(4S)-4-{[(1S,2R)-1-{[(1S)-1-{[(1S,2R)-1-{[(1S)-1-{[(1S)-1-{[(1S)-1-{[(2S)-1-[(2S)-2-{[(1S)-5-amino-1-{[(1S)-5-amino-1-{[(1S)-5-amino-1-{[(1S)-1-{[(1S)-5-amino-1-{[(1S)-1-carboxy-2-methylpropyl]carbamoyl}pentyl]carbamoyl}-2-carboxyethyl]carbamoyl}pentyl]carbamoyl}pentyl]carbamoyl}pentyl]carbamoyl}pyrrolidin-1-yl]-4-carbamoyl-1-oxobutan-2-yl]carbamoyl}-2-hydroxyethyl]carbamoyl}-2-(1H-indol-3-yl)ethyl]carbamoyl}-3-carboxypropyl]carbamoyl}-2-hydroxypropyl]carbamoyl}-2-(1H-indol-3-yl)ethyl]carbamoyl}-2-hydroxypropyl]carbamoyl}-4-[(2S)-2-[(2S)-2-[(2S,3R)-2-[(2S)-4-carboxy-2-[(2S)-2,6-diaminohexanamido]butanamido]-3-hydroxybutanamido]-3-(1H-indol-3-yl)propanamido]-3-(1H-indol-3-yl)propanamido]butanoic acid

