(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)-4-methoxy-3-oxo-2,3-dihydro-1H-inden-1-yl)hexanediamide

ID: ALA5287378

Max Phase: Preclinical

Molecular Formula: C39H38Br2N2O9

Molecular Weight: 838.55

Names and Identifiers

Canonical SMILES:  COc1cccc2c1C(=O)C[C@H]2NC(=O)[C@H](OCc1cccc(Br)c1)[C@H](O)[C@@H](O)[C@@H](OCc1cccc(Br)c1)C(=O)N[C@H]1c2ccccc2C[C@H]1O

Standard InChI:  InChI=1S/C39H38Br2N2O9/c1-50-31-14-6-13-27-28(18-29(44)32(27)31)42-38(48)36(51-19-21-7-4-10-24(40)15-21)34(46)35(47)37(52-20-22-8-5-11-25(41)16-22)39(49)43-33-26-12-3-2-9-23(26)17-30(33)45/h2-16,28,30,33-37,45-47H,17-20H2,1H3,(H,42,48)(H,43,49)/t28-,30-,33+,34-,35-,36-,37-/m1/s1

Standard InChI Key:  OBYWZOSJDGNULF-UMJIWMCASA-N

Molfile:  

 
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M  END

Alternative Forms

1. Parent:

   

   ALA5287378

   ---

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: 838.55

Molecular Weight (Monoisotopic): 836.0944

AlogP: 4.63

#Rotatable Bonds: 14

Polar Surface Area: 163.65

Molecular Species: NEUTRAL

HBA: 9

HBD: 5

#RO5 Violations: 1

HBA (Lipinski): 11

HBD (Lipinski): 5

#RO5 Violations (Lipinski): 2

CX Acidic pKa: 11.84

CX Basic pKa: ┄

CX LogP: 4.33

CX LogD: 4.33

Aromatic Rings: 4

Heavy Atoms: 52

QED Weighted: 0.12

Np Likeness Score: 0.23

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