715    2.4034    1.6452 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2617    2.2579    0.3135 N   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0887    1.5985   -0.6723 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7522    2.0286   -2.0888 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9867    3.7719   -2.2830 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   -4.7242    3.4778    0.8428 N   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1743    4.5700    0.5202 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4295   -1.3369    1.3962 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7376   -1.8037    1.2627 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4706   -2.5082   -0.4021 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5903   -3.9613    0.6641 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6891   -4.1004   -0.9166 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0279   -4.8387    1.8190 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3558   -4.6916    1.2450 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9808   -3.5996    2.6007 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1099   -3.0632    1.0878 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4962   -1.6992   -1.2501 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2782   -1.0675    1.6554 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0423   -2.2966    0.5650 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6444    1.4421   -1.4789 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4116    2.9858   -2.2273 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.8329    1.8420    1.0410 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.1411    0.3144    1.8236 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8339    0.7251    1.4979 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0394    0.0125   -0.4325 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9940    0.5086   -0.5390 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1684    1.8651   -0.5083 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7638    1.6837   -2.4168 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5151    1.5298   -2.7418 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1042   -1.3614    2.4536 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  2  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  2  0
  9 11  1  0
 11 12  2  0
 12 13  1  0
 13 14  2  0
 14 15  1  0
 15 16  2  0
 15 17  1  0
 14 18  1  0
 18 19  2  0
  6 20  1  0
 20 21  1  0
 21 22  1  0
 22 23  1  0
 23 24  2  0
 23 25  1  0
 25 26  1  0
 26 27  1  0
 27 28  1  0
 25 29  1  0
 29 30  2  0
 21 31  1  0
 31 32  1  0
 32  2  1  0
 31  5  1  0
 19 11  1  0
  1 33  1  0
  1 34  1  0
  1 35  1  0
  3 36  1  0
  3 37  1  0
  3 38  1  0
  5 39  1  0
  6 40  1  0
  7 41  1  0
  7 42  1  0
 12 43  1  0
 13 44  1  0
 18 45  1  0
 19 46  1  0
 21 47  1  0
 22 48  1  0
 26 49  1  0
 26 50  1  0
 27 51  1  0
 27 52  1  0
 31 53  1  0
M  CHG  2  15   1  17  -1
M  END


  Mrv1652309112105502D          

 32 34  0  0  0  0            999 V2000
    0.7668   -1.1809    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0993   -0.6960    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6544   -0.3604    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5681    0.4601    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9806    1.1745    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4286    1.7876    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.3251    1.4521    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2389    0.6316    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6514   -0.0829    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.0396    1.8646    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.7540    1.4521    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7540    0.6271    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.4685    1.8646    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.1830    1.4521    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8974    1.8646    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6119    1.4521    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    2.4685    2.6896    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.1830    3.1021    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8011    1.2608    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1367    2.0144    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9571    2.1007    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4421    1.4332    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2927    2.8543    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1132    2.9406    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4487    3.6943    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9638    4.3617    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1433    4.2755    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8078    3.5218    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2994    5.1154    0.0000 N   0  3  0  0  0  0  0  0  0  0  0  0
   -5.1198    5.2016    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8144    5.7828    0.0000 O   0  5  0  0  0  0  0  0  0  0  0  0
   -0.3132   -1.4105    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  1  0  0  0  0
  3  4  1  0  0  0  0
  4  5  1  0  0  0  0
  5  6  1  0  0  0  0
  6  7  1  0  0  0  0
  7  8  1  0  0  0  0
  4  8  1  0  0  0  0
  8  9  1  0  0  0  0
  2  9  1  0  0  0  0
  7 10  1  0  0  0  0
 10 11  1  0  0  0  0
 11 12  2  0  0  0  0
 11 13  1  0  0  0  0
 13 14  1  0  0  0  0
 14 15  1  0  0  0  0
 15 16  1  0  0  0  0
 13 17  1  0  0  0  0
 17 18  2  0  0  0  0
  5 19  1  0  0  0  0
 19 20  1  0  0  0  0
 20 21  1  0  0  0  0
 21 22  2  0  0  0  0
 21 23  1  0  0  0  0
 23 24  2  0  0  0  0
 24 25  1  0  0  0  0
 25 26  2  0  0  0  0
 26 27  1  0  0  0  0
 27 28  2  0  0  0  0
 23 28  1  0  0  0  0
 26 29  1  0  0  0  0
 29 30  2  0  0  0  0
 29 31  1  0  0  0  0
  2 32  1  0  0  0  0
M  CHG  2  29   1  31  -1
M  END
> <DATABASE_ID>
HMDB0249337

