(2S)-2-[(2S)-2-[(2S)-2-amino-5-carbamimidamidopentanamido]-5-carbamimidamidopentanamido]-N-({[(1S)-1-{[(1S)-1-{[(1S,2S)-1-{[(1S)-1-{[(1S,2S)-1-{[(1S)-1-{[(1S,2R)-1-{[(1S,2R)-1-{[(1S)-1-{[(1S)-4-carbamimidamido-1-{[(1S)-4-carbamimidamido-1-carbamoylbutyl]carbamoyl}butyl]carbamoyl}-5-[(2,4-dinitrophenyl)amino]pentyl]carbamoyl}-2-methylbutyl]carbamoyl}-2-methylbutyl]carbamoyl}-2-methylpropyl]carbamoyl}-2-hydroxypropyl]carbamoyl}ethyl]carbamoyl}-2-methylbutyl]carbamoyl}-2-methylpropyl]carbamoyl}-2-methylpropyl]carbamoyl}methyl)-6-[2-(4-methoxy-2-oxo-2H-chromen-8-yl)acetamido]hexanamide

• ChemBase ID: 106463
• Molecular Formular: C96H160N32O24
• Molecular Mass: 2146.4976
• Monoisotopic Mass: 2145.22832416
• SMILES: CC[C@H](C)[C@H](NC(=O)[C@@H](NC(=O)[C@@H](NC(=O)CNC(=O)[C@H](CCCCNC(=O)Cc1cccc2c1oc(=O)cc2OC)NC(=O)[C@H](CCCNC(=N)N)NC(=O)[C@@H](N)CCCNC(=N)N)C(C)C)C(C)C)C(=O)N[C@@H](C)C(=O)N[C@@H]([C@H](C)O)C(=O)N[C@@H](C(C)C)C(=O)N[C@@H]([C@H](C)CC)C(=O)N[C@@H]([C@H](C)CC)C(=O)N[C@@H](CCCCNc1ccc(cc1[N+](=O)[O-])[N+](=O)[O-])C(=O)N[C@@H](CCCNC(=N)N)C(=O)N[C@@H](CCCNC(=N)N)C(=O)N
• Canonical SMILES: CC[C@@H]([C@@H](C(=O)N[C@H](C(=O)N[C@H](C(=O)N[C@H](C(=O)N[C@H](C(=O)N[C@H](C(=O)N[C@H](C(=O)N[C@H](C(=O)N[C@H](C(=O)N)CCCNC(=N)N)CCCNC(=N)N)CCCCNc1ccc(cc1[N+](=O)[O-])[N+](=O)[O-])[C@@H](CC)C)[C@@H](CC)C)C(C)C)[C@@H](O)C)C)NC(=O)[C@H](C(C)C)NC(=O)[C@H](C(C)C)NC(=O)CNC(=O)[C@@H](NC(=O)[C@@H](NC(=O)[C@H](CCCNC(=N)N)N)CCCNC(=N)N)CCCCNC(=O)Cc1cccc2c1oc(=O)cc2OC)C
• InChI: InChI=1S/C96H160N32O24/c1-16-51(10)74(123-87(141)72(49(6)7)121-86(140)71(48(4)5)120-69(131)47-113-82(136)62(31-20-22-39-108-68(130)44-56-28-23-29-58-67(151-15)46-70(132)152-78(56)58)117-85(139)64(34-26-42-111-95(103)104)116-81(135)59(97)30-24-40-109-93(99)100)89(143)114-54(13)80(134)126-77(55(14)129)92(146)122-73(50(8)9)88(142)124-76(53(12)18-3)91(145)125-75(52(11)17-2)90(144)119-63(32-19-21-38-107-60-37-36-57(127(147)148)45-66(60)128(149)150)84(138)118-65(35-27-43-112-96(105)106)83(137)115-61(79(98)133)33-25-41-110-94(101)102/h23,28-29,36-37,45-46,48-55,59,61-65,71-77,107,129H,16-22,24-27,30-35,38-44,47,97H2,1-15H3,(H2,98,133)(H,108,130)(H,113,136)(H,114,143)(H,115,137)(H,116,135)(H,117,139)(H,118,138)(H,119,144)(H,120,131)(H,121,140)(H,122,146)(H,123,141)(H,124,142)(H,125,145)(H,126,134)(H4,99,100,109)(H4,101,102,110)(H4,103,104,111)(H4,105,106,112)/t51-,52+,53+,54-,55-,59-,61-,62-,63-,64-,65-,71-,72-,73-,74-,75-,76-,77-/m0/s1
