(2S)-2-{[(2S)-1-[(2S)-2-[(2S)-2-[(2S)-2-{2-[(2S)-2-{2-[(2S)-2-[(2S)-6-amino-2-[(2S)-2-[(2S)-2-[(2S)-2-[(2S)-2-[(2S)-2-[(2S)-2-[(2S)-2-[(2S)-2-{[(2S)-1-[(2S)-2-[(2S,3S)-2-[(2S)-2-amino-3-phenylpropanamido]-3-methylpentanamido]-3-carboxypropanoyl]pyrrolidin-2-yl]formamido}-4-carboxybutanamido]-4-methylpentanamido]-4-carbamoylbutanamido]-5-carbamimidamidopentanamido]-3-hydroxypropanamido]-3-(1H-indol-3-yl)propanamido]-4-carboxybutanamido]-4-carboxybutanamido]hexanamido]-4-carboxybutanamido]acetamido}-4-carboxybutanamido]acetamido}-3-methylbutanamido]-4-methylpentanamido]-4-(methylsulfanyl)butanoyl]pyrrolidin-2-yl]formamido}pentanedioic acid

• ChemBase ID: 131883
• Molecular Formular: C116H176N28O39S
• Molecular Mass: 2618.86784
• Monoisotopic Mass: 2617.23701895
• SMILES: CC[C@H](C)[C@@H](C(=O)N[C@@H](CC(=O)O)C(=O)N1CCC[C@H]1C(=O)N[C@@H](CCC(=O)O)C(=O)N[C@@H](CC(C)C)C(=O)N[C@@H](CCC(=O)N)C(=O)N[C@@H](CCCNC(=N)N)C(=O)N[C@@H](CO)C(=O)N[C@@H](Cc1c[nH]c2c1cccc2)C(=O)N[C@@H](CCC(=O)O)C(=O)N[C@@H](CCC(=O)O)C(=O)N[C@@H](CCCCN)C(=O)N[C@@H](CCC(=O)O)C(=O)NCC(=O)N[C@@H](CCC(=O)O)C(=O)NCC(=O)N[C@@H](C(C)C)C(=O)N[C@@H](CC(C)C)C(=O)N[C@@H](CCSC)C(=O)N1CCC[C@H]1C(=O)N[C@@H](CCC(=O)O)C(=O)O)NC(=O)[C@H](Cc1ccccc1)N
• Canonical SMILES: NCCCC[C@@H](C(=O)N[C@H](C(=O)NCC(=O)N[C@H](C(=O)NCC(=O)N[C@H](C(=O)N[C@H](C(=O)N[C@H](C(=O)N1CCC[C@H]1C(=O)N[C@H](C(=O)O)CCC(=O)O)CCSC)CC(C)C)C(C)C)CCC(=O)O)CCC(=O)O)NC(=O)[C@@H](NC(=O)[C@@H](NC(=O)[C@H](Cc1c[nH]c2c1cccc2)NC(=O)[C@@H](NC(=O)[C@@H](NC(=O)[C@@H](NC(=O)[C@@H](NC(=O)[C@@H](NC(=O)[C@@H]1CCCN1C(=O)[C@@H](NC(=O)[C@H]([C@H](CC)C)NC(=O)[C@H](Cc1ccccc1)N)CC(=O)O)CCC(=O)O)CC(C)C)CCC(=O)N)CCCNC(=N)N)CO)CCC(=O)O)CCC(=O)O
• InChI: InChI=1S/C116H176N28O39S/c1-10-61(8)95(142-96(163)65(118)51-62-21-12-11-13-22-62)112(179)139-80(53-93(161)162)114(181)144-47-20-27-82(144)109(176)133-74(34-41-91(157)158)104(171)136-77(49-58(2)3)105(172)131-71(29-36-84(119)146)101(168)128-68(26-18-45-122-116(120)121)100(167)140-81(57-145)108(175)137-79(52-63-54-123-66-24-15-14-23-64(63)66)107(174)132-73(33-40-90(155)156)103(170)130-72(32-39-89(153)154)102(169)127-67(25-16-17-44-117)99(166)129-70(31-38-88(151)152)98(165)124-55-85(147)126-69(30-37-87(149)150)97(164)125-56-86(148)141-94(60(6)7)111(178)138-78(50-59(4)5)106(173)134-75(43-48-184-9)113(180)143-46-19-28-83(143)110(177)135-76(115(182)183)35-42-92(159)160/h11-15,21-24,54,58-61,65,67-83,94-95,123,145H,10,16-20,25-53,55-57,117-118H2,1-9H3,(H2,119,146)(H,124,165)(H,125,164)(H,126,147)(H,127,169)(H,128,168)(H,129,166)(H,130,170)(H,131,172)(H,132,174)(H,133,176)(H,134,173)(H,135,177)(H,136,171)(H,137,175)(H,138,178)(H,139,179)(H,140,167)(H,141,148)(H,142,163)(H,149,150)(H,151,152)(H,153,154)(H,155,156)(H,157,158)(H,159,160)(H,161,162)(H,182,183)(H4,120,121,122)/t61-,65-,67-,68-,69-,70-,71-,72-,73-,74-,75-,76-,77-,78-,79-,80-,81-,82-,83-,94-,95-/m0/s1
