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Record Information

Version

5.0

Status

Detected but not Quantified

Creation Date

2021-09-11 07:03:21 UTC

Update Date

2021-09-26 23:01:18 UTC

HMDB ID

HMDB0250083

Secondary Accession Numbers

None

Metabolite Identification

Common Name

Chlorambucil-tertiary butyl ester

Description

Chlorambucil-tertiary butyl ester belongs to the class of organic compounds known as nitrogen mustard compounds. Nitrogen mustard compounds are compounds having two beta-haloalkyl groups bound to a nitrogen atom. Based on a literature review very few articles have been published on Chlorambucil-tertiary butyl ester. This compound has been identified in human blood as reported by (PMID: 31557052 ). Chlorambucil-tertiary butyl ester is not a naturally occurring metabolite and is only found in those individuals exposed to this compound or its derivatives. Technically Chlorambucil-tertiary butyl ester 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

HMDB0250083
     RDKit          3D
Chlorambucil-tertiary butyl ester
 50 50  0  0  0  0  0  0  0  0999 V2000
    6.0161    1.3551    1.5518 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0989    0.2136    0.5675 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1932   -1.1092    1.3168 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.4213    0.3398   -0.2021 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0930    0.2229   -0.3963 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.7461    0.1560   -0.1668 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3558    0.0792    1.0222 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.7427    0.1713   -1.2745 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3579    0.0951   -0.6804 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3829    0.1091   -1.8552 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9835    0.0374   -1.2780 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5600   -1.1845   -1.0523 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8242   -1.2711   -0.5191 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5479   -0.1453   -0.1972 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8862   -0.2327    0.3284 N   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3401    0.7982    1.2070 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5995    0.3497    2.6288 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.8328   -0.8843    2.7881 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   -5.7043   -1.3455   -0.0880 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.8612   -0.8423   -0.9713 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1541   -0.0371   -2.4001 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   -2.9383    1.0928   -0.4373 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6880    1.1703   -0.9639 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5383    0.9286    2.4832 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4161    2.1837    1.1698 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.0724    1.6565    1.7876 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.5605   -1.0813    2.2314 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.2613   -1.2034    1.6444 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.9787   -1.9443    0.6467 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.6037   -0.5517   -0.8220 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.2190    0.5860    0.5059 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.3046    1.1932   -0.9285 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9412   -0.6810   -1.9600 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8539    1.1075   -1.8589 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1880   -0.8249   -0.1091 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2035    0.9592   -0.0188 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4566    1.0899   -2.3972 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5341   -0.7495   -2.5180 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0286   -2.1230   -1.2906 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2695   -2.2621   -0.3286 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2788    1.2854    0.8664 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5754    1.5878    1.2807 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6370    0.0791    3.1387 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9491    1.2705    3.1679 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1059   -1.9734   -0.7957 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0396   -2.0101    0.7028 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.4704   -1.6790   -1.3301 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.5138   -0.1614   -0.3887 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4749    2.0160   -0.2134 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2766    2.1636   -1.1230 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
  2  5  1  0
  5  6  1  0
  6  7  2  0
  6  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  2  0
 12 13  1  0
 13 14  2  0
 14 15  1  0
 15 16  1  0
 16 17  1  0
 17 18  1  0
 15 19  1  0
 19 20  1  0
 20 21  1  0
 14 22  1  0
 22 23  2  0
 23 11  1  0
  1 24  1  0
  1 25  1  0
  1 26  1  0
  3 27  1  0
  3 28  1  0
  3 29  1  0
  4 30  1  0
  4 31  1  0
  4 32  1  0
  8 33  1  0
  8 34  1  0
  9 35  1  0
  9 36  1  0
 10 37  1  0
 10 38  1  0
 12 39  1  0
 13 40  1  0
 16 41  1  0
 16 42  1  0
 17 43  1  0
 17 44  1  0
 19 45  1  0
 19 46  1  0
 20 47  1  0
 20 48  1  0
 22 49  1  0
 23 50  1  0
M  END