> <DATABASE_NAME>
hmdb

> <SMILES>
CC1(C)OC2C(COC(=O)C3=CC=C(C=C3)[N+]([O-])=O)OC(NC(=O)N(CCCl)N=O)C2O1

> <INCHI_IDENTIFIER>
InChI=1S/C18H21ClN4O9/c1-18(2)31-13-12(9-29-16(24)10-3-5-11(6-4-10)23(27)28)30-15(14(13)32-18)20-17(25)22(21-26)8-7-19/h3-6,12-15H,7-9H2,1-2H3,(H,20,25)

> <INCHI_KEY>
YASNUXZKZNVXIS-UHFFFAOYSA-N

> <FORMULA>
C18H21ClN4O9

> <MOLECULAR_WEIGHT>
472.84

> <EXACT_MASS>
472.099706

> <JCHEM_ACCEPTOR_COUNT>
8

> <JCHEM_ATOM_COUNT>
53

> <JCHEM_AVERAGE_POLARIZABILITY>
44.3086634545974

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
(6-{[N-(2-chloroethyl)-N'-oxohydrazinecarbonyl]amino}-2,2-dimethyl-tetrahydro-2H-furo[3,4-d][1,3]dioxol-4-yl)methyl 4-nitrobenzoate

> <ALOGPS_LOGP>
2.25

> <JCHEM_LOGP>
2.7122478846666658

> <ALOGPS_LOGS>
-3.62

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_ACIDIC>
10.870395757686564

> <JCHEM_PKA_STRONGEST_BASIC>
-3.880140835900989

> <JCHEM_POLAR_SURFACE_AREA>
158.90000000000003

> <JCHEM_REFRACTIVITY>
107.68549999999999

> <JCHEM_ROTATABLE_BOND_COUNT>
9

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
1.14e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(6-{[N-(2-chloroethyl)-N'-oxohydrazinecarbonyl]amino}-2,2-dimethyl-tetrahydrofuro[3,4-d][1,3]dioxol-4-yl)methyl 4-nitrobenzoate

