Tyr-Pro-Phe-Phe-OCH2OH

ID: ALA522293

Chembl Id: CHEMBL522293

PubChem CID: 24857893

Max Phase: Preclinical

Molecular Formula: C32H38N4O5

Molecular Weight: 558.68

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  N[C@@H](Cc1ccc(O)cc1)C(=O)N1CCC[C@H]1C(=O)N[C@@H](Cc1ccccc1)C(=O)N[C@H](CO)Cc1ccccc1

Standard InChI:  InChI=1S/C32H38N4O5/c33-27(19-24-13-15-26(38)16-14-24)32(41)36-17-7-12-29(36)31(40)35-28(20-23-10-5-2-6-11-23)30(39)34-25(21-37)18-22-8-3-1-4-9-22/h1-6,8-11,13-16,25,27-29,37-38H,7,12,17-21,33H2,(H,34,39)(H,35,40)/t25-,27-,28-,29-/m0/s1

Standard InChI Key:  PZNSQIAIDOIARA-AMEOFWRWSA-N

Alternative Forms

1. Parent:

   

   ALA522293

   Tyr-Pro-Phe-Phe-OCH2OH

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type: Small molecule

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 558.68

Molecular Weight (Monoisotopic): 558.2842

AlogP: 1.70

#Rotatable Bonds: 12

Polar Surface Area: 144.99

Molecular Species: NEUTRAL

HBA: 6

HBD: 5

#RO5 Violations: 1

HBA (Lipinski): 9

HBD (Lipinski): 6

#RO5 Violations (Lipinski): 2

CX Acidic pKa: 9.50

CX Basic pKa: 7.72

CX LogP: 2.29

CX LogD: 1.93

Aromatic Rings: 3

Heavy Atoms: 41

QED Weighted: 0.23

Np Likeness Score: -0.06

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]

Source

Source(1):

• Scientific Literature