QRFTR

ID: ALA2029397

Chembl Id: CHEMBL2029397

PubChem CID: 70681503

Max Phase: Preclinical

Molecular Formula: C30H50N12O8

Molecular Weight: 706.81

Molecule Type: Protein

Names and Identifiers

Canonical SMILES:  C[C@@H](O)[C@H](NC(=O)[C@H](Cc1ccccc1)NC(=O)[C@H](CCCNC(=N)N)NC(=O)[C@@H](N)CCC(N)=O)C(=O)N[C@@H](CCCNC(=N)N)C(=O)O

Standard InChI:  InChI=1S/C30H50N12O8/c1-16(43)23(27(48)40-20(28(49)50)10-6-14-38-30(35)36)42-26(47)21(15-17-7-3-2-4-8-17)41-25(46)19(9-5-13-37-29(33)34)39-24(45)18(31)11-12-22(32)44/h2-4,7-8,16,18-21,23,43H,5-6,9-15,31H2,1H3,(H2,32,44)(H,39,45)(H,40,48)(H,41,46)(H,42,47)(H,49,50)(H4,33,34,37)(H4,35,36,38)/t16-,18+,19+,20+,21+,23+/m1/s1

Standard InChI Key:  JLPBUOXKZITGQF-KULQPPLZSA-N

Alternative Forms

1. Parent:

   

   ALA2029397

   H-Gln-Arg-Phe-Thr-Arg-OH

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: 706.81

Molecular Weight (Monoisotopic): 706.3875

AlogP: -4.25

#Rotatable Bonds: 23

Polar Surface Area: 366.84

Molecular Species: ZWITTERION

HBA: 10

HBD: 14

#RO5 Violations: 2

HBA (Lipinski): 20

HBD (Lipinski): 18

#RO5 Violations (Lipinski): 3

CX Acidic pKa: 3.91

CX Basic pKa: 11.58

CX LogP: -6.86

CX LogD: -9.35

Aromatic Rings: 1

Heavy Atoms: 50

QED Weighted: 0.03

Np Likeness Score: 0.31

References

1. Pinto M, Rougeot C, Gracia L, Rosa M, García A, Arsequell G, Valencia G, Centeno NB..  (2012)  Proposed Bioactive Conformations of Opiorphin, an Endogenous Dual APN/NEP Inhibitor.,  3  (1): [PMID:24900367] [10.1021/ml200182v]

2. Rosa M, Marcelo F, Calle LP, Rougeot C, Jiménez-Barbero J, Arsequell G, Valencia G..  (2015)  Influence of polar side chains modifications on the dual enkephalinase inhibitory activity and conformation of human opiorphin, a pain perception related peptide.,  25  (22): [PMID:26463133] [10.1016/j.bmcl.2015.09.071]

Source

Source(1):

• Scientific Literature