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Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2021-09-24 19:43:35 UTC

Update Date

2021-09-24 19:43:35 UTC

HMDB ID

HMDB0304840

Secondary Accession Numbers

None

Metabolite Identification

Common Name

Melphalan Flufenamide

Description

Melphalan flufenamide, also known as melflufen, belongs to the class of organic compounds known as peptides. Peptides are compounds containing an amide derived from two or more amino carboxylic acid molecules (the same or different) by formation of a covalent bond from the carbonyl carbon of one to the nitrogen atom of another. Based on a literature review very few articles have been published on Melphalan flufenamide.

Structure

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


  Mrv1652309242121442D          

 33 34  0  0  1  0            999 V2000
    0.7145   -2.2836    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3020   -2.9980    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -3.7125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.3020   -4.4270    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5230   -4.4270    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -5.1414    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.3020   -5.8559    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5230   -5.8559    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9355   -6.5704    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7605   -6.5704    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1730   -5.8559    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9980   -5.8559    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7605   -5.1414    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9355   -5.1414    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5395   -5.1414    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.9520   -4.4270    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5395   -3.7125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.7770   -4.4270    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.1895   -5.1414    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.1895   -3.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0145   -3.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4270   -2.9980    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2520   -2.9980    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6645   -3.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2520   -4.4270    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4270   -4.4270    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4895   -3.7125    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.9020   -2.9980    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.7270   -2.9980    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.1395   -2.2836    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    6.9020   -4.4270    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.7270   -4.4270    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.1395   -5.1414    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
  3  4  1  0  0  0  0
  4  5  2  0  0  0  0
  4  6  1  0  0  0  0
  6  7  1  0  0  0  0
  7  8  1  0  0  0  0
  8  9  2  0  0  0  0
  9 10  1  0  0  0  0
 10 11  2  0  0  0  0
 11 12  1  0  0  0  0
 11 13  1  0  0  0  0
 13 14  2  0  0  0  0
  8 14  1  0  0  0  0
  6 15  1  1  0  0  0
 15 16  1  0  0  0  0
 16 17  2  0  0  0  0
 16 18  1  0  0  0  0
 18 19  1  6  0  0  0
 18 20  1  0  0  0  0
 20 21  1  0  0  0  0
 21 22  2  0  0  0  0
 22 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
 21 26  1  0  0  0  0
 24 27  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
 27 31  1  0  0  0  0
 31 32  1  0  0  0  0
 32 33  1  0  0  0  0
M  END

HMDB0304840
     RDKit          3D
Melphalan Flufenamide
 63 64  0  0  0  0  0  0  0  0999 V2000
    7.4727    0.6643    1.0938 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1670   -0.6169    1.8374 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0954   -1.3409    1.3128 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.8046   -0.8920    1.1732 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5452    0.2949    1.5506 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.7536   -1.7677    0.6030 C   0  0  2  0  0  0  0  0  0  0  0  0
    4.1420   -2.1888   -0.7820 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3172   -1.0932   -1.7339 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2239   -0.6655   -2.4789 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3216    0.3587   -3.3943 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5440    0.9658   -3.5629 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7228    1.9787   -4.4442 F   0  0  0  0  0  0  0  0  0  0  0  0
    5.6554    0.5523   -2.8258 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5191   -0.4863   -1.9104 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4746   -1.0874    0.5416 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.3685   -1.4221    1.3393 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3543   -2.3502    2.2074 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.1034   -0.6568    1.1867 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.1410    0.2742    0.1005 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0329   -1.6248    0.9658 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3243   -0.9162    0.8029 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0416   -0.6309    1.9360 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2739    0.0300    1.8205 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7913    0.4030    0.5978 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0466    1.1080    0.4884 N   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7231    1.0892   -0.7774 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7350    2.3467   -1.5691 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.5234    3.7256   -0.8435 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   -6.5863    1.8310    1.6012 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.8629    1.1012    2.0532 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.6172    1.9145    3.4305 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   -4.0422    0.0997   -0.5201 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8157   -0.5551   -0.4297 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5512    1.1530    0.7327 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.9728    1.3958    1.7703 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.1011    0.4735    0.2077 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.0983   -0.4514    2.9362 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.0723   -1.2835    1.7106 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6964   -2.6459    1.2740 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0725   -2.7950   -0.7025 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3210   -2.8516   -1.1538 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2495   -1.1245   -2.3727 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4871    0.6994   -3.9777 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.6181    1.0100   -2.9392 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.3795   -0.8267   -1.3295 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4090   -0.3171   -0.1345 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1151   -0.0657    2.1104 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0776    1.2449    0.3025 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0069   -0.0950   -0.8356 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7794   -2.2078    0.0484 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0665   -2.3308    1.8396 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7188   -0.8835    2.9414 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8459    0.2474    2.7140 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3619    0.2618   -1.4586 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.8144    0.7951   -0.6334 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.2444    2.0982   -2.5528 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6912    2.6341   -1.9196 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9279    1.8364    2.5040 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.8344    2.8804    1.3361 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.6054    1.0333    1.2409 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.5923    0.0677    2.4084 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4087    0.3863   -1.5155 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2479   -0.7815   -1.3400 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  4  5  2  0
  4  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  2  0
  9 10  1  0
 10 11  2  0
 11 12  1  0
 11 13  1  0
 13 14  2  0
  6 15  1  0
 15 16  1  0
 16 17  2  0
 16 18  1  0
 18 19  1  0
 18 20  1  0
 20 21  1  0
 21 22  2  0
 22 23  1  0
 23 24  2  0
 24 25  1  0
 25 26  1  0
 26 27  1  0
 27 28  1  0
 25 29  1  0
 29 30  1  0
 30 31  1  0
 24 32  1  0
 32 33  2  0
 14  8  1  0
 33 21  1  0
  1 34  1  0
  1 35  1  0
  1 36  1  0
  2 37  1  0
  2 38  1  0
  6 39  1  1
  7 40  1  0
  7 41  1  0
  9 42  1  0
 10 43  1  0
 13 44  1  0
 14 45  1  0
 15 46  1  0
 18 47  1  1
 19 48  1  0
 19 49  1  0
 20 50  1  0
 20 51  1  0
 22 52  1  0
 23 53  1  0
 26 54  1  0
 26 55  1  0
 27 56  1  0
 27 57  1  0
 29 58  1  0
 29 59  1  0
 30 60  1  0
 30 61  1  0
 32 62  1  0
 33 63  1  0
M  END


