(2S)-2-[(2S)-2-{2-[(2S)-2-{[(2S)-1-[(2S)-2-aminopropanoyl]pyrrolidin-2-yl]formamido}-3-hydroxypropanamido]acetamido}propanamido]-N-[(1S)-4-carbamimidamido-1-{[(1S)-1-{[(1S)-1-[({[(1S)-1-[({[(1S)-1-carbamoyl-3-methylbutyl]carbamoyl}methyl)carbamoyl]-2-phenylethyl]carbamoyl}methyl)carbamoyl]-2-(4-hydroxyphenyl)ethyl]carbamoyl}-3-methylbutyl]carbamoyl}butyl]pentanediamide

• ChemBase ID: 131001
• Molecular Formular: C61H94N18O16
• Molecular Mass: 1335.51006
• Monoisotopic Mass: 1334.70951902
• SMILES: C[C@@H](C(=O)N1CCC[C@H]1C(=O)N[C@@H](CO)C(=O)NCC(=O)N[C@@H](C)C(=O)N[C@@H](CCC(=O)N)C(=O)N[C@@H](CCCNC(=N)N)C(=O)N[C@@H](CC(C)C)C(=O)N[C@@H](Cc1ccc(cc1)O)C(=O)NCC(=O)N[C@@H](Cc1ccccc1)C(=O)NCC(=O)N[C@@H](CC(C)C)C(=O)N)N
• Canonical SMILES: OC[C@@H](C(=O)NCC(=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)NCC(=O)N[C@H](C(=O)NCC(=O)N[C@H](C(=O)N)CC(C)C)Cc1ccccc1)Cc1ccc(cc1)O)CC(C)C)CCCNC(=N)N)CCC(=O)N)C)NC(=O)[C@@H]1CCCN1C(=O)[C@@H](N)C
• InChI: InChI=1S/C61H94N18O16/c1-32(2)24-41(51(64)86)72-49(84)29-68-53(88)43(26-36-12-8-7-9-13-36)73-50(85)30-69-54(89)44(27-37-16-18-38(81)19-17-37)77-58(93)42(25-33(3)4)76-56(91)39(14-10-22-67-61(65)66)75-57(92)40(20-21-47(63)82)74-52(87)35(6)71-48(83)28-70-55(90)45(31-80)78-59(94)46-15-11-23-79(46)60(95)34(5)62/h7-9,12-13,16-19,32-35,39-46,80-81H,10-11,14-15,20-31,62H2,1-6H3,(H2,63,82)(H2,64,86)(H,68,88)(H,69,89)(H,70,90)(H,71,83)(H,72,84)(H,73,85)(H,74,87)(H,75,92)(H,76,91)(H,77,93)(H,78,94)(H4,65,66,67)/t34-,35-,39-,40-,41-,42-,43-,44-,45-,46-/m0/s1
• InChIKey: SDAFHXYVWUEZIJ-LRHNFOCQSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2S)-2-[(2S)-2-{2-[(2S)-2-{[(2S)-1-[(2S)-2-aminopropanoyl]pyrrolidin-2-yl]formamido}-3-hydroxypropanamido]acetamido}propanamido]-N-[(1S)-4-carbamimidamido-1-{[(1S)-1-{[(1S)-1-[({[(1S)-1-[({[(1S)-1-carbamoyl-3-methylbutyl]carbamoyl}methyl)carbamoyl]-2-phenylethyl]carbamoyl}methyl)carbamoyl]-2-(4-hydroxyphenyl)ethyl]carbamoyl}-3-methylbutyl]carbamoyl}butyl]pentanediamide
• IUPAC Traditional name: (2S)-2-[(2S)-2-{2-[(2S)-2-{[(2S)-1-[(2S)-2-aminopropanoyl]pyrrolidin-2-yl]formamido}-3-hydroxypropanamido]acetamido}propanamido]-N-[(1S)-4-carbamimidamido-1-{[(1S)-1-{[(1S)-1-[({[(1S)-1-[({[(1S)-1-carbamoyl-3-methylbutyl]carbamoyl}methyl)carbamoyl]-2-phenylethyl]carbamoyl}methyl)carbamoyl]-2-(4-hydroxyphenyl)ethyl]carbamoyl}-3-methylbutyl]carbamoyl}butyl]pentanediamide
• Synonyms: Ala-Pro-Ser-Gly-Ala-Gln-Arg-Leu-Tyr-Gly-Phe-Gly-Leu-NH2; Allatostatin I

Database IDs

• CAS Number: 123338-10-3
• MDL Number: MFCD00080031
• PubChem SID: 162225279
• PubChem CID: 3083007

CALCULATED PROPERTIES

• Acid pKa: 9.51406
• H Acceptors: 20
• H Donor: 19
• LogD (pH = 5.5): -11.718348
• LogD (pH = 7.4): -9.75175
• Log P: -7.3416967
• Molar Refractivity: 350.2439 cm^3
• Polarizability: 132.5123 Å^3
• Polar Surface Area: 554.97 Å^2
• Rotatable Bonds: 40
• 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 - A9929

Biochem/physiol Actions
Inhibitor of juvenile hormone synthesis in insects.
Other Notes
Sequence highly conserved within the six C-terminal amino acids.