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

ID: ALA4168947

Chembl Id: CHEMBL4168947

PubChem CID: 145953023

Max Phase: Preclinical

Molecular Formula: C30H40BrN3O7

Molecular Weight: 553.66

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)cc1)C(C)C

Standard InChI:  InChI=1S/C30H39N3O7.BrH/c1-17(2)26(31)29(38)33-15-5-6-23(33)28(37)32-27(18(3)4)30(39)40-21-11-7-19(8-12-21)9-13-24(35)22-16-20(34)10-14-25(22)36;/h7-8,10-12,14,16-18,23,26-27,34,36H,5-6,9,13,15,31H2,1-4H3,(H,32,37);1H/t23-,26?,27-;/m0./s1

Standard InChI Key:  JOJUDAFHPUDVLW-SOZJQZSKSA-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: 553.66

Molecular Weight (Monoisotopic): 553.2788

AlogP: 2.93

#Rotatable Bonds: 11

Polar Surface Area: 159.26

Molecular Species: NEUTRAL

HBA: 8

HBD: 4

#RO5 Violations: 1

HBA (Lipinski): 10

HBD (Lipinski): 5

#RO5 Violations (Lipinski): 1

CX Acidic pKa: 9.21

CX Basic pKa: 8.16

CX LogP: 3.81

CX LogD: 3.21

Aromatic Rings: 2

Heavy Atoms: 40

QED Weighted: 0.14

Np Likeness Score: -0.09

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