  Mrv1652309242121442D          

 33 34  0  0  1  0            999 V2000
    0.7145   -2.2836    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3020   -2.9980    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -3.7125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.3020   -4.4270    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5230   -4.4270    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -5.1414    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.3020   -5.8559    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5230   -5.8559    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9355   -6.5704    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7605   -6.5704    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1730   -5.8559    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9980   -5.8559    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7605   -5.1414    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9355   -5.1414    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5395   -5.1414    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.9520   -4.4270    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5395   -3.7125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.7770   -4.4270    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.1895   -5.1414    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.1895   -3.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0145   -3.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4270   -2.9980    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2520   -2.9980    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6645   -3.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2520   -4.4270    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4270   -4.4270    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4895   -3.7125    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.9020   -2.9980    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.7270   -2.9980    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.1395   -2.2836    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    6.9020   -4.4270    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.7270   -4.4270    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.1395   -5.1414    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
  3  4  1  0  0  0  0
  4  5  2  0  0  0  0
  4  6  1  0  0  0  0
  6  7  1  0  0  0  0
  7  8  1  0  0  0  0
  8  9  2  0  0  0  0
  9 10  1  0  0  0  0
 10 11  2  0  0  0  0
 11 12  1  0  0  0  0
 11 13  1  0  0  0  0
 13 14  2  0  0  0  0
  8 14  1  0  0  0  0
  6 15  1  1  0  0  0
 15 16  1  0  0  0  0
 16 17  2  0  0  0  0
 16 18  1  0  0  0  0
 18 19  1  6  0  0  0
 18 20  1  0  0  0  0
 20 21  1  0  0  0  0
 21 22  2  0  0  0  0
 22 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
 21 26  1  0  0  0  0
 24 27  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
 27 31  1  0  0  0  0
 31 32  1  0  0  0  0
 32 33  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0304840

> <DATABASE_NAME>
hmdb

> <SMILES>
CCOC(=O)[C@H](CC1=CC=C(F)C=C1)NC(=O)[C@@H](N)CC1=CC=C(C=C1)N(CCCl)CCCl

> <INCHI_IDENTIFIER>
InChI=1S/C24H30Cl2FN3O3/c1-2-33-24(32)22(16-18-3-7-19(27)8-4-18)29-23(31)21(28)15-17-5-9-20(10-6-17)30(13-11-25)14-12-26/h3-10,21-22H,2,11-16,28H2,1H3,(H,29,31)/t21-,22-/m0/s1

> <INCHI_KEY>
YQZNKYXGZSVEHI-VXKWHMMOSA-N

> <FORMULA>
C24H30Cl2FN3O3

> <MOLECULAR_WEIGHT>
498.42

> <EXACT_MASS>
497.1648254

> <JCHEM_ACCEPTOR_COUNT>
4

> <JCHEM_ATOM_COUNT>
63

> <JCHEM_AVERAGE_POLARIZABILITY>
51.77520289853326

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
ethyl (2S)-2-[(2S)-2-amino-3-{4-[bis(2-chloroethyl)amino]phenyl}propanamido]-3-(4-fluorophenyl)propanoate

> <ALOGPS_LOGP>
4.03

> <JCHEM_LOGP>
4.279849917

> <ALOGPS_LOGS>
-5.43

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
2

> <JCHEM_PHYSIOLOGICAL_CHARGE>
1

> <JCHEM_PKA_STRONGEST_ACIDIC>
12.111557851344813

> <JCHEM_PKA_STRONGEST_BASIC>
8.073758682755772

> <JCHEM_POLAR_SURFACE_AREA>
84.66

> <JCHEM_REFRACTIVITY>
129.88199999999998

> <JCHEM_ROTATABLE_BOND_COUNT>
14

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
1.83e-03 g/l

> <JCHEM_TRADITIONAL_IUPAC>
ethyl (2S)-2-[(2S)-2-amino-3-{4-[bis(2-chloroethyl)amino]phenyl}propanamido]-3-(4-fluorophenyl)propanoate