  Mrv1652309112109032D          

 23 23  0  0  0  0            999 V2000
    3.5724   -4.5375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579   -4.1250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2704   -3.4105    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4454   -4.8395    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -3.7125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -2.8875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579   -2.4750    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    2.0625    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0000    2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0000    3.3000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145    3.7125    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    3.3000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434    3.7125    0.0000 Cl  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
  2  4  1  0  0  0  0
  2  5  1  0  0  0  0
  5  6  1  0  0  0  0
  6  7  2  0  0  0  0
  6  8  1  0  0  0  0
  8  9  1  0  0  0  0
  9 10  1  0  0  0  0
 10 11  1  0  0  0  0
 11 12  2  0  0  0  0
 12 13  1  0  0  0  0
 13 14  2  0  0  0  0
 14 15  1  0  0  0  0
 15 16  2  0  0  0  0
 11 16  1  0  0  0  0
 14 17  1  0  0  0  0
 17 18  1  0  0  0  0
 18 19  1  0  0  0  0
 19 20  1  0  0  0  0
 17 21  1  0  0  0  0
 21 22  1  0  0  0  0
 22 23  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0250083

> <DATABASE_NAME>
hmdb

> <SMILES>
CC(C)(C)OC(=O)CCCC1=CC=C(C=C1)N(CCCl)CCCl

> <INCHI_IDENTIFIER>
InChI=1S/C18H27Cl2NO2/c1-18(2,3)23-17(22)6-4-5-15-7-9-16(10-8-15)21(13-11-19)14-12-20/h7-10H,4-6,11-14H2,1-3H3

> <INCHI_KEY>
SZXDOYFHSIIZCF-UHFFFAOYSA-N

> <FORMULA>
C18H27Cl2NO2

> <MOLECULAR_WEIGHT>
360.32

> <EXACT_MASS>
359.1418845

> <JCHEM_ACCEPTOR_COUNT>
2

> <JCHEM_ATOM_COUNT>
50

> <JCHEM_AVERAGE_POLARIZABILITY>
40.14603997018182

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
0

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
tert-butyl 4-{4-[bis(2-chloroethyl)amino]phenyl}butanoate

> <ALOGPS_LOGP>
5.12

> <JCHEM_LOGP>
5.1370086856666655

> <ALOGPS_LOGS>
-5.44

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
1

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_BASIC>
1.7225652992323135

> <JCHEM_POLAR_SURFACE_AREA>
29.54

> <JCHEM_REFRACTIVITY>
98.2575

> <JCHEM_ROTATABLE_BOND_COUNT>
11

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
1.31e-03 g/l

> <JCHEM_TRADITIONAL_IUPAC>
tert-butyl 4-{4-[bis(2-chloroethyl)amino]phenyl}butanoate

