Tyr-Pro-Phe-Phe-OCH2CH3

ID: ALA505502

Chembl Id: CHEMBL505502

PubChem CID: 44586191

Max Phase: Preclinical

Molecular Formula: C34H40N4O6

Molecular Weight: 600.72

Molecule Type: Protein

Names and Identifiers

Canonical SMILES:  CCOC(=O)[C@H](Cc1ccccc1)NC(=O)[C@H](Cc1ccccc1)NC(=O)[C@@H]1CCCN1C(=O)[C@@H](N)Cc1ccc(O)cc1

Standard InChI:  InChI=1S/C34H40N4O6/c1-2-44-34(43)29(22-24-12-7-4-8-13-24)37-31(40)28(21-23-10-5-3-6-11-23)36-32(41)30-14-9-19-38(30)33(42)27(35)20-25-15-17-26(39)18-16-25/h3-8,10-13,15-18,27-30,39H,2,9,14,19-22,35H2,1H3,(H,36,41)(H,37,40)/t27-,28-,29-,30-/m0/s1

Standard InChI Key:  JKMFJIMTIXQDHF-KRCBVYEFSA-N

Alternative Forms

1. Parent:

   

   ALA505502

   Tyr-Pro-Phe-Phe-OCH2CH3

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type: Protein

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 600.72

Molecular Weight (Monoisotopic): 600.2948

AlogP: 2.27

#Rotatable Bonds: 13

Polar Surface Area: 151.06

Molecular Species: NEUTRAL

HBA: 7

HBD: 4

#RO5 Violations: 1

HBA (Lipinski): 10

HBD (Lipinski): 5

#RO5 Violations (Lipinski): 1

CX Acidic pKa: 9.50

CX Basic pKa: 7.72

CX LogP: 3.11

CX LogD: 2.76

Aromatic Rings: 3

Heavy Atoms: 44

QED Weighted: 0.22

Np Likeness Score: -0.16

References

1. Wang CL, Yao JL, Yu Y, Shao X, Cui Y, Liu HM, Lai LH, Wang R..  (2008)  Structure-activity study of endomorphin-2 analogs with C-terminal modifications by NMR spectroscopy and molecular modeling.,  16  (12): [PMID:18490168] [10.1016/j.bmc.2008.05.001]

2. Smith MT, Kong D, Kuo A, Imam MZ, Williams CM..  (2022)  Analgesic Opioid Ligand Discovery Based on Nonmorphinan Scaffolds Derived from Natural Sources.,  65  (3.0): [PMID:34995453] [10.1021/acs.jmedchem.0c01915]

Source

Source(1):

• Scientific Literature