Metabolite Monomethyl Auristatin E (MMAE)

Name

Monomethyl Auristatin E (MMAE)

Description

Not Available

Structure

Similar Structures

Synonyms

Not Available

UNII

Not Available

CAS number

Not Available

Weight

Average: 717.993
Monoisotopic: 717.504049517

Chemical Formula

C₃₉H₆₇N₅O₇

InChI Key

DASWEROEPLKSEI-AWNAIHLBSA-N

InChI

InChI=1S/C39H67N5O7/c1-13-25(6)34(43(10)39(49)33(24(4)5)42-38(48)32(40-9)23(2)3)30(50-11)22-31(45)44-21-17-20-29(44)36(51-12)26(7)37(47)41-27(8)35(46)28-18-15-14-16-19-28/h14-16,18-19,23-27,29-30,32-36,40,46H,13,17,20-22H2,1-12H3,(H,41,47)(H,42,48)/t25-,26+,27+,29-,30+,32-,33-,34?,35+,36+/m0/s1

IUPAC Name

(2S)-N-[(3R,5S)-1-[(2S)-2-[(1R,2R)-2-{[(1S,2R)-1-hydroxy-1-phenylpropan-2-yl]carbamoyl}-1-methoxy-2-methylethyl]pyrrolidin-1-yl]-3-methoxy-5-methyl-1-oxoheptan-4-yl]-N,3-dimethyl-2-[(2S)-3-methyl-2-(methylamino)butanamido]butanamide

SMILES

[H][C@]1(CCCN1C(=O)C[C@@H](OC)C([C@@H](C)CC)N(C)C(=O)[C@@H](NC(=O)[C@@H](NC)C(C)C)C(C)C)[C@H](OC)[C@@H](C)C(=O)N[C@H](C)[C@@H](O)C1=CC=CC=C1

Reactions

Brentuximab vedotin

Monomethyl Auristatin E (MMAE)

Spectra

Spectrum	Spectrum Type	Splash Key
Predicted MS/MS Spectrum - 10V, Positive (Annotated)	Predicted LC-MS/MS	splash10-0wmi-0333221900-0030a6931947a964d106
Predicted MS/MS Spectrum - 10V, Negative (Annotated)	Predicted LC-MS/MS	splash10-02t9-0128902600-b42b04d4fddcde9eb49b
Predicted MS/MS Spectrum - 20V, Negative (Annotated)	Predicted LC-MS/MS	splash10-01ta-0914023100-b8249609dfd56cf4fe5d
Predicted MS/MS Spectrum - 20V, Positive (Annotated)	Predicted LC-MS/MS	splash10-052r-2834890000-ccb586ab5e08f4ee8bc2
Predicted MS/MS Spectrum - 40V, Positive (Annotated)	Predicted LC-MS/MS	splash10-0fvu-6917311200-2138422baaa40aabcc28
Predicted MS/MS Spectrum - 40V, Negative (Annotated)	Predicted LC-MS/MS	splash10-0h01-1419213200-e0993c382efebefc9e97

Chromatographic Properties

Collision Cross Sections (CCS)

Adduct	CCS Value (Å²)	Source type	Source
[M-H]-	259.40848	predicted	DeepCCS 1.0 (2019)
[M+H]+	261.3039	predicted	DeepCCS 1.0 (2019)
[M+Na]+	267.3325	predicted	DeepCCS 1.0 (2019)

External Links

ChemSpider: 30790975

Predicted Properties

Property	Value	Source
Water Solubility	0.0175 mg/mL	ALOGPS
logP	3.44	ALOGPS
logP	3.51	Chemaxon
logS	-4.6	ALOGPS
pKa (Strongest Acidic)	12.65	Chemaxon
pKa (Strongest Basic)	8.9	Chemaxon
Physiological Charge	1	Chemaxon
Hydrogen Acceptor Count	8	Chemaxon
Hydrogen Donor Count	4	Chemaxon
Polar Surface Area	149.54 Å²	Chemaxon
Rotatable Bond Count	20	Chemaxon
Refractivity	198.3 m³·mol^-1	Chemaxon
Polarizability	79.82 Å³	Chemaxon
Number of Rings	2	Chemaxon
Bioavailability	0	Chemaxon
Rule of Five	No	Chemaxon
Ghose Filter	No	Chemaxon
Veber's Rule	No	Chemaxon
MDDR-like Rule	No	Chemaxon

Metabolite Monomethyl Auristatin E (MMAE)

Structure for Monomethyl Auristatin E (MMAE)

Collision Cross Sections (CCS)