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Also known as: 1456699-27-6, Mifomelatide [inn], Zch45rv64x, (3s,11s,14s,17s,20r,23s)-3-[[(2s)-2-acetamidohexanoyl]amino]-n-[(2r)-1-[(2r)-2-carbamoylpyrrolidin-1-yl]-3-methyl-1-oxobutan-2-yl]-17-[3-(diaminomethylideneamino)propyl]-14-(1h-indol-3-ylmethyl)-20-(naphthalen-2-ylmethyl)-2,5,13,16,19,22-hexaoxo-1,6,12,15,18,21-hexazabicyclo[21.3.0]hexacosane-11-carboxamide, D-prolinamide, n-acetyl-l-norleucyl-l-alpha-aspartyl-l-prolyl-3-(2-naphthalenyl)-d-alanyl-l-arginyl-l-tryptophyl-l-lysyl-d-valyl-, (2-->7)-lactam

Molecular Formula

C₆₃H₈₇N₁₅O₁₁

Molecular Weight

1230.5 g/mol

InChI Key

MBDALAXLRYJVAO-AXWWBJHISA-N

FDA UNII

ZCH45RV64X

1 2D Structure

Mifomelatide

2 Identification

2.1 Computed Descriptors

2.1.1 IUPAC Name

(3S,11S,14S,17S,20R,23S)-3-[[(2S)-2-acetamidohexanoyl]amino]-N-[(2R)-1-[(2R)-2-carbamoylpyrrolidin-1-yl]-3-methyl-1-oxobutan-2-yl]-17-[3-(diaminomethylideneamino)propyl]-14-(1H-indol-3-ylmethyl)-20-(naphthalen-2-ylmethyl)-2,5,13,16,19,22-hexaoxo-1,6,12,15,18,21-hexazabicyclo[21.3.0]hexacosane-11-carboxamide

2.1.2 InChI

InChI=1S/C63H87N15O11/c1-5-6-19-44(70-37(4)79)55(82)75-49-34-52(80)67-27-12-11-21-45(57(84)76-53(36(2)3)62(89)77-29-14-23-50(77)54(64)81)71-59(86)48(33-41-35-69-43-20-10-9-18-42(41)43)73-56(83)46(22-13-28-68-63(65)66)72-58(85)47(74-60(87)51-24-15-30-78(51)61(49)88)32-38-25-26-39-16-7-8-17-40(39)31-38/h7-10,16-18,20,25-26,31,35-36,44-51,53,69H,5-6,11-15,19,21-24,27-30,32-34H2,1-4H3,(H2,64,81)(H,67,80)(H,70,79)(H,71,86)(H,72,85)(H,73,83)(H,74,87)(H,75,82)(H,76,84)(H4,65,66,68)/t44-,45-,46-,47+,48-,49-,50+,51-,53+/m0/s1

2.1.3 InChI Key

MBDALAXLRYJVAO-AXWWBJHISA-N

2.2 Other Identifiers

2.2.1 UNII

ZCH45RV64X

2.3 Synonyms

2.3.1 Depositor-Supplied Synonyms

1. 1456699-27-6

2. Mifomelatide [inn]

3. Zch45rv64x

4. (3s,11s,14s,17s,20r,23s)-3-[[(2s)-2-acetamidohexanoyl]amino]-n-[(2r)-1-[(2r)-2-carbamoylpyrrolidin-1-yl]-3-methyl-1-oxobutan-2-yl]-17-[3-(diaminomethylideneamino)propyl]-14-(1h-indol-3-ylmethyl)-20-(naphthalen-2-ylmethyl)-2,5,13,16,19,22-hexaoxo-1,6,12,15,18,21-hexazabicyclo[21.3.0]hexacosane-11-carboxamide

5. D-prolinamide, N-acetyl-l-norleucyl-l-alpha-aspartyl-l-prolyl-3-(2-naphthalenyl)-d-alanyl-l-arginyl-l-tryptophyl-l-lysyl-d-valyl-, (2-->7)-lactam

2.4 Create Date

2024-05-22

3 Chemical and Physical Properties

Molecular Formula	C₆₃H₈₇N₁₅O₁₁
Molecular Weight	1230.5 g/mol
XLogP3	2.6
Hydrogen Bond Donor Count	12
Hydrogen Bond Acceptor Count	12
Rotatable Bond Count	19
Exact Mass	Da
Monoisotopic Mass	Da
Topological Polar Surface Area	397
Heavy Atom Count	89
Formal Charge	0
Complexity	2530
Isotope Atom Count	0
Defined Atom Stereocenter Count	9
Undefined Atom Stereocenter Count	0
Defined Bond Stereocenter Count	0
Undefined Bond Stereocenter Count	0
Covalently Bonded Unit Count	1