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0304840
     RDKit          3D
Melphalan Flufenamide
 63 64  0  0  0  0  0  0  0  0999 V2000
    7.4727    0.6643    1.0938 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1670   -0.6169    1.8374 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0954   -1.3409    1.3128 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.8046   -0.8920    1.1732 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5452    0.2949    1.5506 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.7536   -1.7677    0.6030 C   0  0  2  0  0  0  0  0  0  0  0  0
    4.1420   -2.1888   -0.7820 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3172   -1.0932   -1.7339 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2239   -0.6655   -2.4789 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3216    0.3587   -3.3943 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5440    0.9658   -3.5629 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7228    1.9787   -4.4442 F   0  0  0  0  0  0  0  0  0  0  0  0
    5.6554    0.5523   -2.8258 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5191   -0.4863   -1.9104 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4746   -1.0874    0.5416 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.3685   -1.4221    1.3393 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3543   -2.3502    2.2074 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.1034   -0.6568    1.1867 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.1410    0.2742    0.1005 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0329   -1.6248    0.9658 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3243   -0.9162    0.8029 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0416   -0.6309    1.9360 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2739    0.0300    1.8205 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7913    0.4030    0.5978 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0466    1.1080    0.4884 N   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7231    1.0892   -0.7774 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7350    2.3467   -1.5691 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.5234    3.7256   -0.8435 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   -6.5863    1.8310    1.6012 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.8629    1.1012    2.0532 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.6172    1.9145    3.4305 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   -4.0422    0.0997   -0.5201 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8157   -0.5551   -0.4297 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5512    1.1530    0.7327 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.9728    1.3958    1.7703 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.1011    0.4735    0.2077 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.0983   -0.4514    2.9362 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.0723   -1.2835    1.7106 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6964   -2.6459    1.2740 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0725   -2.7950   -0.7025 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3210   -2.8516   -1.1538 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2495   -1.1245   -2.3727 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4871    0.6994   -3.9777 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.6181    1.0100   -2.9392 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.3795   -0.8267   -1.3295 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4090   -0.3171   -0.1345 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1151   -0.0657    2.1104 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0776    1.2449    0.3025 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0069   -0.0950   -0.8356 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7794   -2.2078    0.0484 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0665   -2.3308    1.8396 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7188   -0.8835    2.9414 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8459    0.2474    2.7140 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3619    0.2618   -1.4586 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.8144    0.7951   -0.6334 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.2444    2.0982   -2.5528 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6912    2.6341   -1.9196 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9279    1.8364    2.5040 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.8344    2.8804    1.3361 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.6054    1.0333    1.2409 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.5923    0.0677    2.4084 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4087    0.3863   -1.5155 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2479   -0.7815   -1.3400 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  4  5  2  0
  4  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  2  0
  9 10  1  0
 10 11  2  0
 11 12  1  0
 11 13  1  0
 13 14  2  0
  6 15  1  0
 15 16  1  0
 16 17  2  0
 16 18  1  0
 18 19  1  0
 18 20  1  0
 20 21  1  0
 21 22  2  0
 22 23  1  0
 23 24  2  0
 24 25  1  0
 25 26  1  0
 26 27  1  0
 27 28  1  0
 25 29  1  0
 29 30  1  0
 30 31  1  0
 24 32  1  0
 32 33  2  0
 14  8  1  0
 33 21  1  0
  1 34  1  0
  1 35  1  0
  1 36  1  0
  2 37  1  0
  2 38  1  0
  6 39  1  1
  7 40  1  0
  7 41  1  0
  9 42  1  0
 10 43  1  0
 13 44  1  0
 14 45  1  0
 15 46  1  0
 18 47  1  1
 19 48  1  0
 19 49  1  0
 20 50  1  0
 20 51  1  0
 22 52  1  0
 23 53  1  0
 26 54  1  0
 26 55  1  0
 27 56  1  0
 27 57  1  0
 29 58  1  0
 29 59  1  0
 30 60  1  0
 30 61  1  0
 32 62  1  0
 33 63  1  0
M  END

HEADER    PROTEIN                                 24-SEP-21   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   24-SEP-21         0                                  
HETATM    1  C   UNK     0       1.334  -4.263   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       0.564  -5.596   0.000  0.00  0.00           C+0
HETATM    3  O   UNK     0       1.334  -6.930   0.000  0.00  0.00           O+0
HETATM    4  C   UNK     0       0.564  -8.264   0.000  0.00  0.00           C+0
HETATM    5  O   UNK     0      -0.976  -8.264   0.000  0.00  0.00           O+0
HETATM    6  C   UNK     0       1.334  -9.597   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       0.564 -10.931   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      -0.976 -10.931   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      -1.746 -12.265   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      -3.286 -12.265   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      -4.056 -10.931   0.000  0.00  0.00           C+0
HETATM   12  F   UNK     0      -5.596 -10.931   0.000  0.00  0.00           F+0
HETATM   13  C   UNK     0      -3.286  -9.597   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      -1.746  -9.597   0.000  0.00  0.00           C+0
HETATM   15  N   UNK     0       2.874  -9.597   0.000  0.00  0.00           N+0
HETATM   16  C   UNK     0       3.644  -8.264   0.000  0.00  0.00           C+0
HETATM   17  O   UNK     0       2.874  -6.930   0.000  0.00  0.00           O+0
HETATM   18  C   UNK     0       5.184  -8.264   0.000  0.00  0.00           C+0
HETATM   19  N   UNK     0       5.954  -9.597   0.000  0.00  0.00           N+0
HETATM   20  C   UNK     0       5.954  -6.930   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0       7.494  -6.930   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0       8.264  -5.596   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0       9.804  -5.596   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0      10.574  -6.930   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0       9.804  -8.264   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0       8.264  -8.264   0.000  0.00  0.00           C+0
HETATM   27  N   UNK     0      12.114  -6.930   0.000  0.00  0.00           N+0
HETATM   28  C   UNK     0      12.884  -5.596   0.000  0.00  0.00           C+0
HETATM   29  C   UNK     0      14.424  -5.596   0.000  0.00  0.00           C+0
HETATM   30 Cl   UNK     0      15.194  -4.263   0.000  0.00  0.00          Cl+0
HETATM   31  C   UNK     0      12.884  -8.264   0.000  0.00  0.00           C+0
HETATM   32  C   UNK     0      14.424  -8.264   0.000  0.00  0.00           C+0
HETATM   33 Cl   UNK     0      15.194  -9.597   0.000  0.00  0.00          Cl+0
CONECT    1    2                                                            
CONECT    2    1    3                                                       
CONECT    3    2    4                                                       
CONECT    4    3    5    6                                                  
CONECT    5    4                                                            
CONECT    6    4    7   15                                                  
CONECT    7    6    8                                                       
CONECT    8    7    9   14                                                  
CONECT    9    8   10                                                       
CONECT   10    9   11                                                       
CONECT   11   10   12   13                                                  
CONECT   12   11                                                            
CONECT   13   11   14                                                       
CONECT   14   13    8                                                       
CONECT   15    6   16                                                       
CONECT   16   15   17   18                                                  
CONECT   17   16                                                            
CONECT   18   16   19   20                                                  
CONECT   19   18                                                            
CONECT   20   18   21                                                       
CONECT   21   20   22   26                                                  
CONECT   22   21   23                                                       
CONECT   23   22   24                                                       
CONECT   24   23   25   27                                                  
CONECT   25   24   26                                                       
CONECT   26   25   21                                                       
CONECT   27   24   28   31                                                  
CONECT   28   27   29                                                       
CONECT   29   28   30                                                       
CONECT   30   29                                                            
CONECT   31   27   32                                                       
CONECT   32   31   33                                                       
CONECT   33   32                                                            
MASTER        0    0    0    0    0    0    0    0   33    0   68    0
END

