Responsive image

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

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

Responsive image

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 Responsive image c1ccccc1 0.2824
FDBF00046 aniline Responsive image Nc1ccccc1 0.0247
FDBF00640 2-chloroethanamine Responsive image C(N)CCl 0.0031
FDBF00641 4-methylaniline Responsive image Cc1ccc(cc1)N 0.0024
FDBF00642 N,N-dimethylaniline Responsive image CN(C)c1ccccc1 0.0045
FDBF00643 N-(2-chloroethyl)aniline Responsive image C(Nc1ccccc1)CCl 0.0007
FDBF00646 2-chloro-N-methyl-ethanamine Responsive image C(NC)CCl 0.0031
FDBF00647 N,N,4-trimethylaniline Responsive image CN(C)c1ccc(cc1)C 0.0014
FDBF00649 N-(2-chloroethyl)-4-methyl-aniline Responsive image C(Nc1ccc(cc1)C)CCl 0.0007
FDBF00652 N-(2-chloroethyl)-N,4-dimethyl-aniline Responsive image C(N(C)c1ccc(cc1)C)CCl 0.0007
16 , 2