• ChemBase ID: 313133
• Molecular Formular: C123H178N30O34
• Molecular Mass: 2620.91002
• Monoisotopic Mass: 2619.31217293
• SMILES: N[C@@H](CCCCN)C(=O)N[C@@H](CCC(=O)O)C(=O)N[C@@H]([C@H](O)C)C(=O)N[C@H](C(=O)N[C@H](C(=O)N[C@@H](CCC(=O)O)C(=O)N[C@@H]([C@H](O)C)C(=O)N[C@H](C(=O)N[C@@H]([C@H](O)C)C(=O)N[C@@H](CCC(=O)O)C(=O)N[C@H](C(=O)N[C@@H](CO)C(=O)N[C@@H](CCC(=O)N)C(=O)N1CCC[C@H]1C(=O)N[C@@H](CCCCN)C(=O)N[C@@H](CCCCN)C(=O)N[C@@H](CCCCN)C(=O)N[C@H](C(=O)N[C@@H](CCCCN)C(=O)N[C@@H](C(C)C)C(=O)O)CC(=O)O)Cc1c[nH]c2c1cccc2)Cc1c[nH]c2c1cccc2)Cc1c[nH]c2c1cccc2)Cc1c[nH]c2c1cccc2
• Canonical SMILES: NCCCC[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)O)C(C)C)CCCCN)CC(=O)O)CCCCN)CCCCN)NC(=O)[C@@H]1CCCN1C(=O)[C@@H](NC(=O)[C@@H](NC(=O)[C@H](Cc1c[nH]c2c1cccc2)NC(=O)[C@@H](NC(=O)[C@H]([C@H](O)C)NC(=O)[C@H](Cc1c[nH]c2c1cccc2)NC(=O)[C@H]([C@H](O)C)NC(=O)[C@@H](NC(=O)[C@H](Cc1c[nH]c2c1cccc2)NC(=O)[C@H](Cc1c[nH]c2c1cccc2)NC(=O)[C@H]([C@H](O)C)NC(=O)[C@@H](NC(=O)[C@H](CCCCN)N)CCC(=O)O)CCC(=O)O)CCC(=O)O)CO)CCC(=O)N
• InChI: InChI=1S/C123H178N30O34/c1-63(2)100(123(186)187)149-109(172)83(37-18-23-51-128)138-115(178)92(57-99(165)166)145-107(170)81(35-16-21-49-126)137-105(168)80(34-15-20-48-125)136-106(169)82(36-17-22-50-127)140-118(181)94-38-24-52-153(94)122(185)87(39-43-95(130)158)142-117(180)93(62-154)148-114(177)89(54-68-59-132-77-31-11-7-26-72(68)77)143-108(171)84(40-44-96(159)160)141-119(182)101(64(3)155)152-116(179)91(56-70-61-134-79-33-13-9-28-74(70)79)147-121(184)103(66(5)157)151-111(174)86(42-46-98(163)164)139-112(175)88(53-67-58-131-76-30-10-6-25-71(67)76)144-113(176)90(55-69-60-133-78-32-12-8-27-73(69)78)146-120(183)102(65(4)156)150-110(173)85(41-45-97(161)162)135-104(167)75(129)29-14-19-47-124/h6-13,25-28,30-33,58-61,63-66,75,80-94,100-103,131-134,154-157H,14-24,29,34-57,62,124-129H2,1-5H3,(H2,130,158)(H,135,167)(H,136,169)(H,137,168)(H,138,178)(H,139,175)(H,140,181)(H,141,182)(H,142,180)(H,143,171)(H,144,176)(H,145,170)(H,146,183)(H,147,184)(H,148,177)(H,149,172)(H,150,173)(H,151,174)(H,152,179)(H,159,160)(H,161,162)(H,163,164)(H,165,166)(H,186,187)/t64-,65-,66-,75+,80+,81+,82+,83+,84+,85+,86+,87+,88+,89+,90+,91+,92+,93+,94+,100+,101+,102+,103+/m1/s1
• InChIKey: WDHPHSCTMUHEHD-MYZFDOBNSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (4S)-4-{[(1S,2R)-1-{[(1S)-1-{[(1S,2R)-1-{[(1S)-1-{[(1S)-1-{[(1S)-1-{[(2S)-1-[(2S)-2-{[(1S)-5-amino-1-{[(1S)-5-amino-1-{[(1S)-5-amino-1-{[(1S)-1-{[(1S)-5-amino-1-{[(1S)-1-carboxy-2-methylpropyl]carbamoyl}pentyl]carbamoyl}-2-carboxyethyl]carbamoyl}pentyl]carbamoyl}pentyl]carbamoyl}pentyl]carbamoyl}pyrrolidin-1-yl]-4-carbamoyl-1-oxobutan-2-yl]carbamoyl}-2-hydroxyethyl]carbamoyl}-2-(1H-indol-3-yl)ethyl]carbamoyl}-3-carboxypropyl]carbamoyl}-2-hydroxypropyl]carbamoyl}-2-(1H-indol-3-yl)ethyl]carbamoyl}-2-hydroxypropyl]carbamoyl}-4-[(2S)-2-[(2S)-2-[(2S,3R)-2-[(2S)-4-carboxy-2-[(2S)-2,6-diaminohexanamido]butanamido]-3-hydroxybutanamido]-3-(1H-indol-3-yl)propanamido]-3-(1H-indol-3-yl)propanamido]butanoic acid
• IUPAC Traditional name: (4S)-4-{[(1S,2R)-1-{[(1S)-1-{[(1S,2R)-1-{[(1S)-1-{[(1S)-1-{[(1S)-1-{[(2S)-1-[(2S)-2-{[(1S)-5-amino-1-{[(1S)-5-amino-1-{[(1S)-5-amino-1-{[(1S)-1-{[(1S)-5-amino-1-{[(1S)-1-carboxy-2-methylpropyl]carbamoyl}pentyl]carbamoyl}-2-carboxyethyl]carbamoyl}pentyl]carbamoyl}pentyl]carbamoyl}pentyl]carbamoyl}pyrrolidin-1-yl]-4-carbamoyl-1-oxobutan-2-yl]carbamoyl}-2-hydroxyethyl]carbamoyl}-2-(1H-indol-3-yl)ethyl]carbamoyl}-3-carboxypropyl]carbamoyl}-2-hydroxypropyl]carbamoyl}-2-(1H-indol-3-yl)ethyl]carbamoyl}-2-hydroxypropyl]carbamoyl}-4-[(2S)-2-[(2S)-2-[(2S,3R)-2-[(2S)-4-carboxy-2-[(2S)-2,6-diaminohexanamido]butanamido]-3-hydroxybutanamido]-3-(1H-indol-3-yl)propanamido]-3-(1H-indol-3-yl)propanamido]butanoic acid
• Synonyms: Pep-1 peptide

Database IDs

• CAS Number: 395069-86-0

CALCULATED PROPERTIES

• Acid pKa: 2.9491808
• H Acceptors: 40
• H Donor: 38
• LogD (pH = 5.5): -18.552132
• LogD (pH = 7.4): -22.008764
• Log P: -16.304115
• Molar Refractivity: 665.666 cm^3
• Polarizability: 265.63327 Å^3
• Polar Surface Area: 1073.9 Å^2
• Rotatable Bonds: 85
• Lipinski's Rule of Five: false

PROPERTIES

Pharmacology Properties

• Target: Cell Penetrating Peptide

Product Information

• Salt Data: Free Base