COMPND    HMDB0304840
HETATM    1  C1  UNL     1       7.473   0.664   1.094  1.00  0.00           C  
HETATM    2  C2  UNL     1       7.167  -0.617   1.837  1.00  0.00           C  
HETATM    3  O1  UNL     1       6.095  -1.341   1.313  1.00  0.00           O  
HETATM    4  C3  UNL     1       4.805  -0.892   1.173  1.00  0.00           C  
HETATM    5  O2  UNL     1       4.545   0.295   1.551  1.00  0.00           O  
HETATM    6  C4  UNL     1       3.754  -1.768   0.603  1.00  0.00           C  
HETATM    7  C5  UNL     1       4.142  -2.189  -0.782  1.00  0.00           C  
HETATM    8  C6  UNL     1       4.317  -1.093  -1.734  1.00  0.00           C  
HETATM    9  C7  UNL     1       3.224  -0.666  -2.479  1.00  0.00           C  
HETATM   10  C8  UNL     1       3.322   0.359  -3.394  1.00  0.00           C  
HETATM   11  C9  UNL     1       4.544   0.966  -3.563  1.00  0.00           C  
HETATM   12  F1  UNL     1       4.723   1.979  -4.444  1.00  0.00           F  
HETATM   13  C10 UNL     1       5.655   0.552  -2.826  1.00  0.00           C  
HETATM   14  C11 UNL     1       5.519  -0.486  -1.910  1.00  0.00           C  
HETATM   15  N1  UNL     1       2.475  -1.087   0.542  1.00  0.00           N  
HETATM   16  C12 UNL     1       1.368  -1.422   1.339  1.00  0.00           C  
HETATM   17  O3  UNL     1       1.354  -2.350   2.207  1.00  0.00           O  
HETATM   18  C13 UNL     1       0.103  -0.657   1.187  1.00  0.00           C  
HETATM   19  N2  UNL     1       0.141   0.274   0.101  1.00  0.00           N  
HETATM   20  C14 UNL     1      -1.033  -1.625   0.966  1.00  0.00           C  
HETATM   21  C15 UNL     1      -2.324  -0.916   0.803  1.00  0.00           C  
HETATM   22  C16 UNL     1      -3.042  -0.631   1.936  1.00  0.00           C  
HETATM   23  C17 UNL     1      -4.274   0.030   1.821  1.00  0.00           C  
HETATM   24  C18 UNL     1      -4.791   0.403   0.598  1.00  0.00           C  
HETATM   25  N3  UNL     1      -6.047   1.108   0.488  1.00  0.00           N  
HETATM   26  C19 UNL     1      -6.723   1.089  -0.777  1.00  0.00           C  
HETATM   27  C20 UNL     1      -6.735   2.347  -1.569  1.00  0.00           C  
HETATM   28 CL1  UNL     1      -7.523   3.726  -0.843  1.00  0.00          CL  
HETATM   29  C21 UNL     1      -6.586   1.831   1.601  1.00  0.00           C  
HETATM   30  C22 UNL     1      -7.863   1.101   2.053  1.00  0.00           C  
HETATM   31 CL2  UNL     1      -8.617   1.914   3.430  1.00  0.00          CL  
HETATM   32  C23 UNL     1      -4.042   0.100  -0.520  1.00  0.00           C  
HETATM   33  C24 UNL     1      -2.816  -0.555  -0.430  1.00  0.00           C  
HETATM   34  H1  UNL     1       6.551   1.153   0.733  1.00  0.00           H  
HETATM   35  H2  UNL     1       7.973   1.396   1.770  1.00  0.00           H  
HETATM   36  H3  UNL     1       8.101   0.473   0.208  1.00  0.00           H  
HETATM   37  H4  UNL     1       7.098  -0.451   2.936  1.00  0.00           H  
HETATM   38  H5  UNL     1       8.072  -1.284   1.711  1.00  0.00           H  
HETATM   39  H6  UNL     1       3.696  -2.646   1.274  1.00  0.00           H  
HETATM   40  H7  UNL     1       5.073  -2.795  -0.703  1.00  0.00           H  
HETATM   41  H8  UNL     1       3.321  -2.852  -1.154  1.00  0.00           H  
HETATM   42  H9  UNL     1       2.250  -1.124  -2.373  1.00  0.00           H  
HETATM   43  H10 UNL     1       2.487   0.699  -3.978  1.00  0.00           H  
HETATM   44  H11 UNL     1       6.618   1.010  -2.939  1.00  0.00           H  
HETATM   45  H12 UNL     1       6.379  -0.827  -1.330  1.00  0.00           H  
HETATM   46  H13 UNL     1       2.409  -0.317  -0.134  1.00  0.00           H  
HETATM   47  H14 UNL     1      -0.115  -0.066   2.110  1.00  0.00           H  
HETATM   48  H15 UNL     1      -0.078   1.245   0.303  1.00  0.00           H  
HETATM   49  H16 UNL     1      -0.007  -0.095  -0.836  1.00  0.00           H  
HETATM   50  H17 UNL     1      -0.779  -2.208   0.048  1.00  0.00           H  
HETATM   51  H18 UNL     1      -1.066  -2.331   1.840  1.00  0.00           H  
HETATM   52  H19 UNL     1      -2.719  -0.883   2.941  1.00  0.00           H  
HETATM   53  H20 UNL     1      -4.846   0.247   2.714  1.00  0.00           H  
HETATM   54  H21 UNL     1      -6.362   0.262  -1.459  1.00  0.00           H  
HETATM   55  H22 UNL     1      -7.814   0.795  -0.633  1.00  0.00           H  
HETATM   56  H23 UNL     1      -7.244   2.098  -2.553  1.00  0.00           H  
HETATM   57  H24 UNL     1      -5.691   2.634  -1.920  1.00  0.00           H  
HETATM   58  H25 UNL     1      -5.928   1.836   2.504  1.00  0.00           H  
HETATM   59  H26 UNL     1      -6.834   2.880   1.336  1.00  0.00           H  
HETATM   60  H27 UNL     1      -8.605   1.033   1.241  1.00  0.00           H  
HETATM   61  H28 UNL     1      -7.592   0.068   2.408  1.00  0.00           H  
HETATM   62  H29 UNL     1      -4.409   0.386  -1.516  1.00  0.00           H  
HETATM   63  H30 UNL     1      -2.248  -0.782  -1.340  1.00  0.00           H  
CONECT    1    2   34   35   36
CONECT    2    3   37   38
CONECT    3    4
CONECT    4    5    5    6
CONECT    6    7   15   39
CONECT    7    8   40   41
CONECT    8    9    9   14
CONECT    9   10   42
CONECT   10   11   11   43
CONECT   11   12   13
CONECT   13   14   14   44
CONECT   14   45
CONECT   15   16   46
CONECT   16   17   17   18
CONECT   18   19   20   47
CONECT   19   48   49
CONECT   20   21   50   51
CONECT   21   22   22   33
CONECT   22   23   52
CONECT   23   24   24   53
CONECT   24   25   32
CONECT   25   26   29
CONECT   26   27   54   55
CONECT   27   28   56   57
CONECT   29   30   58   59
CONECT   30   31   60   61
CONECT   32   33   33   62
CONECT   33   63
END