• InChIKey: ICAYDYVQHKWGMZ-VIAQXQIWSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2S)-2-{[(2S)-1-[(2S)-2-[(2S)-2-[(2S)-2-{2-[(2S)-2-{2-[(2S)-2-[(2S)-6-amino-2-[(2S)-2-[(2S)-2-[(2S)-2-[(2S)-2-[(2S)-2-[(2S)-2-[(2S)-2-[(2S)-2-{[(2S)-1-[(2S)-2-[(2S,3S)-2-[(2S)-2-amino-3-phenylpropanamido]-3-methylpentanamido]-3-carboxypropanoyl]pyrrolidin-2-yl]formamido}-4-carboxybutanamido]-4-methylpentanamido]-4-carbamoylbutanamido]-5-carbamimidamidopentanamido]-3-hydroxypropanamido]-3-(1H-indol-3-yl)propanamido]-4-carboxybutanamido]-4-carboxybutanamido]hexanamido]-4-carboxybutanamido]acetamido}-4-carboxybutanamido]acetamido}-3-methylbutanamido]-4-methylpentanamido]-4-(methylsulfanyl)butanoyl]pyrrolidin-2-yl]formamido}pentanedioic acid
• IUPAC Traditional name: (2S)-2-{[(2S)-1-[(2S)-2-[(2S)-2-[(2S)-2-{2-[(2S)-2-{2-[(2S)-2-[(2S)-6-amino-2-[(2S)-2-[(2S)-2-[(2S)-2-[(2S)-2-[(2S)-2-[(2S)-2-[(2S)-2-[(2S)-2-{[(2S)-1-[(2S)-2-[(2S,3S)-2-[(2S)-2-amino-3-phenylpropanamido]-3-methylpentanamido]-3-carboxypropanoyl]pyrrolidin-2-yl]formamido}-4-carboxybutanamido]-4-methylpentanamido]-4-carbamoylbutanamido]-5-carbamimidamidopentanamido]-3-hydroxypropanamido]-3-(1H-indol-3-yl)propanamido]-4-carboxybutanamido]-4-carboxybutanamido]hexanamido]-4-carboxybutanamido]acetamido}-4-carboxybutanamido]acetamido}-3-methylbutanamido]-4-methylpentanamido]-4-(methylsulfanyl)butanoyl]pyrrolidin-2-yl]formamido}pentanedioic acid
• Synonyms: CRIF; Corticotropin release inhibiting factor; Prepro-Thyrotropin Releasing Hormone Fragment 178-199

Database IDs

• CAS Number: 122018-92-2
• MDL Number: MFCD00080148
• PubChem SID: 162226160
• PubChem CID: 16131021

CALCULATED PROPERTIES

• Acid pKa: 2.6540222
• H Acceptors: 44
• H Donor: 35
• LogD (pH = 5.5): -22.186686
• LogD (pH = 7.4): -31.27182
• Log P: -11.741044
• Molar Refractivity: 653.1578 cm^3
• Polarizability: 253.08925 Å^3
• Polar Surface Area: 1084.97 Å^2
• Rotatable Bonds: 87
• Lipinski's Rule of Five: false

PROPERTIES

Safety Information

• German water hazard class: 3
• Personal Protective Equipment: Eyeshields, Gloves, type N95 (US), type P1 (EN143) respirator filter
• Storage Temperature: -20°C

DETAILS

Sigma Aldrich - P7842

Amino Acid Sequence
Phe-Ile-Asp-Pro-Glu-Leu-Gln-Arg-Ser-Trp-Glu-Glu-Lys-Glu-Gly-Glu-Gly-Val-Leu-Met-Pro-Glu