Tyr-Pro-Phe-Phe-NHNH2

ID: ALA180777

Chembl Id: CHEMBL180777

PubChem CID: 24857892

Max Phase: Preclinical

Molecular Formula: C32H38N6O5

Molecular Weight: 586.69

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  NNC(=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/C32H38N6O5/c33-25(18-23-13-15-24(39)16-14-23)32(43)38-17-7-12-28(38)31(42)36-26(19-21-8-3-1-4-9-21)29(40)35-27(30(41)37-34)20-22-10-5-2-6-11-22/h1-6,8-11,13-16,25-28,39H,7,12,17-20,33-34H2,(H,35,40)(H,36,42)(H,37,41)/t25-,26-,27-,28-/m0/s1

Standard InChI Key:  JZSLBNUKUIAYPN-LJWNLINESA-N

Alternative Forms

1. Parent:

   

   ALA180777

   Tyr-Pro-Phe-Phe-NHNH2

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: 586.69

Molecular Weight (Monoisotopic): 586.2904

AlogP: 0.70

#Rotatable Bonds: 12

Polar Surface Area: 179.88

Molecular Species: NEUTRAL

HBA: 7

HBD: 6

#RO5 Violations: 2

HBA (Lipinski): 11

HBD (Lipinski): 8

#RO5 Violations (Lipinski): 3

CX Acidic pKa: 9.50

CX Basic pKa: 7.72

CX LogP: 1.51

CX LogD: 1.15

Aromatic Rings: 3

Heavy Atoms: 43

QED Weighted: 0.10

Np Likeness Score: -0.21

References

1. Gao Y, Liu X, Wei J, Zhu B, Chen Q, Wang R..  (2005)  Structure-activity relationship of the novel bivalent and C-terminal modified analogues of endomorphin-2.,  15  (7): [PMID:15780619] [10.1016/j.bmcl.2005.02.021]

2. 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