HMDB0304840
     RDKit          3D
Melphalan Flufenamide
 63 64  0  0  0  0  0  0  0  0999 V2000
    7.4727    0.6643    1.0938 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1670   -0.6169    1.8374 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0954   -1.3409    1.3128 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.8046   -0.8920    1.1732 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5452    0.2949    1.5506 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.7536   -1.7677    0.6030 C   0  0  2  0  0  0  0  0  0  0  0  0
    4.1420   -2.1888   -0.7820 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3172   -1.0932   -1.7339 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2239   -0.6655   -2.4789 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3216    0.3587   -3.3943 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5440    0.9658   -3.5629 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7228    1.9787   -4.4442 F   0  0  0  0  0  0  0  0  0  0  0  0
    5.6554    0.5523   -2.8258 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5191   -0.4863   -1.9104 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4746   -1.0874    0.5416 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.3685   -1.4221    1.3393 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3543   -2.3502    2.2074 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.1034   -0.6568    1.1867 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.1410    0.2742    0.1005 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0329   -1.6248    0.9658 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3243   -0.9162    0.8029 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0416   -0.6309    1.9360 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2739    0.0300    1.8205 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7913    0.4030    0.5978 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0466    1.1080    0.4884 N   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7231    1.0892   -0.7774 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7350    2.3467   -1.5691 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.5234    3.7256   -0.8435 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   -6.5863    1.8310    1.6012 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.8629    1.1012    2.0532 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.6172    1.9145    3.4305 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   -4.0422    0.0997   -0.5201 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8157   -0.5551   -0.4297 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5512    1.1530    0.7327 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.9728    1.3958    1.7703 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.1011    0.4735    0.2077 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.0983   -0.4514    2.9362 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.0723   -1.2835    1.7106 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6964   -2.6459    1.2740 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0725   -2.7950   -0.7025 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3210   -2.8516   -1.1538 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2495   -1.1245   -2.3727 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4871    0.6994   -3.9777 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.6181    1.0100   -2.9392 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.3795   -0.8267   -1.3295 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4090   -0.3171   -0.1345 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1151   -0.0657    2.1104 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0776    1.2449    0.3025 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0069   -0.0950   -0.8356 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7794   -2.2078    0.0484 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0665   -2.3308    1.8396 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7188   -0.8835    2.9414 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8459    0.2474    2.7140 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3619    0.2618   -1.4586 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.8144    0.7951   -0.6334 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.2444    2.0982   -2.5528 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6912    2.6341   -1.9196 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9279    1.8364    2.5040 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.8344    2.8804    1.3361 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.6054    1.0333    1.2409 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.5923    0.0677    2.4084 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4087    0.3863   -1.5155 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2479   -0.7815   -1.3400 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  4  5  2  0
  4  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  2  0
  9 10  1  0
 10 11  2  0
 11 12  1  0
 11 13  1  0
 13 14  2  0
  6 15  1  0
 15 16  1  0
 16 17  2  0
 16 18  1  0
 18 19  1  0
 18 20  1  0
 20 21  1  0
 21 22  2  0
 22 23  1  0
 23 24  2  0
 24 25  1  0
 25 26  1  0
 26 27  1  0
 27 28  1  0
 25 29  1  0
 29 30  1  0
 30 31  1  0
 24 32  1  0
 32 33  2  0
 14  8  1  0
 33 21  1  0
  1 34  1  0
  1 35  1  0
  1 36  1  0
  2 37  1  0
  2 38  1  0
  6 39  1  1
  7 40  1  0
  7 41  1  0
  9 42  1  0
 10 43  1  0
 13 44  1  0
 14 45  1  0
 15 46  1  0
 18 47  1  1
 19 48  1  0
 19 49  1  0
 20 50  1  0
 20 51  1  0
 22 52  1  0
 23 53  1  0
 26 54  1  0
 26 55  1  0
 27 56  1  0
 27 57  1  0
 29 58  1  0
 29 59  1  0
 30 60  1  0
 30 61  1  0
 32 62  1  0
 33 63  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
Melflufen	MeSH
Melphalan-flufenamide	MeSH

