2-{[1-(6-amino-2-{[1-(2-amino-5-carbamimidamidopentanoyl)pyrrolidin-2-yl]formamido}hexanoyl)pyrrolidin-2-yl]formamido}-N-[3-carbamoyl-1-({1-[(1-{[1-({1-[(1-carbamoyl-3-methylbutyl)carbamoyl]-3-methylbutyl}carbamoyl)-2-(1H-indol-3-yl)ethyl]carbamoyl}-2-phenylethyl)carbamoyl]-2-(1H-indol-3-yl)ethyl}carbamoyl)propyl]pentanediamide

• ChemBase ID: 103836
• Molecular Formular: C75H108N20O13
• Molecular Mass: 1497.78622
• Monoisotopic Mass: 1496.84047362
• SMILES: CC(C)CC(NC(=O)C(CC(C)C)NC(=O)C(Cc1c[nH]c2c1cccc2)NC(=O)C(Cc1ccccc1)NC(=O)C(Cc1c[nH]c2c1cccc2)NC(=O)C(CCC(=O)N)NC(=O)C(CCC(=O)N)NC(=O)C1CCCN1C(=O)C(CCCCN)NC(=O)C1CCCN1C(=O)C(N)CCCNC(=N)N)C(=O)N
• Canonical SMILES: NCCCCC(C(=O)N1CCCC1C(=O)NC(C(=O)NC(C(=O)NC(C(=O)NC(C(=O)NC(C(=O)NC(C(=O)NC(C(=O)N)CC(C)C)CC(C)C)Cc1c[nH]c2c1cccc2)Cc1ccccc1)Cc1c[nH]c2c1cccc2)CCC(=O)N)CCC(=O)N)NC(=O)C1CCCN1C(=O)C(CCCNC(=N)N)N
• InChI: InChI=1S/C75H108N20O13/c1-42(2)35-55(64(80)98)89-67(101)56(36-43(3)4)90-69(103)59(39-46-41-85-51-23-11-9-20-48(46)51)93-68(102)57(37-44-17-6-5-7-18-44)91-70(104)58(38-45-40-84-50-22-10-8-19-47(45)50)92-66(100)52(27-29-62(78)96)86-65(99)53(28-30-63(79)97)87-71(105)61-26-16-34-95(61)74(108)54(24-12-13-31-76)88-72(106)60-25-15-33-94(60)73(107)49(77)21-14-32-83-75(81)82/h5-11,17-20,22-23,40-43,49,52-61,84-85H,12-16,21,24-39,76-77H2,1-4H3,(H2,78,96)(H2,79,97)(H2,80,98)(H,86,99)(H,87,105)(H,88,106)(H,89,101)(H,90,103)(H,91,104)(H,92,100)(H,93,102)(H4,81,82,83)
• InChIKey: SAPCBHPQLCZCDV-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 2-{[1-(6-amino-2-{[1-(2-amino-5-carbamimidamidopentanoyl)pyrrolidin-2-yl]formamido}hexanoyl)pyrrolidin-2-yl]formamido}-N-[3-carbamoyl-1-({1-[(1-{[1-({1-[(1-carbamoyl-3-methylbutyl)carbamoyl]-3-methylbutyl}carbamoyl)-2-(1H-indol-3-yl)ethyl]carbamoyl}-2-phenylethyl)carbamoyl]-2-(1H-indol-3-yl)ethyl}carbamoyl)propyl]pentanediamide
• IUPAC Traditional name: 2-{[1-(6-amino-2-{[1-(2-amino-5-carbamimidamidopentanoyl)pyrrolidin-2-yl]formamido}hexanoyl)pyrrolidin-2-yl]formamido}-N-[3-carbamoyl-1-({1-[(1-{[1-({1-[(1-carbamoyl-3-methylbutyl)carbamoyl]-3-methylbutyl}carbamoyl)-2-(1H-indol-3-yl)ethyl]carbamoyl}-2-phenylethyl)carbamoyl]-2-(1H-indol-3-yl)ethyl}carbamoyl)propyl]pentanediamide
• Synonyms: Spantide; D-Arg-Pro-Lys-Pro-Gln-Gln-D-Trp-Phe-D-Trp-Leu-Leu-NH₂; [D-Arg^1,D-Trp^7,9,Leu^11]-SUBSTANCE P

Database IDs

• CAS Number: 91224-37-2
• PubChem SID: 162091382
• PubChem CID: 25075943

CALCULATED PROPERTIES

• Acid pKa: 11.534295
• H Acceptors: 18
• H Donor: 18
• LogD (pH = 5.5): -9.530102
• LogD (pH = 7.4): -7.4255753
• Log P: -2.532007
• Molar Refractivity: 410.0121 cm^3
• Polarizability: 157.92847 Å^3
• Polar Surface Area: 548.21 Å^2
• Rotatable Bonds: 43
• Lipinski's Rule of Five: false

PROPERTIES

Safety Information

• Storage Condition: 0°C

DETAILS

MP Biomedicals - 02153014

A potent substance P antagonist.

REFERENCES

• Folkers, K., et al., International Substance P Symposium, Dublin, (1983).