Tyr-Pro-Phe-Phe-NHCH3

ID: ALA453689

Chembl Id: CHEMBL453689

PubChem CID: 44586189

Max Phase: Preclinical

Molecular Formula: C33H39N5O5

Molecular Weight: 585.71

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CNC(=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/C33H39N5O5/c1-35-30(40)27(20-22-9-4-2-5-10-22)36-31(41)28(21-23-11-6-3-7-12-23)37-32(42)29-13-8-18-38(29)33(43)26(34)19-24-14-16-25(39)17-15-24/h2-7,9-12,14-17,26-29,39H,8,13,18-21,34H2,1H3,(H,35,40)(H,36,41)(H,37,42)/t26-,27-,28-,29-/m0/s1

Standard InChI Key:  WEITVBLLGNOHNQ-DZUOILHNSA-N

Alternative Forms

1. Parent:

   

   ALA453689

   Tyr-Pro-Phe-Phe-NHCH3

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: 585.71

Molecular Weight (Monoisotopic): 585.2951

AlogP: 1.45

#Rotatable Bonds: 12

Polar Surface Area: 153.86

Molecular Species: NEUTRAL

HBA: 6

HBD: 5

#RO5 Violations: 1

HBA (Lipinski): 10

HBD (Lipinski): 6

#RO5 Violations (Lipinski): 2

CX Acidic pKa: 9.50

CX Basic pKa: 7.72

CX LogP: 2.03

CX LogD: 1.67

Aromatic Rings: 3

Heavy Atoms: 43

QED Weighted: 0.22

Np Likeness Score: -0.15

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