(R)-Tetrahydrofuran-3-yl((2S,3R)-1-((1s,3R)-Adamantan-1-yl)-3-hydroxy-4-((N-isobutyl-4-methoxyphenyl)sulfonamido)-butan-2-yl)carbamate

ID: ALA4539020

PubChem CID: 155544437

Max Phase: Preclinical

Molecular Formula: C30H46N2O7S

Molecular Weight: 578.77

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  COc1ccc(S(=O)(=O)N(CC(C)C)C[C@@H](O)[C@H](CC23CC4CC(CC(C4)C2)C3)NC(=O)O[C@@H]2CCOC2)cc1

Standard InChI:  InChI=1S/C30H46N2O7S/c1-20(2)17-32(40(35,36)26-6-4-24(37-3)5-7-26)18-28(33)27(31-29(34)39-25-8-9-38-19-25)16-30-13-21-10-22(14-30)12-23(11-21)15-30/h4-7,20-23,25,27-28,33H,8-19H2,1-3H3,(H,31,34)/t21?,22?,23?,25-,27+,28-,30?/m1/s1

Standard InChI Key:  QMEWRSSISOMVQE-IZTMZKIYSA-N

Molfile:  

 
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M  END

Alternative Forms

1. Parent:

   

   ALA4539020

   ---

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type: Unknown

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 578.77

Molecular Weight (Monoisotopic): 578.3026

AlogP: 4.19

#Rotatable Bonds: 12

Polar Surface Area: 114.40

Molecular Species: NEUTRAL

HBA: 7

HBD: 2

#RO5 Violations: 1

HBA (Lipinski): 9

HBD (Lipinski): 2

#RO5 Violations (Lipinski): 1

CX Acidic pKa: 13.65

CX Basic pKa: ┄

CX LogP: 3.80

CX LogD: 3.80

Aromatic Rings: 1

Heavy Atoms: 40

QED Weighted: 0.38

Np Likeness Score: -0.20

References

1. Ghosh AK, Osswald HL, Glauninger K, Agniswamy J, Wang YF, Hayashi H, Aoki M, Weber IT, Mitsuya H..  (2016)  Probing Lipophilic Adamantyl Group as the P1-Ligand for HIV-1 Protease Inhibitors: Design, Synthesis, Protein X-ray Structural Studies, and Biological Evaluation.,  59  (14): [PMID:27389367] [10.1021/acs.jmedchem.6b00639]

Source

Source(1):

• Scientific Literature