Chemical Formula

C₂₄H₃₀Cl₂FN₃O₃

Average Molecular Weight

498.42

Monoisotopic Molecular Weight

497.1648254

IUPAC Name

ethyl (2S)-2-[(2S)-2-amino-3-{4-[bis(2-chloroethyl)amino]phenyl}propanamido]-3-(4-fluorophenyl)propanoate

Traditional Name

ethyl (2S)-2-[(2S)-2-amino-3-{4-[bis(2-chloroethyl)amino]phenyl}propanamido]-3-(4-fluorophenyl)propanoate

CAS Registry Number

Not Available

SMILES

CCOC(=O)[C@H](CC1=CC=C(F)C=C1)NC(=O)[C@@H](N)CC1=CC=C(C=C1)N(CCCl)CCCl

InChI Identifier

InChI=1S/C24H30Cl2FN3O3/c1-2-33-24(32)22(16-18-3-7-19(27)8-4-18)29-23(31)21(28)15-17-5-9-20(10-6-17)30(13-11-25)14-12-26/h3-10,21-22H,2,11-16,28H2,1H3,(H,29,31)/t21-,22-/m0/s1

InChI Key

YQZNKYXGZSVEHI-VXKWHMMOSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as peptides. Peptides are compounds containing an amide derived from two or more amino carboxylic acid molecules (the same or different) by formation of a covalent bond from the carbonyl carbon of one to the nitrogen atom of another.

Kingdom

Organic compounds

Super Class

Organic acids and derivatives

Class

Carboxylic acids and derivatives

Sub Class

Amino acids, peptides, and analogues

Direct Parent

Peptides

Alternative Parents

Substituents

Alpha peptide
Phenylalanine or derivatives
Alpha-amino acid ester
N-acyl-alpha amino acid or derivatives
Alpha-amino acid amide
Alpha-amino acid or derivatives
Amphetamine or derivatives
Aniline or substituted anilines
Nitrogen mustard
Tertiary aliphatic/aromatic amine
Dialkylarylamine
Aralkylamine
Fatty acid ester
Halobenzene
Fluorobenzene
Benzenoid
Fatty acyl
Aryl fluoride
Aryl halide
Monocyclic benzene moiety
Fatty amide
Secondary carboxylic acid amide
Tertiary amine
Amino acid or derivatives
Carboxamide group
Carboxylic acid ester
Monocarboxylic acid or derivatives
Organic oxygen compound
Primary aliphatic amine
Alkyl chloride
Alkyl halide
Carbonyl group
Organohalogen compound
Organochloride
Organofluoride
Hydrocarbon derivative
Organonitrogen compound
Amine
Organic oxide
Organooxygen compound
Primary amine
Organic nitrogen compound
Aromatic homomonocyclic compound

Molecular Framework

Aromatic homomonocyclic compounds

External Descriptors

Not Available

Ontology

Not Available

Not Available

Not Available

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	4.03	ALOGPS
logP	4.28	ChemAxon
logS	-5.4	ALOGPS
pKa (Strongest Acidic)	12.11	ChemAxon
pKa (Strongest Basic)	8.07	ChemAxon
Physiological Charge	1	ChemAxon
Hydrogen Acceptor Count	4	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	84.66 Å²	ChemAxon
Rotatable Bond Count	14	ChemAxon
Refractivity	129.88 m³·mol⁻¹	ChemAxon
Polarizability	51.78 Å³	ChemAxon
Number of Rings	2	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	No	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
AllCCS	[M+H]+	213.836	32859911
AllCCS	[M+H-H2O]+	212.115	32859911
AllCCS	[M+Na]+	215.846	32859911
AllCCS	[M+NH4]+	215.402	32859911
AllCCS	[M-H]-	207.734	32859911
AllCCS	[M+Na-2H]-	208.917	32859911
AllCCS	[M+HCOO]-	210.364	32859911
DeepCCS	[M+H]+	219.284	30932474
DeepCCS	[M-H]-	216.889	30932474
DeepCCS	[M-2H]-	249.773	30932474
DeepCCS	[M+Na]+	225.197	30932474