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0249337
     RDKit          3D
Bofumustine
 53 55  0  0  0  0  0  0  0  0999 V2000
   -3.9412   -3.4184   -0.0543 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6529   -3.0412    0.6313 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2079   -4.0862    1.6285 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6227   -2.8156   -0.2881 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6463   -2.2759    0.5214 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3055   -1.3598   -0.2152 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5637   -1.2956    0.6140 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5046   -0.3772    0.0887 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.7185   -0.1842    0.7175 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9335   -0.8546    1.7568 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.7359    0.7414    0.2384 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5517    1.5001   -0.8954 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5281    2.3710   -1.3325 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7219    2.5083   -0.6449 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.7240    3.4152   -1.1109 N   0  0  0  0  0  4  0  0  0  0  0  0
    8.7857    3.5166   -0.4711 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.5375    4.1649   -2.2355 O   0  0  0  0  0  1  0  0  0  0  0  0
    6.9111    1.7627    0.4751 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9261    0.8830    0.9176 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3064   -0.1204   -0.2660 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2273   -0.0128    0.7337 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4978    0.5349    0.2808 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0221    1.7552    0.7765 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3715    2.4034    1.6452 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2617    2.2579    0.3135 N   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0887    1.5985   -0.6723 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7522    2.0286   -2.0888 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9867    3.7719   -2.2830 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   -4.7242    3.4778    0.8428 N   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1743    4.5700    0.5202 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4295   -1.3369    1.3962 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7376   -1.8037    1.2627 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4706   -2.5082   -0.4021 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5903   -3.9613    0.6641 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6891   -4.1004   -0.9166 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0279   -4.8387    1.8190 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3558   -4.6916    1.2450 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9808   -3.5996    2.6007 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1099   -3.0632    1.0878 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4962   -1.6992   -1.2501 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2782   -1.0675    1.6554 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0423   -2.2966    0.5650 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6444    1.4421   -1.4789 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4116    2.9858   -2.2273 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.8329    1.8420    1.0410 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.1411    0.3144    1.8236 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8339    0.7251    1.4979 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0394    0.0125   -0.4325 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9940    0.5086   -0.5390 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1684    1.8651   -0.5083 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7638    1.6837   -2.4168 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5151    1.5298   -2.7418 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1042   -1.3614    2.4536 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  2  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  2  0
  9 11  1  0
 11 12  2  0
 12 13  1  0
 13 14  2  0
 14 15  1  0
 15 16  2  0
 15 17  1  0
 14 18  1  0
 18 19  2  0
  6 20  1  0
 20 21  1  0
 21 22  1  0
 22 23  1  0
 23 24  2  0
 23 25  1  0
 25 26  1  0
 26 27  1  0
 27 28  1  0
 25 29  1  0
 29 30  2  0
 21 31  1  0
 31 32  1  0
 32  2  1  0
 31  5  1  0
 19 11  1  0
  1 33  1  0
  1 34  1  0
  1 35  1  0
  3 36  1  0
  3 37  1  0
  3 38  1  0
  5 39  1  0
  6 40  1  0
  7 41  1  0
  7 42  1  0
 12 43  1  0
 13 44  1  0
 18 45  1  0
 19 46  1  0
 21 47  1  0
 22 48  1  0
 26 49  1  0
 26 50  1  0
 27 51  1  0
 27 52  1  0
 31 53  1  0
M  CHG  2  15   1  17  -1
M  END

HEADER    PROTEIN                                 11-SEP-21   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   11-SEP-21         0                                  
