SID26756562

ID: ALA285479

Chembl Id: CHEMBL285479

PubChem CID: 107772

Max Phase: Preclinical

Molecular Formula: C40H50N8O10

Molecular Weight: 802.89

Molecule Type: Protein

Names and Identifiers

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

Standard InChI:  InChI=1S/C40H50N8O10/c1-23(44-37(55)29(41)18-25-9-13-27(50)14-10-25)36(54)46-30(19-24-6-3-2-4-7-24)38(56)43-21-34(52)45-31(20-26-11-15-28(51)16-12-26)40(58)48-17-5-8-33(48)39(57)47-32(22-49)35(42)53/h2-4,6-7,9-16,23,29-33,49-51H,5,8,17-22,41H2,1H3,(H2,42,53)(H,43,56)(H,44,55)(H,45,52)(H,46,54)(H,47,57)/t23-,29-,30-,31-,32-,33-/m0/s1

Standard InChI Key:  FHZPGIUBXYVUOY-XDGMXVDYSA-N

Alternative Forms

1. Parent:

   

   ALA285479

   H-Tyr-Ala-Phe-Gly-Tyr-Pro-Ser-NH2

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: 802.89

Molecular Weight (Monoisotopic): 802.3650

AlogP: -2.00

#Rotatable Bonds: 19

Polar Surface Area: 295.61

Molecular Species: BASE

HBA: 11

HBD: 10

#RO5 Violations: 3

HBA (Lipinski): 18

HBD (Lipinski): 12

#RO5 Violations (Lipinski): 3

CX Acidic pKa: 9.20

CX Basic pKa: 9.80

CX LogP: -1.80

CX LogD: -2.09

Aromatic Rings: 3

Heavy Atoms: 58

QED Weighted: 0.06

Np Likeness Score: -0.15

References

1. PubChem BioAssay data set, 

2. Turnaturi R, Aricò G, Ronsisvalle G, Parenti C, Pasquinucci L..  (2016)  Multitarget opioid ligands in pain relief: New players in an old game.,  108  [PMID:26656913] [10.1016/j.ejmech.2015.11.028]

3. Adamska A, Kluczyk A, Cerlesi MC, Calo G, Janecka A, Borics A..  (2016)  Synthesis, biological evaluation and structural analysis of novel peripherally active morphiceptin analogs.,  24  (7): [PMID:26944625] [10.1016/j.bmc.2016.02.034]

4. Pacifico S, Albanese V, Illuminati D, Marzola E, Fabbri M, Ferrari F, Holanda VAD, Sturaro C, Malfacini D, Ruzza C, Trapella C, Preti D, Lo Cascio E, Arcovito A, Della Longa S, Marangoni M, Fattori D, Nassini R, Calò G, Guerrini R..  (2021)  Novel Mixed NOP/Opioid Receptor Peptide Agonists.,  64  (10.0): [PMID:33998786] [10.1021/acs.jmedchem.0c02062]

5. 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(2):

• Scientific Literature
• PubChem BioAssays