(4S)-4-{[(2S)-1-[(2S)-2-{[(1S)-1-{[(2S)-1-[(2S)-2-{[(1S)-1-{[(2S)-1-[(2S)-2-{[(1S)-4-carbamimidamido-1-{[(1S)-1-carbamoyl-3-methylbutyl]carbamoyl}butyl]carbamoyl}pyrrolidin-1-yl]-3-methyl-1-oxobutan-2-yl]carbamoyl}-2-phenylethyl]carbamoyl}pyrrolidin-1-yl]-4-carbamoyl-1-oxobutan-2-yl]carbamoyl}-3-carbamoylpropyl]carbamoyl}pyrrolidin-1-yl]-3-(1H-indol-3-yl)-1-oxopropan-2-yl]carbamoyl}-4-[(2S)-3-carboxy-2-{2-[(2S)-2-[(2S)-3-carboxy-2-{[(2S)-5-oxopyrrolidin-2-yl]formamido}propanamido]-3-hydroxypropanamido]acetamido}propanamido]butanoic acid

• ChemBase ID: 134218
• Molecular Formular: C85H121N23O26
• Molecular Mass: 1881.00874
• Monoisotopic Mass: 1879.88531111
• SMILES: CC(C)C[C@@H](C(=O)N)NC(=O)[C@H](CCCNC(=N)N)NC(=O)[C@@H]1CCCN1C(=O)[C@H](C(C)C)NC(=O)[C@H](Cc1ccccc1)NC(=O)[C@@H]1CCCN1C(=O)[C@H](CCC(=O)N)NC(=O)[C@H](CCC(=O)N)NC(=O)[C@@H]1CCCN1C(=O)[C@H](Cc1c[nH]c2c1cccc2)NC(=O)[C@H](CCC(=O)O)NC(=O)[C@H](CC(=O)O)NC(=O)CNC(=O)[C@H](CO)NC(=O)[C@H](CC(=O)O)NC(=O)[C@@H]1CCC(=O)N1
• Canonical SMILES: OC[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)N[C@H](C(=O)N1CCC[C@H]1C(=O)N[C@H](C(=O)N[C@H](C(=O)N1CCC[C@H]1C(=O)N[C@H](C(=O)N[C@H](C(=O)N)CC(C)C)CCCNC(=N)N)C(C)C)Cc1ccccc1)CCC(=O)N)CCC(=O)N)Cc1c[nH]c2c1cccc2)CCC(=O)O)CC(=O)O)NC(=O)[C@@H](NC(=O)[C@@H]1CCC(=O)N1)CC(=O)O
• InChI: InChI=1S/C85H121N23O26/c1-42(2)34-53(70(88)120)100-72(122)48(18-10-30-91-85(89)90)97-80(130)61-21-13-33-108(61)84(134)69(43(3)4)105-78(128)54(35-44-14-6-5-7-15-44)102-81(131)60-20-11-31-106(60)82(132)52(23-27-63(87)111)99-74(124)50(22-26-62(86)110)98-79(129)59-19-12-32-107(59)83(133)57(36-45-39-92-47-17-9-8-16-46(45)47)103-75(125)51(25-29-66(114)115)96-76(126)55(37-67(116)117)95-65(113)40-93-71(121)58(41-109)104-77(127)56(38-68(118)119)101-73(123)49-24-28-64(112)94-49/h5-9,14-17,39,42-43,48-61,69,92,109H,10-13,18-38,40-41H2,1-4H3,(H2,86,110)(H2,87,111)(H2,88,120)(H,93,121)(H,94,112)(H,95,113)(H,96,126)(H,97,130)(H,98,129)(H,99,124)(H,100,122)(H,101,123)(H,102,131)(H,103,125)(H,104,127)(H,105,128)(H,114,115)(H,116,117)(H,118,119)(H4,89,90,91)/t48-,49-,50-,51-,52-,53-,54-,55-,56-,57-,58-,59-,60-,61-,69-/m0/s1
• InChIKey: YDWOSJDFVOFKIC-ICOVXKSRSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (4S)-4-{[(2S)-1-[(2S)-2-{[(1S)-1-{[(2S)-1-[(2S)-2-{[(1S)-1-{[(2S)-1-[(2S)-2-{[(1S)-4-carbamimidamido-1-{[(1S)-1-carbamoyl-3-methylbutyl]carbamoyl}butyl]carbamoyl}pyrrolidin-1-yl]-3-methyl-1-oxobutan-2-yl]carbamoyl}-2-phenylethyl]carbamoyl}pyrrolidin-1-yl]-4-carbamoyl-1-oxobutan-2-yl]carbamoyl}-3-carbamoylpropyl]carbamoyl}pyrrolidin-1-yl]-3-(1H-indol-3-yl)-1-oxopropan-2-yl]carbamoyl}-4-[(2S)-3-carboxy-2-{2-[(2S)-2-[(2S)-3-carboxy-2-{[(2S)-5-oxopyrrolidin-2-yl]formamido}propanamido]-3-hydroxypropanamido]acetamido}propanamido]butanoic acid
• IUPAC Traditional name: (4S)-4-{[(2S)-1-[(2S)-2-{[(1S)-1-{[(2S)-1-[(2S)-2-{[(1S)-1-{[(2S)-1-[(2S)-2-{[(1S)-4-carbamimidamido-1-{[(1S)-1-carbamoyl-3-methylbutyl]carbamoyl}butyl]carbamoyl}pyrrolidin-1-yl]-3-methyl-1-oxobutan-2-yl]carbamoyl}-2-phenylethyl]carbamoyl}pyrrolidin-1-yl]-4-carbamoyl-1-oxobutan-2-yl]carbamoyl}-3-carbamoylpropyl]carbamoyl}pyrrolidin-1-yl]-3-(1H-indol-3-yl)-1-oxopropan-2-yl]carbamoyl}-4-[(2S)-3-carboxy-2-{2-[(2S)-2-[(2S)-3-carboxy-2-{[(2S)-5-oxopyrrolidin-2-yl]formamido}propanamido]-3-hydroxypropanamido]acetamido}propanamido]butanoic acid
• Synonyms: pGlu-Asp-Ser-Gly-Asp-Glu-Trp-Pro-Gln-Gln-Pro-Phe-Val-Pro-Arg-Leu-NH2; Locustapyrokinin from Locusta migratoria

Database IDs

• CAS Number: 132293-87-9
• MDL Number: MFCD00214213
• PubChem SID: 162228495
• PubChem CID: 16131383

CALCULATED PROPERTIES

• Acid pKa: 3.0805638
• H Acceptors: 29
• H Donor: 24
• LogD (pH = 5.5): -14.798969
• LogD (pH = 7.4): -17.998032
• Log P: -11.813712
• Molar Refractivity: 473.994 cm^3
• Polarizability: 181.87665 Å^3
• Polar Surface Area: 778.32 Å^2
• Rotatable Bonds: 53
• 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

Product Information

• Purity: ≥97% (HPLC)