HETATM    1  C   UNK     0       1.431  -2.204   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       0.185  -1.299   0.000  0.00  0.00           C+0
HETATM    3  O   UNK     0      -1.221  -0.673   0.000  0.00  0.00           O+0
HETATM    4  C   UNK     0      -1.060   0.859   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      -1.830   2.192   0.000  0.00  0.00           C+0
HETATM    6  O   UNK     0      -0.800   3.337   0.000  0.00  0.00           O+0
HETATM    7  C   UNK     0       0.607   2.711   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       0.446   1.179   0.000  0.00  0.00           C+0
HETATM    9  O   UNK     0       1.216  -0.155   0.000  0.00  0.00           O+0
HETATM   10  N   UNK     0       1.941   3.481   0.000  0.00  0.00           N+0
HETATM   11  C   UNK     0       3.274   2.711   0.000  0.00  0.00           C+0
HETATM   12  O   UNK     0       3.274   1.171   0.000  0.00  0.00           O+0
HETATM   13  N   UNK     0       4.608   3.481   0.000  0.00  0.00           N+0
HETATM   14  C   UNK     0       5.942   2.711   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       7.275   3.481   0.000  0.00  0.00           C+0
HETATM   16 Cl   UNK     0       8.609   2.711   0.000  0.00  0.00          Cl+0
HETATM   17  N   UNK     0       4.608   5.021   0.000  0.00  0.00           N+0
HETATM   18  O   UNK     0       5.942   5.791   0.000  0.00  0.00           O+0
HETATM   19  C   UNK     0      -3.362   2.353   0.000  0.00  0.00           C+0
HETATM   20  O   UNK     0      -3.988   3.760   0.000  0.00  0.00           O+0
HETATM   21  C   UNK     0      -5.520   3.921   0.000  0.00  0.00           C+0
HETATM   22  O   UNK     0      -6.425   2.675   0.000  0.00  0.00           O+0
HETATM   23  C   UNK     0      -6.146   5.328   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0      -7.678   5.489   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0      -8.304   6.896   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0      -7.399   8.142   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0      -5.868   7.981   0.000  0.00  0.00           C+0
HETATM   28  C   UNK     0      -5.241   6.574   0.000  0.00  0.00           C+0
HETATM   29  N   UNK     0      -8.025   9.549   0.000  0.00  0.00           N+1
HETATM   30  O   UNK     0      -9.557   9.710   0.000  0.00  0.00           O+0
HETATM   31  O   UNK     0      -7.120  10.795   0.000  0.00  0.00           O-1
HETATM   32  C   UNK     0      -0.585  -2.633   0.000  0.00  0.00           C+0
CONECT    1    2                                                            
CONECT    2    1    3    9   32                                             
CONECT    3    2    4                                                       
CONECT    4    3    5    8                                                  
CONECT    5    4    6   19                                                  
CONECT    6    5    7                                                       
CONECT    7    6    8   10                                                  
CONECT    8    7    4    9                                                  
CONECT    9    8    2                                                       
CONECT   10    7   11                                                       
CONECT   11   10   12   13                                                  
CONECT   12   11                                                            
CONECT   13   11   14   17                                                  
CONECT   14   13   15                                                       
CONECT   15   14   16                                                       
CONECT   16   15                                                            
CONECT   17   13   18                                                       
CONECT   18   17                                                            
CONECT   19    5   20                                                       
CONECT   20   19   21                                                       
CONECT   21   20   22   23                                                  
CONECT   22   21                                                            
CONECT   23   21   24   28                                                  
CONECT   24   23   25                                                       
CONECT   25   24   26                                                       
CONECT   26   25   27   29                                                  
CONECT   27   26   28                                                       
CONECT   28   27   23                                                       
CONECT   29   26   30   31                                                  
CONECT   30   29                                                            
CONECT   31   29                                                            
CONECT   32    2                                                            
MASTER        0    0    0    0    0    0    0    0   32    0   68    0
END