• InChIKey: WDHOIFBEIZEJFQ-JPTVNAOISA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2S)-2-[(2S)-2-[(2S)-2-amino-5-carbamimidamidopentanamido]-5-carbamimidamidopentanamido]-N-({[(1S)-1-{[(1S)-1-{[(1S,2S)-1-{[(1S)-1-{[(1S,2S)-1-{[(1S)-1-{[(1S,2R)-1-{[(1S,2R)-1-{[(1S)-1-{[(1S)-4-carbamimidamido-1-{[(1S)-4-carbamimidamido-1-carbamoylbutyl]carbamoyl}butyl]carbamoyl}-5-[(2,4-dinitrophenyl)amino]pentyl]carbamoyl}-2-methylbutyl]carbamoyl}-2-methylbutyl]carbamoyl}-2-methylpropyl]carbamoyl}-2-hydroxypropyl]carbamoyl}ethyl]carbamoyl}-2-methylbutyl]carbamoyl}-2-methylpropyl]carbamoyl}-2-methylpropyl]carbamoyl}methyl)-6-[2-(4-methoxy-2-oxo-2H-chromen-8-yl)acetamido]hexanamide
• IUPAC Traditional name: (2S)-2-[(2S)-2-[(2S)-2-amino-5-carbamimidamidopentanamido]-5-carbamimidamidopentanamido]-N-({[(1S)-1-{[(1S)-1-{[(1S,2S)-1-{[(1S)-1-{[(1S,2S)-1-{[(1S)-1-{[(1S,2R)-1-{[(1S,2R)-1-{[(1S)-1-{[(1S)-4-carbamimidamido-1-{[(1S)-4-carbamimidamido-1-carbamoylbutyl]carbamoyl}butyl]carbamoyl}-5-[(2,4-dinitrophenyl)amino]pentyl]carbamoyl}-2-methylbutyl]carbamoyl}-2-methylbutyl]carbamoyl}-2-methylpropyl]carbamoyl}-2-hydroxypropyl]carbamoyl}ethyl]carbamoyl}-2-methylbutyl]carbamoyl}-2-methylpropyl]carbamoyl}-2-methylpropyl]carbamoyl}methyl)-6-[2-(4-methoxy-2-oxochromen-8-yl)acetamido]hexanamide
• Synonyms: Arg-Arg-Lys(MCA)-Gly-Val-Val-Ile-Ala-Thr-Val-Ile-Ile-Glu-Lys(DNP)-Arg-Arg-NH2; RRL(MCA)GVVIATVIIEL(DNP)RR-NH2; Arg-Arg-Lys(MCA)-Gly-Val-Val-Ile-Ala-Thr-Val-Ile-Ile-Glu-Lys(DNP)-Arg-Arg-NH2

Database IDs

• PubChem SID: 162105579
• PubChem CID: 25108650

CALCULATED PROPERTIES

• H Acceptors: 37
• H Donor: 31
• LogD (pH = 5.5): -15.757726
• LogD (pH = 7.4): -14.070847
• Log P: -3.9180717
• Molar Refractivity: 599.3381 cm^3
• Polarizability: 214.12595 Å^3
• Polar Surface Area: 912.64 Å^2
• Rotatable Bonds: 71
• Lipinski's Rule of Five: false

DETAILS

MP Biomedicals - 03BAS141

A fluorogenic substrate for alpha-Secretase.