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0250083
     RDKit          3D
Chlorambucil-tertiary butyl ester
 50 50  0  0  0  0  0  0  0  0999 V2000
    6.0161    1.3551    1.5518 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0989    0.2136    0.5675 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1932   -1.1092    1.3168 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.4213    0.3398   -0.2021 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0930    0.2229   -0.3963 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.7461    0.1560   -0.1668 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3558    0.0792    1.0222 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.7427    0.1713   -1.2745 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3579    0.0951   -0.6804 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3829    0.1091   -1.8552 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9835    0.0374   -1.2780 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5600   -1.1845   -1.0523 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8242   -1.2711   -0.5191 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5479   -0.1453   -0.1972 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8862   -0.2327    0.3284 N   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3401    0.7982    1.2070 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5995    0.3497    2.6288 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.8328   -0.8843    2.7881 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   -5.7043   -1.3455   -0.0880 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.8612   -0.8423   -0.9713 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1541   -0.0371   -2.4001 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   -2.9383    1.0928   -0.4373 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6880    1.1703   -0.9639 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5383    0.9286    2.4832 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4161    2.1837    1.1698 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.0724    1.6565    1.7876 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.5605   -1.0813    2.2314 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.2613   -1.2034    1.6444 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.9787   -1.9443    0.6467 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.6037   -0.5517   -0.8220 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.2190    0.5860    0.5059 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.3046    1.1932   -0.9285 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9412   -0.6810   -1.9600 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8539    1.1075   -1.8589 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1880   -0.8249   -0.1091 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2035    0.9592   -0.0188 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4566    1.0899   -2.3972 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5341   -0.7495   -2.5180 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0286   -2.1230   -1.2906 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2695   -2.2621   -0.3286 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2788    1.2854    0.8664 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5754    1.5878    1.2807 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6370    0.0791    3.1387 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9491    1.2705    3.1679 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1059   -1.9734   -0.7957 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0396   -2.0101    0.7028 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.4704   -1.6790   -1.3301 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.5138   -0.1614   -0.3887 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4749    2.0160   -0.2134 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2766    2.1636   -1.1230 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
  2  5  1  0
  5  6  1  0
  6  7  2  0
  6  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  2  0
 12 13  1  0
 13 14  2  0
 14 15  1  0
 15 16  1  0
 16 17  1  0
 17 18  1  0
 15 19  1  0
 19 20  1  0
 20 21  1  0
 14 22  1  0
 22 23  2  0
 23 11  1  0
  1 24  1  0
  1 25  1  0
  1 26  1  0
  3 27  1  0
  3 28  1  0
  3 29  1  0
  4 30  1  0
  4 31  1  0
  4 32  1  0
  8 33  1  0
  8 34  1  0
  9 35  1  0
  9 36  1  0
 10 37  1  0
 10 38  1  0
 12 39  1  0
 13 40  1  0
 16 41  1  0
 16 42  1  0
 17 43  1  0
 17 44  1  0
 19 45  1  0
 19 46  1  0
 20 47  1  0
 20 48  1  0
 22 49  1  0
 23 50  1  0
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       6.668  -8.470   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       5.335  -7.700   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       6.105  -6.366   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       4.565  -9.034   0.000  0.00  0.00           C+0
HETATM    5  O   UNK     0       4.001  -6.930   0.000  0.00  0.00           O+0
HETATM    6  C   UNK     0       4.001  -5.390   0.000  0.00  0.00           C+0
HETATM    7  O   UNK     0       5.335  -4.620   0.000  0.00  0.00           O+0
HETATM    8  C   UNK     0       2.667  -4.620   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       2.667  -3.080   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       1.334  -2.310   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       1.334  -0.770   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       0.000   1.540   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       1.334   2.310   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       2.667   1.540   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       2.667   0.000   0.000  0.00  0.00           C+0
HETATM   17  N   UNK     0       1.334   3.850   0.000  0.00  0.00           N+0
HETATM   18  C   UNK     0      -0.000   4.620   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0      -0.000   6.160   0.000  0.00  0.00           C+0
HETATM   20 Cl   UNK     0      -1.334   6.930   0.000  0.00  0.00          Cl+0
HETATM   21  C   UNK     0       2.667   4.620   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0       2.667   6.160   0.000  0.00  0.00           C+0
HETATM   23 Cl   UNK     0       4.001   6.930   0.000  0.00  0.00          Cl+0
CONECT    1    2                                                            
CONECT    2    1    3    4    5                                             
CONECT    3    2                                                            
CONECT    4    2                                                            
CONECT    5    2    6                                                       
CONECT    6    5    7    8                                                  
CONECT    7    6                                                            
CONECT    8    6    9                                                       
CONECT    9    8   10                                                       
CONECT   10    9   11                                                       
CONECT   11   10   12   16                                                  
CONECT   12   11   13                                                       
CONECT   13   12   14                                                       
CONECT   14   13   15   17                                                  
CONECT   15   14   16                                                       
CONECT   16   15   11                                                       
CONECT   17   14   18   21                                                  
CONECT   18   17   19                                                       
CONECT   19   18   20                                                       
CONECT   20   19                                                            
CONECT   21   17   22                                                       
CONECT   22   21   23                                                       
CONECT   23   22                                                            
MASTER        0    0    0    0    0    0    0    0   23    0   46    0
END