COMPND    HMDB0249337
HETATM    1  C1  UNL     1      -3.941  -3.418  -0.054  1.00  0.00           C  
HETATM    2  C2  UNL     1      -2.653  -3.041   0.631  1.00  0.00           C  
HETATM    3  C3  UNL     1      -2.208  -4.086   1.629  1.00  0.00           C  
HETATM    4  O1  UNL     1      -1.623  -2.816  -0.288  1.00  0.00           O  
HETATM    5  C4  UNL     1      -0.646  -2.276   0.521  1.00  0.00           C  
HETATM    6  C5  UNL     1       0.306  -1.360  -0.215  1.00  0.00           C  
HETATM    7  C6  UNL     1       1.564  -1.296   0.614  1.00  0.00           C  
HETATM    8  O2  UNL     1       2.505  -0.377   0.089  1.00  0.00           O  
HETATM    9  C7  UNL     1       3.719  -0.184   0.718  1.00  0.00           C  
HETATM   10  O3  UNL     1       3.933  -0.855   1.757  1.00  0.00           O  
HETATM   11  C8  UNL     1       4.736   0.741   0.238  1.00  0.00           C  
HETATM   12  C9  UNL     1       4.552   1.500  -0.895  1.00  0.00           C  
HETATM   13  C10 UNL     1       5.528   2.371  -1.332  1.00  0.00           C  
HETATM   14  C11 UNL     1       6.722   2.508  -0.645  1.00  0.00           C  
HETATM   15  N1  UNL     1       7.724   3.415  -1.111  1.00  0.00           N1+
HETATM   16  O4  UNL     1       8.786   3.517  -0.471  1.00  0.00           O  
HETATM   17  O5  UNL     1       7.537   4.165  -2.236  1.00  0.00           O1-
HETATM   18  C12 UNL     1       6.911   1.763   0.475  1.00  0.00           C  
HETATM   19  C13 UNL     1       5.926   0.883   0.918  1.00  0.00           C  
HETATM   20  O6  UNL     1      -0.306  -0.120  -0.266  1.00  0.00           O  
HETATM   21  C14 UNL     1      -1.227  -0.013   0.734  1.00  0.00           C  
HETATM   22  N2  UNL     1      -2.498   0.535   0.281  1.00  0.00           N  
HETATM   23  C15 UNL     1      -3.022   1.755   0.777  1.00  0.00           C  
HETATM   24  O7  UNL     1      -2.372   2.403   1.645  1.00  0.00           O  
HETATM   25  N3  UNL     1      -4.262   2.258   0.313  1.00  0.00           N  
HETATM   26  C16 UNL     1      -5.089   1.598  -0.672  1.00  0.00           C  
HETATM   27  C17 UNL     1      -4.752   2.029  -2.089  1.00  0.00           C  
HETATM   28 CL1  UNL     1      -4.987   3.772  -2.283  1.00  0.00          CL  
HETATM   29  N4  UNL     1      -4.724   3.478   0.843  1.00  0.00           N  
HETATM   30  O8  UNL     1      -4.174   4.570   0.520  1.00  0.00           O  
HETATM   31  C18 UNL     1      -1.429  -1.337   1.396  1.00  0.00           C  
HETATM   32  O9  UNL     1      -2.738  -1.804   1.263  1.00  0.00           O  
HETATM   33  H1  UNL     1      -4.471  -2.508  -0.402  1.00  0.00           H  
HETATM   34  H2  UNL     1      -4.590  -3.961   0.664  1.00  0.00           H  
HETATM   35  H3  UNL     1      -3.689  -4.100  -0.917  1.00  0.00           H  
HETATM   36  H4  UNL     1      -3.028  -4.839   1.819  1.00  0.00           H  
HETATM   37  H5  UNL     1      -1.356  -4.692   1.245  1.00  0.00           H  
HETATM   38  H6  UNL     1      -1.981  -3.600   2.601  1.00  0.00           H  
HETATM   39  H7  UNL     1      -0.110  -3.063   1.088  1.00  0.00           H  
HETATM   40  H8  UNL     1       0.496  -1.699  -1.250  1.00  0.00           H  
HETATM   41  H9  UNL     1       1.278  -1.067   1.655  1.00  0.00           H  
HETATM   42  H10 UNL     1       2.042  -2.297   0.565  1.00  0.00           H  
HETATM   43  H11 UNL     1       3.644   1.442  -1.479  1.00  0.00           H  
HETATM   44  H12 UNL     1       5.412   2.986  -2.227  1.00  0.00           H  
HETATM   45  H13 UNL     1       7.833   1.842   1.041  1.00  0.00           H  
HETATM   46  H14 UNL     1       6.141   0.314   1.824  1.00  0.00           H  
HETATM   47  H15 UNL     1      -0.834   0.725   1.498  1.00  0.00           H  
HETATM   48  H16 UNL     1      -3.039   0.012  -0.432  1.00  0.00           H  
HETATM   49  H17 UNL     1      -4.994   0.509  -0.539  1.00  0.00           H  
HETATM   50  H18 UNL     1      -6.168   1.865  -0.508  1.00  0.00           H  
HETATM   51  H19 UNL     1      -3.764   1.684  -2.417  1.00  0.00           H  
HETATM   52  H20 UNL     1      -5.515   1.530  -2.742  1.00  0.00           H  
HETATM   53  H21 UNL     1      -1.104  -1.361   2.454  1.00  0.00           H  
CONECT    1    2   33   34   35
CONECT    2    3    4   32
CONECT    3   36   37   38
CONECT    4    5
CONECT    5    6   31   39
CONECT    6    7   20   40
CONECT    7    8   41   42
CONECT    8    9
CONECT    9   10   10   11
CONECT   11   12   12   19
CONECT   12   13   43
CONECT   13   14   14   44
CONECT   14   15   18
CONECT   15   16   16   17
CONECT   18   19   19   45
CONECT   19   46
CONECT   20   21
CONECT   21   22   31   47
CONECT   22   23   48
CONECT   23   24   24   25
CONECT   25   26   29
CONECT   26   27   49   50
CONECT   27   28   51   52
CONECT   29   30   30
CONECT   31   32   53
END

