1-(2',5'-Dihydroxyphenyl)-3-[-2-hydroxy-4-(L-Val-L-Pro-L,D-Val)oxy]phenyl-1-propanone hydrobromide

ID: ALA4173444

Chembl Id: CHEMBL4173444

PubChem CID: 145951008

Max Phase: Preclinical

Molecular Formula: C30H40BrN3O8

Molecular Weight: 569.66

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  Br.CC(C)C(N)C(=O)N1CCC[C@H]1C(=O)N[C@H](C(=O)Oc1ccc(CCC(=O)c2cc(O)ccc2O)c(O)c1)C(C)C

Standard InChI:  InChI=1S/C30H39N3O8.BrH/c1-16(2)26(31)29(39)33-13-5-6-22(33)28(38)32-27(17(3)4)30(40)41-20-10-7-18(25(37)15-20)8-11-23(35)21-14-19(34)9-12-24(21)36;/h7,9-10,12,14-17,22,26-27,34,36-37H,5-6,8,11,13,31H2,1-4H3,(H,32,38);1H/t22-,26?,27-;/m0./s1

Standard InChI Key:  CAYLGDCIAQQDPC-XYDUXHLRSA-N

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: 569.66

Molecular Weight (Monoisotopic): 569.2737

AlogP: 2.64

#Rotatable Bonds: 11

Polar Surface Area: 179.49

Molecular Species: NEUTRAL

HBA: 9

HBD: 5

#RO5 Violations: 1

HBA (Lipinski): 11

HBD (Lipinski): 6

#RO5 Violations (Lipinski): 3

CX Acidic pKa: 8.70

CX Basic pKa: 8.08

CX LogP: 3.29

CX LogD: 2.90

Aromatic Rings: 2

Heavy Atoms: 41

QED Weighted: 0.12

Np Likeness Score: 0.00

References

1. Balsera B, Mulet J, Sala S, Sala F, de la Torre-Martínez R, González-Rodríguez S, Plata A, Naesens L, Fernández-Carvajal A, Ferrer-Montiel A, Criado M, Pérez de Vega MJ, González-Muñiz R..  (2018)  Amino acid and peptide prodrugs of diphenylpropanones positive allosteric modulators of α7 nicotinic receptors with analgesic activity.,  143  [PMID:29174812] [10.1016/j.ejmech.2017.10.083]

Source

Source(1):

• Scientific Literature