
IUPAC name
(2S)-2-amino-3-{4-[bis(2-chloroethyl)amino]phenyl}propanoic acid
SMILES
N[C@@H](CC1=CC=C(C=C1)N(CCCl)CCCl)C(O)=O
Compound class
Antineoplastic Agents; Immunosuppressive Agents; Antineoplastic Agents, Alkylating; Alkylating Agents; Myeloablative Agonists; Antineoplastic and Immunomodulating Agents; Nitrogen Mustard Analogues;
Therapeutic area
For the palliative treatment of multiple myeloma and for the palliation of non-resectable epithelial carcinoma of the ovary. Has also been used alone or as part of various chemotherapeutic regimens as an adjunct to surgery in the treatment of breast cancer, alone or in combination regimens for palliative treatment of locally recurrent or unresectable in-transit metastatic melanoma of the extremities, as well as for the treatment of amyloidosis with prednisone.
Common name
Melphalan
IUPAC name
(2S)-2-amino-3-{4-[bis(2-chloroethyl)amino]phenyl}propanoic acid
SMILES
N[C@@H](CC1=CC=C(C=C1)N(CCCl)CCCl)C(O)=O
INCHI
InChI=1S/C13H18Cl2N2O2/c14-5-7-17(8-6-15)11-3-1-10(2-4-11)9-12(16)13(18)19/h1-4,12H,5-9,16H2,(H,18,19)/t12-/m0/s1
FORMULA
C13H18Cl2N2O2

Common name
Melphalan
IUPAC name
(2S)-2-amino-3-{4-[bis(2-chloroethyl)amino]phenyl}propanoic acid
Molecular weight
305.200
clogP
2.361
clogS
-3.434
HBond Acceptor
3
HBond Donor
3
Total Polar Surface Area
66.56
Number of Rings
1
Rotatable Bond
8
Drug ID | Common name | Structure CAS | SMILE | Frequency |
---|---|---|---|---|
FDBF00005 | benzene |
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c1ccccc1 | 0.2824 |
FDBF00046 | aniline |
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Nc1ccccc1 | 0.0247 |
FDBF00640 | 2-chloroethanamine |
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C(N)CCl | 0.0031 |
FDBF00641 | 4-methylaniline |
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Cc1ccc(cc1)N | 0.0024 |
FDBF00642 | N,N-dimethylaniline |
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CN(C)c1ccccc1 | 0.0045 |
FDBF00643 | N-(2-chloroethyl)aniline |
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C(Nc1ccccc1)CCl | 0.0007 |
FDBF00646 | 2-chloro-N-methyl-ethanamine |
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C(NC)CCl | 0.0031 |
FDBF00647 | N,N,4-trimethylaniline |
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CN(C)c1ccc(cc1)C | 0.0014 |
FDBF00649 | N-(2-chloroethyl)-4-methyl-aniline |
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C(Nc1ccc(cc1)C)CCl | 0.0007 |
FDBF00652 | N-(2-chloroethyl)-N,4-dimethyl-aniline |
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C(N(C)c1ccc(cc1)C)CCl | 0.0007 |