Predicted Kovats Retention Indices

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
Melphalan Flufenamide,1TMS,isomer #1	CCOC(=O)[C@H](CC1=CC=C(F)C=C1)NC(=O)[C@H](CC1=CC=C(N(CCCl)CCCl)C=C1)N[Si](C)(C)C	3728.3	Semi standard non polar	33892256
Melphalan Flufenamide,1TMS,isomer #1	CCOC(=O)[C@H](CC1=CC=C(F)C=C1)NC(=O)[C@H](CC1=CC=C(N(CCCl)CCCl)C=C1)N[Si](C)(C)C	3209.6	Standard non polar	33892256
Melphalan Flufenamide,1TMS,isomer #1	CCOC(=O)[C@H](CC1=CC=C(F)C=C1)NC(=O)[C@H](CC1=CC=C(N(CCCl)CCCl)C=C1)N[Si](C)(C)C	4779.5	Standard polar	33892256
Melphalan Flufenamide,1TMS,isomer #2	CCOC(=O)[C@H](CC1=CC=C(F)C=C1)N(C(=O)[C@@H](N)CC1=CC=C(N(CCCl)CCCl)C=C1)[Si](C)(C)C	3655.2	Semi standard non polar	33892256
Melphalan Flufenamide,1TMS,isomer #2	CCOC(=O)[C@H](CC1=CC=C(F)C=C1)N(C(=O)[C@@H](N)CC1=CC=C(N(CCCl)CCCl)C=C1)[Si](C)(C)C	3163.6	Standard non polar	33892256
Melphalan Flufenamide,1TMS,isomer #2	CCOC(=O)[C@H](CC1=CC=C(F)C=C1)N(C(=O)[C@@H](N)CC1=CC=C(N(CCCl)CCCl)C=C1)[Si](C)(C)C	5073.9	Standard polar	33892256
Melphalan Flufenamide,2TMS,isomer #1	CCOC(=O)[C@H](CC1=CC=C(F)C=C1)N(C(=O)[C@H](CC1=CC=C(N(CCCl)CCCl)C=C1)N[Si](C)(C)C)[Si](C)(C)C	3662.9	Semi standard non polar	33892256
Melphalan Flufenamide,2TMS,isomer #1	CCOC(=O)[C@H](CC1=CC=C(F)C=C1)N(C(=O)[C@H](CC1=CC=C(N(CCCl)CCCl)C=C1)N[Si](C)(C)C)[Si](C)(C)C	3237.1	Standard non polar	33892256
Melphalan Flufenamide,2TMS,isomer #1	CCOC(=O)[C@H](CC1=CC=C(F)C=C1)N(C(=O)[C@H](CC1=CC=C(N(CCCl)CCCl)C=C1)N[Si](C)(C)C)[Si](C)(C)C	4357.6	Standard polar	33892256
Melphalan Flufenamide,2TMS,isomer #2	CCOC(=O)[C@H](CC1=CC=C(F)C=C1)NC(=O)[C@H](CC1=CC=C(N(CCCl)CCCl)C=C1)N([Si](C)(C)C)[Si](C)(C)C	3822.7	Semi standard non polar	33892256
Melphalan Flufenamide,2TMS,isomer #2	CCOC(=O)[C@H](CC1=CC=C(F)C=C1)NC(=O)[C@H](CC1=CC=C(N(CCCl)CCCl)C=C1)N([Si](C)(C)C)[Si](C)(C)C	3305.0	Standard non polar	33892256
Melphalan Flufenamide,2TMS,isomer #2	CCOC(=O)[C@H](CC1=CC=C(F)C=C1)NC(=O)[C@H](CC1=CC=C(N(CCCl)CCCl)C=C1)N([Si](C)(C)C)[Si](C)(C)C	4452.3	Standard polar	33892256
Melphalan Flufenamide,3TMS,isomer #1	CCOC(=O)[C@H](CC1=CC=C(F)C=C1)N(C(=O)[C@H](CC1=CC=C(N(CCCl)CCCl)C=C1)N([Si](C)(C)C)[Si](C)(C)C)[Si](C)(C)C	3791.1	Semi standard non polar	33892256
Melphalan Flufenamide,3TMS,isomer #1	CCOC(=O)[C@H](CC1=CC=C(F)C=C1)N(C(=O)[C@H](CC1=CC=C(N(CCCl)CCCl)C=C1)N([Si](C)(C)C)[Si](C)(C)C)[Si](C)(C)C	3336.0	Standard non polar	33892256
Melphalan Flufenamide,3TMS,isomer #1	CCOC(=O)[C@H](CC1=CC=C(F)C=C1)N(C(=O)[C@H](CC1=CC=C(N(CCCl)CCCl)C=C1)N([Si](C)(C)C)[Si](C)(C)C)[Si](C)(C)C	4116.4	Standard polar	33892256
Melphalan Flufenamide,1TBDMS,isomer #1	CCOC(=O)[C@H](CC1=CC=C(F)C=C1)NC(=O)[C@H](CC1=CC=C(N(CCCl)CCCl)C=C1)N[Si](C)(C)C(C)(C)C	3936.1	Semi standard non polar	33892256
Melphalan Flufenamide,1TBDMS,isomer #1	CCOC(=O)[C@H](CC1=CC=C(F)C=C1)NC(=O)[C@H](CC1=CC=C(N(CCCl)CCCl)C=C1)N[Si](C)(C)C(C)(C)C	3417.4	Standard non polar	33892256
Melphalan Flufenamide,1TBDMS,isomer #1	CCOC(=O)[C@H](CC1=CC=C(F)C=C1)NC(=O)[C@H](CC1=CC=C(N(CCCl)CCCl)C=C1)N[Si](C)(C)C(C)(C)C	4742.0	Standard polar	33892256
Melphalan Flufenamide,1TBDMS,isomer #2	CCOC(=O)[C@H](CC1=CC=C(F)C=C1)N(C(=O)[C@@H](N)CC1=CC=C(N(CCCl)CCCl)C=C1)[Si](C)(C)C(C)(C)C	3895.0	Semi standard non polar	33892256
Melphalan Flufenamide,1TBDMS,isomer #2	CCOC(=O)[C@H](CC1=CC=C(F)C=C1)N(C(=O)[C@@H](N)CC1=CC=C(N(CCCl)CCCl)C=C1)[Si](C)(C)C(C)(C)C	3363.1	Standard non polar	33892256
Melphalan Flufenamide,1TBDMS,isomer #2	CCOC(=O)[C@H](CC1=CC=C(F)C=C1)N(C(=O)[C@@H](N)CC1=CC=C(N(CCCl)CCCl)C=C1)[Si](C)(C)C(C)(C)C	5011.4	Standard polar	33892256
Melphalan Flufenamide,2TBDMS,isomer #1	CCOC(=O)[C@H](CC1=CC=C(F)C=C1)N(C(=O)[C@H](CC1=CC=C(N(CCCl)CCCl)C=C1)N[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	4093.8	Semi standard non polar	33892256
Melphalan Flufenamide,2TBDMS,isomer #1	CCOC(=O)[C@H](CC1=CC=C(F)C=C1)N(C(=O)[C@H](CC1=CC=C(N(CCCl)CCCl)C=C1)N[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	3590.8	Standard non polar	33892256
Melphalan Flufenamide,2TBDMS,isomer #1	CCOC(=O)[C@H](CC1=CC=C(F)C=C1)N(C(=O)[C@H](CC1=CC=C(N(CCCl)CCCl)C=C1)N[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	4412.9	Standard polar	33892256
Melphalan Flufenamide,2TBDMS,isomer #2	CCOC(=O)[C@H](CC1=CC=C(F)C=C1)NC(=O)[C@H](CC1=CC=C(N(CCCl)CCCl)C=C1)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	4249.7	Semi standard non polar	33892256
Melphalan Flufenamide,2TBDMS,isomer #2	CCOC(=O)[C@H](CC1=CC=C(F)C=C1)NC(=O)[C@H](CC1=CC=C(N(CCCl)CCCl)C=C1)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	3620.0	Standard non polar	33892256
Melphalan Flufenamide,2TBDMS,isomer #2	CCOC(=O)[C@H](CC1=CC=C(F)C=C1)NC(=O)[C@H](CC1=CC=C(N(CCCl)CCCl)C=C1)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	4427.6	Standard polar	33892256
Melphalan Flufenamide,3TBDMS,isomer #1	CCOC(=O)[C@H](CC1=CC=C(F)C=C1)N(C(=O)[C@H](CC1=CC=C(N(CCCl)CCCl)C=C1)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	4418.2	Semi standard non polar	33892256
Melphalan Flufenamide,3TBDMS,isomer #1	CCOC(=O)[C@H](CC1=CC=C(F)C=C1)N(C(=O)[C@H](CC1=CC=C(N(CCCl)CCCl)C=C1)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	3805.2	Standard non polar	33892256
Melphalan Flufenamide,3TBDMS,isomer #1	CCOC(=O)[C@H](CC1=CC=C(F)C=C1)N(C(=O)[C@H](CC1=CC=C(N(CCCl)CCCl)C=C1)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	4202.8	Standard polar	33892256

