N-(1-{[1-({4-carbamimidamido-1-[({[1-({1-[(1,2-dicarbamoylethyl)carbamoyl]-2-hydroxypropyl}carbamoyl)-2-(1H-indol-3-yl)ethyl]carbamoyl}methyl)carbamoyl]butyl}carbamoyl)-2-hydroxyethyl]carbamoyl}-2-(4-hydroxyphenyl)ethyl)-2-(2-{3-hydroxy-2-[(5-oxopyrrolidin-2-yl)formamido]butanamido}-3-phenylpropanamido)pentanediamide

• ChemBase ID: 155247
• Molecular Formular: C62H84N18O18
• Molecular Mass: 1369.44016
• Monoisotopic Mass: 1368.62109794
• SMILES: CC(C(C(=O)NC(Cc1ccccc1)C(=O)NC(CCC(=O)N)C(=O)NC(Cc1ccc(cc1)O)C(=O)NC(CO)C(=O)NC(CCCNC(=N)N)C(=O)NCC(=O)NC(Cc1c[nH]c2c1cccc2)C(=O)NC(C(C)O)C(=O)NC(CC(=O)N)C(=O)N)NC(=O)C1CCC(=O)N1)O
• Canonical SMILES: OCC(C(=O)NC(C(=O)NCC(=O)NC(C(=O)NC(C(=O)NC(C(=O)N)CC(=O)N)C(O)C)Cc1c[nH]c2c1cccc2)CCCNC(=N)N)NC(=O)C(NC(=O)C(NC(=O)C(NC(=O)C(C(O)C)NC(=O)C1CCC(=O)N1)Cc1ccccc1)CCC(=O)N)Cc1ccc(cc1)O
• InChI: InChI=1S/C62H84N18O18/c1-30(82)50(60(97)75-41(52(65)89)26-47(64)86)80-58(95)44(25-34-27-69-37-12-7-6-11-36(34)37)72-49(88)28-70-53(90)38(13-8-22-68-62(66)67)73-59(96)45(29-81)78-57(94)42(24-33-14-16-35(84)17-15-33)76-54(91)40(18-20-46(63)85)74-56(93)43(23-32-9-4-3-5-10-32)77-61(98)51(31(2)83)79-55(92)39-19-21-48(87)71-39/h3-7,9-12,14-17,27,30-31,38-45,50-51,69,81-84H,8,13,18-26,28-29H2,1-2H3,(H2,63,85)(H2,64,86)(H2,65,89)(H,70,90)(H,71,87)(H,72,88)(H,73,96)(H,74,93)(H,75,97)(H,76,91)(H,77,98)(H,78,94)(H,79,92)(H,80,95)(H4,66,67,68)
• InChIKey: UOABGUNWRLWTJU-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: N-(1-{[1-({4-carbamimidamido-1-[({[1-({1-[(1,2-dicarbamoylethyl)carbamoyl]-2-hydroxypropyl}carbamoyl)-2-(1H-indol-3-yl)ethyl]carbamoyl}methyl)carbamoyl]butyl}carbamoyl)-2-hydroxyethyl]carbamoyl}-2-(4-hydroxyphenyl)ethyl)-2-(2-{3-hydroxy-2-[(5-oxopyrrolidin-2-yl)formamido]butanamido}-3-phenylpropanamido)pentanediamide
• IUPAC Traditional name: N-(1-{[1-({4-carbamimidamido-1-[({[1-({1-[(1,2-dicarbamoylethyl)carbamoyl]-2-hydroxypropyl}carbamoyl)-2-(1H-indol-3-yl)ethyl]carbamoyl}methyl)carbamoyl]butyl}carbamoyl)-2-hydroxyethyl]carbamoyl}-2-(4-hydroxyphenyl)ethyl)-2-(2-{3-hydroxy-2-[(5-oxopyrrolidin-2-yl)formamido]butanamido}-3-phenylpropanamido)pentanediamide
• Synonyms: pGlu-Thr-Phe-Gln-Tyr-Ser-Arg-Gly-Trp-Thr-Asn-NH2; Corazonin

Database IDs

• CAS Number: 122929-08-2
• MDL Number: MFCD00133199
• PubChem SID: 24892551; 162249385
• PubChem CID: 25082621

CALCULATED PROPERTIES

• Acid pKa: 9.4865885
• H Acceptors: 21
• H Donor: 22
• LogD (pH = 5.5): -11.103345
• LogD (pH = 7.4): -10.819801
• Log P: -9.188537
• Molar Refractivity: 352.6792 cm^3
• Polarizability: 134.16591 Å^3
• Polar Surface Area: 607.98 Å^2
• Rotatable Bonds: 39
• 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)
• Empirical Formula (Hill Notation): C62H84N18O18

DETAILS

Sigma Aldrich - C2921

Biochem/physiol Actions
Cardioaccelerating peptide originally isolated from the corpus cardiacum of the American cockroach; the most potent insect cardioactive neuropeptide.