Tyr-Pro-Phe-Phe-N(CH3)2

ID: ALA505975

Chembl Id: CHEMBL505975

PubChem CID: 44586190

Max Phase: Preclinical

Molecular Formula: C34H41N5O5

Molecular Weight: 599.73

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CN(C)C(=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/C34H41N5O5/c1-38(2)34(44)29(22-24-12-7-4-8-13-24)37-31(41)28(21-23-10-5-3-6-11-23)36-32(42)30-14-9-19-39(30)33(43)27(35)20-25-15-17-26(40)18-16-25/h3-8,10-13,15-18,27-30,40H,9,14,19-22,35H2,1-2H3,(H,36,42)(H,37,41)/t27-,28-,29-,30-/m0/s1

Standard InChI Key:  KRABRQBOUFODOG-KRCBVYEFSA-N

Alternative Forms

1. Parent:

   

   ALA505975

   Tyr-Pro-Phe-Phe-N(CH3)2

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: 599.73

Molecular Weight (Monoisotopic): 599.3108

AlogP: 1.80

#Rotatable Bonds: 12

Polar Surface Area: 145.07

Molecular Species: NEUTRAL

HBA: 6

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: 2.25

CX LogD: 1.89

Aromatic Rings: 3

Heavy Atoms: 44

QED Weighted: 0.25

Np Likeness Score: -0.31

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