COMPND    HMDB0250083
HETATM    1  C1  UNL     1       6.016   1.355   1.552  1.00  0.00           C  
HETATM    2  C2  UNL     1       6.099   0.214   0.567  1.00  0.00           C  
HETATM    3  C3  UNL     1       6.193  -1.109   1.317  1.00  0.00           C  
HETATM    4  C4  UNL     1       7.421   0.340  -0.202  1.00  0.00           C  
HETATM    5  O1  UNL     1       5.093   0.223  -0.396  1.00  0.00           O  
HETATM    6  C5  UNL     1       3.746   0.156  -0.167  1.00  0.00           C  
HETATM    7  O2  UNL     1       3.356   0.079   1.022  1.00  0.00           O  
HETATM    8  C6  UNL     1       2.743   0.171  -1.275  1.00  0.00           C  
HETATM    9  C7  UNL     1       1.358   0.095  -0.680  1.00  0.00           C  
HETATM   10  C8  UNL     1       0.383   0.109  -1.855  1.00  0.00           C  
HETATM   11  C9  UNL     1      -0.984   0.037  -1.278  1.00  0.00           C  
HETATM   12  C10 UNL     1      -1.560  -1.184  -1.052  1.00  0.00           C  
HETATM   13  C11 UNL     1      -2.824  -1.271  -0.519  1.00  0.00           C  
HETATM   14  C12 UNL     1      -3.548  -0.145  -0.197  1.00  0.00           C  
HETATM   15  N1  UNL     1      -4.886  -0.233   0.328  1.00  0.00           N  
HETATM   16  C13 UNL     1      -5.340   0.798   1.207  1.00  0.00           C  
HETATM   17  C14 UNL     1      -5.599   0.350   2.629  1.00  0.00           C  
HETATM   18 CL1  UNL     1      -6.833  -0.884   2.788  1.00  0.00          CL  
HETATM   19  C15 UNL     1      -5.704  -1.346  -0.088  1.00  0.00           C  
HETATM   20  C16 UNL     1      -6.861  -0.842  -0.971  1.00  0.00           C  
HETATM   21 CL2  UNL     1      -6.154  -0.037  -2.400  1.00  0.00          CL  
HETATM   22  C17 UNL     1      -2.938   1.093  -0.437  1.00  0.00           C  
HETATM   23  C18 UNL     1      -1.688   1.170  -0.964  1.00  0.00           C  
HETATM   24  H1  UNL     1       5.538   0.929   2.483  1.00  0.00           H  
HETATM   25  H2  UNL     1       5.416   2.184   1.170  1.00  0.00           H  
HETATM   26  H3  UNL     1       7.072   1.656   1.788  1.00  0.00           H  
HETATM   27  H4  UNL     1       5.560  -1.081   2.231  1.00  0.00           H  
HETATM   28  H5  UNL     1       7.261  -1.203   1.644  1.00  0.00           H  
HETATM   29  H6  UNL     1       5.979  -1.944   0.647  1.00  0.00           H  
HETATM   30  H7  UNL     1       7.604  -0.552  -0.822  1.00  0.00           H  
HETATM   31  H8  UNL     1       8.219   0.586   0.506  1.00  0.00           H  
HETATM   32  H9  UNL     1       7.305   1.193  -0.928  1.00  0.00           H  
HETATM   33  H10 UNL     1       2.941  -0.681  -1.960  1.00  0.00           H  
HETATM   34  H11 UNL     1       2.854   1.107  -1.859  1.00  0.00           H  
HETATM   35  H12 UNL     1       1.188  -0.825  -0.109  1.00  0.00           H  
HETATM   36  H13 UNL     1       1.204   0.959  -0.019  1.00  0.00           H  
HETATM   37  H14 UNL     1       0.457   1.090  -2.397  1.00  0.00           H  
HETATM   38  H15 UNL     1       0.534  -0.750  -2.518  1.00  0.00           H  
HETATM   39  H16 UNL     1      -1.029  -2.123  -1.291  1.00  0.00           H  
HETATM   40  H17 UNL     1      -3.269  -2.262  -0.329  1.00  0.00           H  
HETATM   41  H18 UNL     1      -6.279   1.285   0.866  1.00  0.00           H  
HETATM   42  H19 UNL     1      -4.575   1.588   1.281  1.00  0.00           H  
HETATM   43  H20 UNL     1      -4.637   0.079   3.139  1.00  0.00           H  
HETATM   44  H21 UNL     1      -5.949   1.271   3.168  1.00  0.00           H  
HETATM   45  H22 UNL     1      -5.106  -1.973  -0.796  1.00  0.00           H  
HETATM   46  H23 UNL     1      -6.040  -2.010   0.703  1.00  0.00           H  
HETATM   47  H24 UNL     1      -7.470  -1.679  -1.330  1.00  0.00           H  
HETATM   48  H25 UNL     1      -7.514  -0.161  -0.389  1.00  0.00           H  
HETATM   49  H26 UNL     1      -3.475   2.016  -0.213  1.00  0.00           H  
HETATM   50  H27 UNL     1      -1.277   2.164  -1.123  1.00  0.00           H  
CONECT    1    2   24   25   26
CONECT    2    3    4    5
CONECT    3   27   28   29
CONECT    4   30   31   32
CONECT    5    6
CONECT    6    7    7    8
CONECT    8    9   33   34
CONECT    9   10   35   36
CONECT   10   11   37   38
CONECT   11   12   12   23
CONECT   12   13   39
CONECT   13   14   14   40
CONECT   14   15   22
CONECT   15   16   19
CONECT   16   17   41   42
CONECT   17   18   43   44
CONECT   19   20   45   46
CONECT   20   21   47   48
CONECT   22   23   23   49
CONECT   23   50
END

