(2R,3R,4R,5R)-2,5-bis(3-bromobenzyloxy)-3,4-dihydroxy-N1-((1S,2R)-2-hydroxy-2,3-dihydro-1H-inden-1-yl)-N6-((R)-3-oxo-2,3-dihydro-1H-inden-1-yl)hexanediamide

ID: ALA5286957

Max Phase: Preclinical

Molecular Formula: C38H36Br2N2O8

Molecular Weight: 808.52

Names and Identifiers

Canonical SMILES:  O=C1C[C@@H](NC(=O)[C@H](OCc2cccc(Br)c2)[C@H](O)[C@@H](O)[C@@H](OCc2cccc(Br)c2)C(=O)N[C@H]2c3ccccc3C[C@H]2O)c2ccccc21

Standard InChI:  InChI=1S/C38H36Br2N2O8/c39-24-10-5-7-21(15-24)19-49-35(37(47)41-29-18-30(43)28-14-4-3-13-27(28)29)33(45)34(46)36(50-20-22-8-6-11-25(40)16-22)38(48)42-32-26-12-2-1-9-23(26)17-31(32)44/h1-16,29,31-36,44-46H,17-20H2,(H,41,47)(H,42,48)/t29-,31-,32+,33-,34-,35-,36-/m1/s1

Standard InChI Key:  VAUCVBVDKMBJNL-LJMFFZSVSA-N

Molfile:  

 
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M  END

Alternative Forms

1. Parent:

   

   ALA5286957

   ---

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type:

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 808.52

Molecular Weight (Monoisotopic): 806.0838

AlogP: 4.62

#Rotatable Bonds: 13

Polar Surface Area: 154.42

Molecular Species: NEUTRAL

HBA: 8

HBD: 5

#RO5 Violations: 1

HBA (Lipinski): 10

HBD (Lipinski): 5

#RO5 Violations (Lipinski): 1

CX Acidic pKa: 11.86

CX Basic pKa: ┄

CX LogP: 4.49

CX LogD: 4.49

Aromatic Rings: 4

Heavy Atoms: 50

QED Weighted: 0.13

Np Likeness Score: 0.19

References

1. Ghosh AK, Osswald HL, Prato G..  (2016)  Recent Progress in the Development of HIV-1 Protease Inhibitors for the Treatment of HIV/AIDS.,  59  (11): [PMID:26799988] [10.1021/acs.jmedchem.5b01697]

Source

Source(1):

• Scientific Literature