HMDB0249337
     RDKit          3D
Bofumustine
 53 55  0  0  0  0  0  0  0  0999 V2000
   -3.9412   -3.4184   -0.0543 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6529   -3.0412    0.6313 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2079   -4.0862    1.6285 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6227   -2.8156   -0.2881 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6463   -2.2759    0.5214 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3055   -1.3598   -0.2152 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5637   -1.2956    0.6140 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5046   -0.3772    0.0887 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.7185   -0.1842    0.7175 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9335   -0.8546    1.7568 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.7359    0.7414    0.2384 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5517    1.5001   -0.8954 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5281    2.3710   -1.3325 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7219    2.5083   -0.6449 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.7240    3.4152   -1.1109 N   0  0  0  0  0  4  0  0  0  0  0  0
    8.7857    3.5166   -0.4711 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.5375    4.1649   -2.2355 O   0  0  0  0  0  1  0  0  0  0  0  0
    6.9111    1.7627    0.4751 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9261    0.8830    0.9176 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3064   -0.1204   -0.2660 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2273   -0.0128    0.7337 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4978    0.5349    0.2808 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0221    1.7552    0.7765 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3715    2.4034    1.6452 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2617    2.2579    0.3135 N   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0887    1.5985   -0.6723 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7522    2.0286   -2.0888 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9867    3.7719   -2.2830 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   -4.7242    3.4778    0.8428 N   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1743    4.5700    0.5202 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4295   -1.3369    1.3962 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7376   -1.8037    1.2627 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4706   -2.5082   -0.4021 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5903   -3.9613    0.6641 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6891   -4.1004   -0.9166 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0279   -4.8387    1.8190 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3558   -4.6916    1.2450 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9808   -3.5996    2.6007 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1099   -3.0632    1.0878 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4962   -1.6992   -1.2501 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2782   -1.0675    1.6554 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0423   -2.2966    0.5650 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6444    1.4421   -1.4789 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4116    2.9858   -2.2273 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.8329    1.8420    1.0410 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.1411    0.3144    1.8236 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8339    0.7251    1.4979 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0394    0.0125   -0.4325 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9940    0.5086   -0.5390 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1684    1.8651   -0.5083 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7638    1.6837   -2.4168 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5151    1.5298   -2.7418 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1042   -1.3614    2.4536 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  2  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  2  0
  9 11  1  0
 11 12  2  0
 12 13  1  0
 13 14  2  0
 14 15  1  0
 15 16  2  0
 15 17  1  0
 14 18  1  0
 18 19  2  0
  6 20  1  0
 20 21  1  0
 21 22  1  0
 22 23  1  0
 23 24  2  0
 23 25  1  0
 25 26  1  0
 26 27  1  0
 27 28  1  0
 25 29  1  0
 29 30  2  0
 21 31  1  0
 31 32  1  0
 32  2  1  0
 31  5  1  0
 19 11  1  0
  1 33  1  0
  1 34  1  0
  1 35  1  0
  3 36  1  0
  3 37  1  0
  3 38  1  0
  5 39  1  0
  6 40  1  0
  7 41  1  0
  7 42  1  0
 12 43  1  0
 13 44  1  0
 18 45  1  0
 19 46  1  0
 21 47  1  0
 22 48  1  0
 26 49  1  0
 26 50  1  0
 27 51  1  0
 27 52  1  0
 31 53  1  0
M  CHG  2  15   1  17  -1
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
{6-[N-(2-chloroethyl)-N-nitroso-(C-hydroxycarbonimidoyl)amino]-2,2-dimethyl-tetrahydro-2H-furo[3,4-D][1,3]dioxol-4-yl}methyl 4-nitrobenzoic acid	Generator