HMDB0250083
     RDKit          3D
Chlorambucil-tertiary butyl ester
 50 50  0  0  0  0  0  0  0  0999 V2000
    6.0161    1.3551    1.5518 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0989    0.2136    0.5675 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1932   -1.1092    1.3168 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.4213    0.3398   -0.2021 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0930    0.2229   -0.3963 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.7461    0.1560   -0.1668 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3558    0.0792    1.0222 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.7427    0.1713   -1.2745 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3579    0.0951   -0.6804 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3829    0.1091   -1.8552 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9835    0.0374   -1.2780 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5600   -1.1845   -1.0523 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8242   -1.2711   -0.5191 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5479   -0.1453   -0.1972 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8862   -0.2327    0.3284 N   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3401    0.7982    1.2070 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5995    0.3497    2.6288 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.8328   -0.8843    2.7881 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   -5.7043   -1.3455   -0.0880 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.8612   -0.8423   -0.9713 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1541   -0.0371   -2.4001 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   -2.9383    1.0928   -0.4373 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6880    1.1703   -0.9639 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5383    0.9286    2.4832 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4161    2.1837    1.1698 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.0724    1.6565    1.7876 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.5605   -1.0813    2.2314 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.2613   -1.2034    1.6444 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.9787   -1.9443    0.6467 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.6037   -0.5517   -0.8220 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.2190    0.5860    0.5059 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.3046    1.1932   -0.9285 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9412   -0.6810   -1.9600 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8539    1.1075   -1.8589 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1880   -0.8249   -0.1091 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2035    0.9592   -0.0188 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4566    1.0899   -2.3972 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5341   -0.7495   -2.5180 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0286   -2.1230   -1.2906 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2695   -2.2621   -0.3286 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2788    1.2854    0.8664 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5754    1.5878    1.2807 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6370    0.0791    3.1387 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9491    1.2705    3.1679 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1059   -1.9734   -0.7957 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0396   -2.0101    0.7028 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.4704   -1.6790   -1.3301 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.5138   -0.1614   -0.3887 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4749    2.0160   -0.2134 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2766    2.1636   -1.1230 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
  2  5  1  0
  5  6  1  0
  6  7  2  0
  6  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  2  0
 12 13  1  0
 13 14  2  0
 14 15  1  0
 15 16  1  0
 16 17  1  0
 17 18  1  0
 15 19  1  0
 19 20  1  0
 20 21  1  0
 14 22  1  0
 22 23  2  0
 23 11  1  0
  1 24  1  0
  1 25  1  0
  1 26  1  0
  3 27  1  0
  3 28  1  0
  3 29  1  0
  4 30  1  0
  4 31  1  0
  4 32  1  0
  8 33  1  0
  8 34  1  0
  9 35  1  0
  9 36  1  0
 10 37  1  0
 10 38  1  0
 12 39  1  0
 13 40  1  0
 16 41  1  0
 16 42  1  0
 17 43  1  0
 17 44  1  0
 19 45  1  0
 19 46  1  0
 20 47  1  0
 20 48  1  0
 22 49  1  0
 23 50  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
Chlorambucil-t-butyl ester	MeSH

Chemical Formula

C₁₈H₂₇Cl₂NO₂

Average Molecular Weight

360.32

Monoisotopic Molecular Weight

359.1418845

IUPAC Name

tert-butyl 4-{4-[bis(2-chloroethyl)amino]phenyl}butanoate

Traditional Name

tert-butyl 4-{4-[bis(2-chloroethyl)amino]phenyl}butanoate

CAS Registry Number

Not Available

SMILES

CC(C)(C)OC(=O)CCCC1=CC=C(C=C1)N(CCCl)CCCl

InChI Identifier

InChI=1S/C18H27Cl2NO2/c1-18(2,3)23-17(22)6-4-5-15-7-9-16(10-8-15)21(13-11-19)14-12-20/h7-10H,4-6,11-14H2,1-3H3

InChI Key

SZXDOYFHSIIZCF-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as nitrogen mustard compounds. Nitrogen mustard compounds are compounds having two beta-haloalkyl groups bound to a nitrogen atom.

