(2S)-2-{[(2S)-1-[(2S)-6-amino-2-{[(2S)-1-[(2S)-2-amino-5-carbamimidamidopentanoyl]pyrrolidin-2-yl]formamido}hexanoyl]pyrrolidin-2-yl]formamido}-N-[(1S)-3-carbamoyl-1-{[(1S)-1-({1-[({[(1S)-1-{[(1S)-1-carbamoyl-3-(methylsulfanyl)propyl]carbamoyl}-3-methylbutyl]carbamoyl}methyl)carbamoyl]-2-phenylethyl}carbamoyl)-2-phenylethyl]carbamoyl}propyl]pentanediamide acetic acid hydrate

• ChemBase ID: 155403
• Molecular Formular: C65H104N18O16S
• Molecular Mass: 1425.69726
• Monoisotopic Mass: 1424.75984034
• SMILES: CC(C)C[C@@H](C(=O)N[C@@H](CCSC)C(=O)N)NC(=O)CNC(=O)C(Cc1ccccc1)NC(=O)[C@H](Cc1ccccc1)NC(=O)[C@H](CCC(=O)N)NC(=O)[C@H](CCC(=O)N)NC(=O)[C@@H]1CCCN1C(=O)[C@H](CCCCN)NC(=O)[C@@H]1CCCN1C(=O)[C@H](CCCNC(=N)N)N.CC(=O)O.O
• Canonical SMILES: CC(=O)O.NCCCC[C@@H](C(=O)N1CCC[C@H]1C(=O)N[C@H](C(=O)N[C@H](C(=O)N[C@H](C(=O)NC(C(=O)NCC(=O)N[C@H](C(=O)N[C@H](C(=O)N)CCSC)CC(C)C)Cc1ccccc1)Cc1ccccc1)CCC(=O)N)CCC(=O)N)NC(=O)[C@@H]1CCCN1C(=O)[C@H](CCCNC(=N)N)N.O
• InChI: InChI=1S/C63H98N18O13S.C2H4O2.H2O/c1-37(2)33-45(57(89)74-41(53(68)85)27-32-95-3)73-52(84)36-72-54(86)46(34-38-15-6-4-7-16-38)78-58(90)47(35-39-17-8-5-9-18-39)79-56(88)42(23-25-50(66)82)75-55(87)43(24-26-51(67)83)76-59(91)49-22-14-31-81(49)62(94)44(20-10-11-28-64)77-60(92)48-21-13-30-80(48)61(93)40(65)19-12-29-71-63(69)70;1-2(3)4;/h4-9,15-18,37,40-49H,10-14,19-36,64-65H2,1-3H3,(H2,66,82)(H2,67,83)(H2,68,85)(H,72,86)(H,73,84)(H,74,89)(H,75,87)(H,76,91)(H,77,92)(H,78,90)(H,79,88)(H4,69,70,71);1H3,(H,3,4);1H2/t40-,41-,42-,43-,44-,45-,46?,47-,48-,49-;;/m0../s1
• InChIKey: VHKFRLDSEZYWAC-CIYRQLMPSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2S)-2-{[(2S)-1-[(2S)-6-amino-2-{[(2S)-1-[(2S)-2-amino-5-carbamimidamidopentanoyl]pyrrolidin-2-yl]formamido}hexanoyl]pyrrolidin-2-yl]formamido}-N-[(1S)-3-carbamoyl-1-{[(1S)-1-({1-[({[(1S)-1-{[(1S)-1-carbamoyl-3-(methylsulfanyl)propyl]carbamoyl}-3-methylbutyl]carbamoyl}methyl)carbamoyl]-2-phenylethyl}carbamoyl)-2-phenylethyl]carbamoyl}propyl]pentanediamide acetic acid hydrate
• IUPAC Traditional name: (2S)-2-{[(2S)-1-[(2S)-6-amino-2-{[(2S)-1-[(2S)-2-amino-5-carbamimidamidopentanoyl]pyrrolidin-2-yl]formamido}hexanoyl]pyrrolidin-2-yl]formamido}-N-[(1S)-3-carbamoyl-1-{[(1S)-1-({1-[({[(1S)-1-{[(1S)-1-carbamoyl-3-(methylsulfanyl)propyl]carbamoyl}-3-methylbutyl]carbamoyl}methyl)carbamoyl]-2-phenylethyl}carbamoyl)-2-phenylethyl]carbamoyl}propyl]pentanediamide acetic acid hydrate
• Synonyms: Substance P acetate salt hydrate; P 物质 乙酸盐 水合物

Database IDs

• CAS Number: 137348-11-9(freebase)
• Beilstein Number: 5153552
• PubChem SID: 162249541; 24899725
• PubChem CID: 16219976

CALCULATED PROPERTIES

• Polarizability: 137.45898 Å^3
• Polar Surface Area: 516.63 Å^2
• Rotatable Bonds: 42
• Lipinski's Rule of Five: false
• Acid pKa: 11.489009
• H Acceptors: 18
• H Donor: 16
• LogD (pH = 5.5): -12.555391
• LogD (pH = 7.4): -10.45033
• Log P: -5.7525854
• Molar Refractivity: 362.1413 cm^3

PROPERTIES

Physical Property

• Solubility: H2O: soluble1 mg/mL
• Apperance: white powder

Safety Information

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

Pharmacology Properties

• Gene Information: human ... TAC1(6863)

Product Information

• Purity: ≥95% (HPLC)
• Mol. Weight: mol wt 1348 Da by calculation (Average Mass)
• Empirical Formula (Hill Notation): C63H98N18O13S · xC2H4O2 · yH2O

DETAILS

Sigma Aldrich - S6883

Amino Acid Sequence
Arg-Pro-Lys-Pro-Gln-Gln-Phe-Phe-Gly-Leu-Met-NH2
Biochem/physiol Actions
NK-1 agonist; potent vasodilator and hypotensive agent; induces salivation; increases capillary permeability; induces mast cell degranulation; putative neurotransmitter in sensory (pain) afferents.