Chemical Formula

C₁₈H₂₁ClN₄O₉

Average Molecular Weight

472.84

Monoisotopic Molecular Weight

472.099706

IUPAC Name

(6-{[N-(2-chloroethyl)-N'-oxohydrazinecarbonyl]amino}-2,2-dimethyl-tetrahydro-2H-furo[3,4-d][1,3]dioxol-4-yl)methyl 4-nitrobenzoate

Traditional Name

(6-{[N-(2-chloroethyl)-N'-oxohydrazinecarbonyl]amino}-2,2-dimethyl-tetrahydrofuro[3,4-d][1,3]dioxol-4-yl)methyl 4-nitrobenzoate

CAS Registry Number

Not Available

SMILES

CC1(C)OC2C(COC(=O)C3=CC=C(C=C3)[N+]([O-])=O)OC(NC(=O)N(CCCl)N=O)C2O1

InChI Identifier

InChI=1S/C18H21ClN4O9/c1-18(2)31-13-12(9-29-16(24)10-3-5-11(6-4-10)23(27)28)30-15(14(13)32-18)20-17(25)22(21-26)8-7-19/h3-6,12-15H,7-9H2,1-2H3,(H,20,25)

InChI Key

YASNUXZKZNVXIS-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as nitrobenzoic acids and derivatives. Nitrobenzoic acids and derivatives are compounds containing a nitrobenzoic acid moiety, which consists of a benzene ring bearing both a carboxylic acid group and a nitro group on two different ring carbon atoms.

Kingdom

Organic compounds

Super Class

Benzenoids

Class

Benzene and substituted derivatives

Sub Class

Benzoic acids and derivatives

Direct Parent

Nitrobenzoic acids and derivatives

Alternative Parents

Substituents

Nitrobenzoate
Benzoate ester
Nitrobenzene
Benzoyl
Nitroaromatic compound
Ketal
Monosaccharide
Nitrosourea
Meta-dioxolane
Nitrosamide
Tetrahydrofuran
Semicarbazide
Carboxylic acid ester
C-nitro compound
Organic nitro compound
Organic n-nitroso compound
Carbonic acid derivative
Organic nitroso compound
Acetal
Carboxylic acid derivative
Monocarboxylic acid or derivatives
Oxacycle
Organoheterocyclic compound
Organic 1,3-dipolar compound
Propargyl-type 1,3-dipolar organic compound
Organic oxoazanium
Allyl-type 1,3-dipolar organic compound
Hydrocarbon derivative
Organic oxide
Alkyl halide
Organic nitrogen compound
Organic oxygen compound
Carbonyl group
Organohalogen compound
Alkyl chloride
Organochloride
Organonitrogen compound
Organooxygen compound
Organopnictogen compound
Organic zwitterion
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

Not Available

Ontology

Physiological effect

Not Available

Disposition

Biological location

Non-excretory biofluid

Biofluid or Excreta

Blood (PMID: 31557052)

Process

Not Available

Role

Not Available

Physical Properties

State

Not Available

Experimental Molecular Properties

Property	Value	Reference
Melting Point	Not Available	Not Available
Boiling Point	Not Available	Not Available
Water Solubility	Not Available	Not Available
LogP	Not Available	Not Available

Experimental Chromatographic Properties

Not Available

Predicted Molecular Properties

Property	Value	Source
logP	2.25	ALOGPS
logP	2.71	ChemAxon
logS	-3.6	ALOGPS
pKa (Strongest Acidic)	10.87	ChemAxon
pKa (Strongest Basic)	-3.9	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	8	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	158.9 Å²	ChemAxon
Rotatable Bond Count	9	ChemAxon
Refractivity	107.69 m³·mol⁻¹	ChemAxon
Polarizability	44.31 Å³	ChemAxon
Number of Rings	3	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	Yes	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	Yes	ChemAxon