Kingdom

Organic compounds

Super Class

Organic nitrogen compounds

Class

Organonitrogen compounds

Sub Class

Nitrogen mustard compounds

Direct Parent

Nitrogen mustard compounds

Alternative Parents

Substituents

Aniline or substituted anilines
Dialkylarylamine
Tertiary aliphatic/aromatic amine
Nitrogen mustard
Fatty acid ester
Monocyclic benzene moiety
Fatty acyl
Benzenoid
Amino acid or derivatives
Carboxylic acid ester
Tertiary amine
Carboxylic acid derivative
Monocarboxylic acid or derivatives
Alkyl chloride
Organohalogen compound
Organochloride
Organooxygen compound
Hydrocarbon derivative
Organic oxide
Carbonyl group
Organopnictogen compound
Organic oxygen compound
Amine
Alkyl halide
Aromatic homomonocyclic compound

Molecular Framework

Aromatic homomonocyclic 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	5.12	ALOGPS
logP	5.14	ChemAxon
logS	-5.4	ALOGPS
pKa (Strongest Basic)	1.72	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	2	ChemAxon
Hydrogen Donor Count	0	ChemAxon
Polar Surface Area	29.54 Å²	ChemAxon
Rotatable Bond Count	11	ChemAxon
Refractivity	98.26 m³·mol⁻¹	ChemAxon
Polarizability	40.15 Å³	ChemAxon
Number of Rings	1	ChemAxon
Bioavailability	No	ChemAxon
Rule of Five	No	ChemAxon
Ghose Filter	Yes	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

Predicted Chromatographic Properties

Predicted Collision Cross Sections

Predictor	Adduct Type	CCS Value (Å²)	Reference
DeepCCS	[M+H]+	182.767	30932474
DeepCCS	[M-H]-	180.409	30932474
DeepCCS	[M-2H]-	213.295	30932474
DeepCCS	[M+Na]+	188.86	30932474
AllCCS	[M+H]+	182.8	32859911
AllCCS	[M+H-H2O]+	180.2	32859911
AllCCS	[M+NH4]+	185.2	32859911
AllCCS	[M+Na]+	185.9	32859911
AllCCS	[M-H]-	186.6	32859911
AllCCS	[M+Na-2H]-	187.3	32859911
AllCCS	[M+HCOO]-	188.2	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Chlorambucil-tertiary butyl ester	CC(C)(C)OC(=O)CCCC1=CC=C(C=C1)N(CCCl)CCCl	3145.2	Standard polar	33892256
Chlorambucil-tertiary butyl ester	CC(C)(C)OC(=O)CCCC1=CC=C(C=C1)N(CCCl)CCCl	2335.6	Standard non polar	33892256
Chlorambucil-tertiary butyl ester	CC(C)(C)OC(=O)CCCC1=CC=C(C=C1)N(CCCl)CCCl	2425.1	Semi standard non polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - Chlorambucil-tertiary butyl ester GC-MS (Non-derivatized) - 70eV, Positive	splash10-0a4i-2090000000-a6cd15e36deeea461b73	2021-09-23	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Chlorambucil-tertiary butyl ester GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum

MS/MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Chlorambucil-tertiary butyl ester 10V, Positive-QTOF	splash10-0iki-0049000000-2890d383e86f4f8e086c	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Chlorambucil-tertiary butyl ester 20V, Positive-QTOF	splash10-0f79-0093000000-28ced8c9c36a560e619b	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Chlorambucil-tertiary butyl ester 40V, Positive-QTOF	splash10-0fry-2891000000-4a89292a6d19c444ccf4	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Chlorambucil-tertiary butyl ester 10V, Negative-QTOF	splash10-001i-9003000000-bb8a6ea60cde31df0bd5	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Chlorambucil-tertiary butyl ester 20V, Negative-QTOF	splash10-001i-9000000000-42de3f5e591401bfc895	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Chlorambucil-tertiary butyl ester 40V, Negative-QTOF	splash10-001i-9010000000-2457a6a0d1da60c55d91	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

75718

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

83909

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 Chlorambucil-tertiary butyl ester (HMDB0250083)

MOL for HMDB0250083 (Chlorambucil-tertiary butyl ester)

3D MOL for HMDB0250083 (Chlorambucil-tertiary butyl ester)

3D SDF for HMDB0250083 (Chlorambucil-tertiary butyl ester)

3D-SDF for HMDB0250083 (Chlorambucil-tertiary butyl ester)

PDB for HMDB0250083 (Chlorambucil-tertiary butyl ester)

3D PDB for HMDB0250083 (Chlorambucil-tertiary butyl ester)

SMILES for HMDB0250083 (Chlorambucil-tertiary butyl ester)

INCHI for HMDB0250083 (Chlorambucil-tertiary butyl ester)

Structure for HMDB0250083 (Chlorambucil-tertiary butyl ester)

3D Structure for HMDB0250083 (Chlorambucil-tertiary butyl ester)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

GC-MS Spectra

MS/MS Spectra