(2S,5R,8S,16R)-16-((S)-2-amino-3-(4-hydroxy-2,6-dimethylphenyl)propanamido)-2-benzyl-5-(naphthalen-2-ylmethyl)-3,6,10,17-tetraoxo-1,4,7,11-tetraazacycloheptadecane-8-carboxamide

ID: ALA3759179

Chembl Id: CHEMBL3759179

PubChem CID: 127026457

Max Phase: Preclinical

Molecular Formula: C43H51N7O7

Molecular Weight: 777.92

Molecule Type: Protein

Names and Identifiers

Canonical SMILES:  Cc1cc(O)cc(C)c1C[C@H](N)C(=O)N[C@@H]1CCCCNC(=O)C[C@@H](C(N)=O)NC(=O)[C@@H](Cc2ccc3ccccc3c2)NC(=O)[C@H](Cc2ccccc2)NC1=O

Standard InChI:  InChI=1S/C43H51N7O7/c1-25-18-31(51)19-26(2)32(25)23-33(44)40(54)47-34-14-8-9-17-46-38(52)24-35(39(45)53)48-42(56)37(22-28-15-16-29-12-6-7-13-30(29)20-28)50-43(57)36(49-41(34)55)21-27-10-4-3-5-11-27/h3-7,10-13,15-16,18-20,33-37,51H,8-9,14,17,21-24,44H2,1-2H3,(H2,45,53)(H,46,52)(H,47,54)(H,48,56)(H,49,55)(H,50,57)/t33-,34+,35-,36-,37+/m0/s1

Standard InChI Key:  LVBGVSFZIBQZKG-DUQWPARQSA-N

Alternative Forms

1. Parent:

   

   ALA3759179

   ---

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: 777.92

Molecular Weight (Monoisotopic): 777.3850

AlogP: 1.63

#Rotatable Bonds: 9

Polar Surface Area: 234.84

Molecular Species: NEUTRAL

HBA: 8

HBD: 8

#RO5 Violations: 2

HBA (Lipinski): 14

HBD (Lipinski): 10

#RO5 Violations (Lipinski): 3

CX Acidic pKa: 9.71

CX Basic pKa: 7.75

CX LogP: 2.32

CX LogD: 1.90

Aromatic Rings: 4

Heavy Atoms: 57

QED Weighted: 0.12

Np Likeness Score: 0.42

References

1. Perlikowska R, Piekielna J, Gentilucci L, De Marco R, Cerlesi MC, Calo G, Artali R, Tömböly C, Kluczyk A, Janecka A..  (2016)  Synthesis of mixed MOR/KOR efficacy cyclic opioid peptide analogs with antinociceptive activity after systemic administration.,  109  [PMID:26785295] [10.1016/j.ejmech.2015.12.012]

2. 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(1):

• Scientific Literature