Predicted Chromatographic Properties

Predicted Collision Cross Sections

Predictor	Adduct Type	CCS Value (Å²)	Reference
DeepCCS	[M+H]+	201.442	30932474
DeepCCS	[M-H]-	199.046	30932474
DeepCCS	[M-2H]-	232.278	30932474
DeepCCS	[M+Na]+	207.354	30932474
AllCCS	[M+H]+	201.8	32859911
AllCCS	[M+H-H2O]+	199.9	32859911
AllCCS	[M+NH4]+	203.5	32859911
AllCCS	[M+Na]+	204.0	32859911
AllCCS	[M-H]-	198.3	32859911
AllCCS	[M+Na-2H]-	198.8	32859911
AllCCS	[M+HCOO]-	199.5	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Bofumustine	CC1(C)OC2C(COC(=O)C3=CC=C(C=C3)[N+]([O-])=O)OC(NC(=O)N(CCCl)N=O)C2O1	4100.6	Standard polar	33892256
Bofumustine	CC1(C)OC2C(COC(=O)C3=CC=C(C=C3)[N+]([O-])=O)OC(NC(=O)N(CCCl)N=O)C2O1	2464.0	Standard non polar	33892256
Bofumustine	CC1(C)OC2C(COC(=O)C3=CC=C(C=C3)[N+]([O-])=O)OC(NC(=O)N(CCCl)N=O)C2O1	3471.2	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
Bofumustine,1TMS,isomer #1	CC1(C)OC2C(COC(=O)C3=CC=C([N+](=O)[O-])C=C3)OC(N(C(=O)N(CCCl)N=O)[Si](C)(C)C)C2O1	3415.1	Semi standard non polar	33892256
Bofumustine,1TMS,isomer #1	CC1(C)OC2C(COC(=O)C3=CC=C([N+](=O)[O-])C=C3)OC(N(C(=O)N(CCCl)N=O)[Si](C)(C)C)C2O1	3217.8	Standard non polar	33892256
Bofumustine,1TMS,isomer #1	CC1(C)OC2C(COC(=O)C3=CC=C([N+](=O)[O-])C=C3)OC(N(C(=O)N(CCCl)N=O)[Si](C)(C)C)C2O1	4789.9	Standard polar	33892256
Bofumustine,1TBDMS,isomer #1	CC1(C)OC2C(COC(=O)C3=CC=C([N+](=O)[O-])C=C3)OC(N(C(=O)N(CCCl)N=O)[Si](C)(C)C(C)(C)C)C2O1	3623.6	Semi standard non polar	33892256
Bofumustine,1TBDMS,isomer #1	CC1(C)OC2C(COC(=O)C3=CC=C([N+](=O)[O-])C=C3)OC(N(C(=O)N(CCCl)N=O)[Si](C)(C)C(C)(C)C)C2O1	3450.4	Standard non polar	33892256
Bofumustine,1TBDMS,isomer #1	CC1(C)OC2C(COC(=O)C3=CC=C([N+](=O)[O-])C=C3)OC(N(C(=O)N(CCCl)N=O)[Si](C)(C)C(C)(C)C)C2O1	4775.2	Standard polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - Bofumustine GC-MS (Non-derivatized) - 70eV, Positive	splash10-0bt9-7975500000-46cf8a715224cc48df5a	2021-09-24	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Bofumustine GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum

Biological Properties

Cellular Locations

Not Available

Biospecimen Locations

Blood

Tissue Locations

Not Available

Pathways

Not Available

Name	SMPDB/PathBank	KEGG

Normal Concentrations

Biospecimen	Status	Value	Age	Sex	Condition	Reference	Details
Blood	Detected but not Quantified	Not Quantified	Not Specified	Not Specified	Normal	31557052	details

Abnormal Concentrations

Not Available

Associated Disorders and Diseases

Disease References

None

Associated OMIM IDs

None

External Links

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

Not Available

KNApSAcK ID

Not Available

Chemspider ID

380808

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

430596

PDB ID

Not Available

ChEBI ID

Not Available

Food Biomarker Ontology

Not Available

VMH ID

Not Available

MarkerDB ID

Not Available

Good Scents ID

Not Available

References

Synthesis Reference

Not Available

Material Safety Data Sheet (MSDS)

Not Available

General References

Barupal DK, Fiehn O: Generating the Blood Exposome Database Using a Comprehensive Text Mining and Database Fusion Approach. Environ Health Perspect. 2019 Sep;127(9):97008. doi: 10.1289/EHP4713. Epub 2019 Sep 26. [PubMed:31557052 ]

Showing metabocard for Bofumustine (HMDB0249337)

MOL for HMDB0249337 (Bofumustine)

3D MOL for HMDB0249337 (Bofumustine)

3D SDF for HMDB0249337 (Bofumustine)

3D-SDF for HMDB0249337 (Bofumustine)

PDB for HMDB0249337 (Bofumustine)

3D PDB for HMDB0249337 (Bofumustine)

SMILES for HMDB0249337 (Bofumustine)

INCHI for HMDB0249337 (Bofumustine)

Structure for HMDB0249337 (Bofumustine)

3D Structure for HMDB0249337 (Bofumustine)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra