ethyl (2S)-2-[(2S)-2-[(2S)-2-{[(2S)-1-[(2S)-6-amino-2-{[(2S)-2,6-diaminohexyl]amino}hexanoyl]pyrrolidin-2-yl]formamido}-3-(1H-indol-3-yl)propanamido]-3,3-dimethylbutanamido]-4-methylpentanoate hydrate tetrahydrochloride

• ChemBase ID: 153270
• Molecular Formular: C42H77Cl4N9O7
• Molecular Mass: 961.92888
• Monoisotopic Mass: 959.47000657
• SMILES: CCOC(=O)[C@H](CC(C)C)NC(=O)[C@H](C(C)(C)C)NC(=O)[C@H](Cc1c[nH]c2c1cccc2)NC(=O)[C@@H]1CCCN1C(=O)[C@H](CCCCN)NC[C@H](CCCCN)N.O.Cl.Cl.Cl.Cl
• Canonical SMILES: NCCCC[C@@H](C(=O)N1CCC[C@H]1C(=O)N[C@H](C(=O)N[C@@H](C(C)(C)C)C(=O)N[C@H](C(=O)OCC)CC(C)C)Cc1c[nH]c2c1cccc2)NC[C@H](CCCCN)N.O.Cl.Cl.Cl.Cl
• InChI: InChI=1S/C42H71N9O6.4ClH.H2O/c1-7-57-41(56)34(23-27(2)3)49-39(54)36(42(4,5)6)50-37(52)33(24-28-25-46-31-17-9-8-16-30(28)31)48-38(53)35-19-14-22-51(35)40(55)32(18-11-13-21-44)47-26-29(45)15-10-12-20-43;;;;;/h8-9,16-17,25,27,29,32-36,46-47H,7,10-15,18-24,26,43-45H2,1-6H3,(H,48,53)(H,49,54)(H,50,52);4*1H;1H2/t29-,32-,33-,34-,35-,36+;;;;;/m0...../s1
• InChIKey: PIFVEGOSSWCHFK-AEPODNBTSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: ethyl (2S)-2-[(2S)-2-[(2S)-2-{[(2S)-1-[(2S)-6-amino-2-{[(2S)-2,6-diaminohexyl]amino}hexanoyl]pyrrolidin-2-yl]formamido}-3-(1H-indol-3-yl)propanamido]-3,3-dimethylbutanamido]-4-methylpentanoate hydrate tetrahydrochloride
• IUPAC Traditional name: ethyl (2S)-2-[(2S)-2-[(2S)-2-{[(2S)-1-[(2S)-6-amino-2-{[(2S)-2,6-diaminohexyl]amino}hexanoyl]pyrrolidin-2-yl]formamido}-3-(1H-indol-3-yl)propanamido]-3,3-dimethylbutanamido]-4-methylpentanoate hydrate tetrahydrochloride
• Synonyms: N2-[(2S)-2,6-Diaminohexyl]-L-lysyl-L-prolyl-L-tryptophyl-3-methyl-L-valyl-L-Leucine ethyl ester tetrahydrochloride hydrate; PD 149163 tetrahydrochloride hydrate

Database IDs

• MDL Number: MFCD20527308
• PubChem SID: 162247409
• PubChem CID: 71311630

CALCULATED PROPERTIES

• Acid pKa: 11.955494
• H Acceptors: 9
• H Donor: 8
• LogD (pH = 5.5): -7.991918
• LogD (pH = 7.4): -5.1300044
• Log P: 2.113645
• Molar Refractivity: 221.4341 cm^3
• Polarizability: 89.12171 Å^3
• Polar Surface Area: 239.79 Å^2
• Rotatable Bonds: 26
• Lipinski's Rule of Five: false

PROPERTIES

Physical Property

• Solubility: H2O: ≥12 mg/mL
• Apperance: white to tan powder

Safety Information

• Storage Temperature: 2-8°C

Product Information

• Purity: ≥95% (HPLC)
• Empirical Formula (Hill Notation): C42H71N9O6·4HCl · xH2O

DETAILS

Sigma Aldrich - PZ0175

Legal Information
Sold for research purposes under agreement from Pfizer Inc.
Biochem/physiol Actions
PD 149163 is a Neurotensin NTR1 receptor agonist; a Neurotensin (8-13) analog. PD149163 is a selective, brain penetrating NT1 receptor agonist with pro-cognitive, antipsychotic and anxiolytic effects.