U.S. Department of Health & Human Services Divider Arrow National Institutes of Health Divider Arrow NCATS

Details

Stereochemistry ABSOLUTE
Molecular Formula C49H76N6O11
Molecular Weight 925.1613
Optical Activity UNSPECIFIED
Defined Stereocenters 9 / 9
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of MAFODOTIN

SMILES

[H][C@]1(CCCN1C(=O)C[C@@H](OC)[C@H]([C@@H](C)CC)N(C)C(=O)[C@@H](NC(=O)[C@H](C(C)C)N(C)C(=O)CCCCCN2C(=O)C=CC2=O)C(C)C)[C@H](OC)[C@@H](C)C(=O)N[C@@H](CC3=CC=CC=C3)C(O)=O

InChI

InChIKey=ORFNVPGICPYLJV-YTVPMEHESA-N
InChI=1S/C49H76N6O11/c1-12-32(6)44(37(65-10)29-41(59)54-27-19-22-36(54)45(66-11)33(7)46(60)50-35(49(63)64)28-34-20-15-13-16-21-34)53(9)48(62)42(30(2)3)51-47(61)43(31(4)5)52(8)38(56)23-17-14-18-26-55-39(57)24-25-40(55)58/h13,15-16,20-21,24-25,30-33,35-37,42-45H,12,14,17-19,22-23,26-29H2,1-11H3,(H,50,60)(H,51,61)(H,63,64)/t32-,33+,35-,36-,37+,42-,43-,44-,45+/m0/s1

HIDE SMILES / InChI

Molecular Formula C49H76N6O11
Molecular Weight 925.1613
Charge 0
Count
Stereochemistry ABSOLUTE
Additional Stereochemistry No
Defined Stereocenters 9 / 9
E/Z Centers 0
Optical Activity UNSPECIFIED

Mafodotin (mc-MMAF) is a hydrophilic non-cleavable antimicrotubule and antimitotic agent, monomethyl auristatin F (MMAF) derivative, having a maleimidocaproyl linker (mc linker), which is ready to conjugate to an antibody or other proteins or biopolymers. Antibody-drug conjugates having mafodotin such as Depatuxizumab mafodotin and Belantamab mafodotin have undergone clinical trials for the treatment of neoplasms.

Approval Year

PubMed

PubMed

TitleDatePubMed
Patents
Substance Class Chemical
Created
by admin
on Sat Dec 16 01:30:33 GMT 2023
Edited
by admin
on Sat Dec 16 01:30:33 GMT 2023
Record UNII
O19V2N6W9T
Record Status Validated (UNII)
Record Version
  • Download
Name Type Language
MAFODOTIN
USAN  
USAN  
Official Name English
N-((2R,3R)-3-((2S)-1-((3R,4S,5S)-4-((N-(6-(2,5-DIOXO-2,5-DIHYDRO-1H-PYRROL-1- YL)HEXANOYL)-N-METHYL-L-VALYL-L-VALYL(METHYLAMINO)-3-METHOXY-5- METHYLHEPTANOYL)PYRROLIDIN-2-YL)-3-METHOXY-2-METHYLPROPANOYL)-L-PHENYLALANINE
Common Name English
MC-MMAF
Code English
SGD-1269
Code English
MCMMAF
Code English
MAFODOTIN [USAN]
Common Name English
MCMMA-F
Code English
L-PHENYLALANINE, N-(6-(2,5-DIHYDRO-2,5-DIOXO-1H-PYRROL-1-YL)-1-OXOHEXYL)-N-METHYL-L-VALYL-L-VALYL-(3R,4S,5S)-3-METHOXY-5-METHYL-4-(METHYLAMINO)HEPTANOYL-(.ALPHA.R,.BETA.R,2S)-.BETA.-METHOXY-.ALPHA.-METHYL-2-PYRROLIDINEPROPANOYL-
Common Name English
Code System Code Type Description
FDA UNII
O19V2N6W9T
Created by admin on Sat Dec 16 01:30:33 GMT 2023 , Edited by admin on Sat Dec 16 01:30:33 GMT 2023
PRIMARY
EPA CompTox
DTXSID90235521
Created by admin on Sat Dec 16 01:30:33 GMT 2023 , Edited by admin on Sat Dec 16 01:30:33 GMT 2023
PRIMARY
CAS
863971-19-1
Created by admin on Sat Dec 16 01:30:33 GMT 2023 , Edited by admin on Sat Dec 16 01:30:33 GMT 2023
PRIMARY
USAN
YY-55
Created by admin on Sat Dec 16 01:30:33 GMT 2023 , Edited by admin on Sat Dec 16 01:30:33 GMT 2023
PRIMARY
SMS_ID
300000011361
Created by admin on Sat Dec 16 01:30:33 GMT 2023 , Edited by admin on Sat Dec 16 01:30:33 GMT 2023
PRIMARY
PUBCHEM
56949327
Created by admin on Sat Dec 16 01:30:33 GMT 2023 , Edited by admin on Sat Dec 16 01:30:33 GMT 2023
PRIMARY
ChEMBL
CHEMBL2107813
Created by admin on Sat Dec 16 01:30:33 GMT 2023 , Edited by admin on Sat Dec 16 01:30:33 GMT 2023
PRIMARY
NCI_THESAURUS
C174776
Created by admin on Sat Dec 16 01:30:33 GMT 2023 , Edited by admin on Sat Dec 16 01:30:33 GMT 2023
PRIMARY
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