Spectra

MS/MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Melphalan Flufenamide 10V, Positive-QTOF	splash10-0002-0010900000-8800d8e5ca72166da378	2021-10-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Melphalan Flufenamide 20V, Positive-QTOF	splash10-0a4r-0490800000-d0e07fad72350bbb3ece	2021-10-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Melphalan Flufenamide 40V, Positive-QTOF	splash10-05p7-0790000000-9f1d5578b64b82b3c437	2021-10-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Melphalan Flufenamide 10V, Negative-QTOF	splash10-000t-5000900000-5d709a62df4013376535	2021-10-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Melphalan Flufenamide 20V, Negative-QTOF	splash10-001i-9101400000-7903347d325f0f05c771	2021-10-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Melphalan Flufenamide 40V, Negative-QTOF	splash10-001i-9502000000-b4521820f9c77866ee6c	2021-10-22	Wishart Lab	View Spectrum

Biological Properties

Cellular Locations

Not Available

Biospecimen Locations

Not Available

Tissue Locations

Not Available

Pathways

Not Available

Name	SMPDB/PathBank	KEGG

Normal Concentrations

Not Available

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

8111267

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

9935639

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

Not Available

Showing metabocard for Melphalan Flufenamide (HMDB0304840)

MOL for HMDB0304840 (Melphalan Flufenamide)

3D MOL for HMDB0304840 (Melphalan Flufenamide)

3D SDF for HMDB0304840 (Melphalan Flufenamide)

3D-SDF for HMDB0304840 (Melphalan Flufenamide)

PDB for HMDB0304840 (Melphalan Flufenamide)

3D PDB for HMDB0304840 (Melphalan Flufenamide)

SMILES for HMDB0304840 (Melphalan Flufenamide)

INCHI for HMDB0304840 (Melphalan Flufenamide)

Structure for HMDB0304840 (Melphalan Flufenamide)

3D Structure for HMDB0304840 (Melphalan Flufenamide)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Derivatized

MS/MS Spectra