(S)-2-(4-((4aS,6aS,6bR,8aR,10S,12aR,12bR,14bS)-10-(butyryloxy)-2,2,6a,6b,9,9,12a-heptamethyl-1,2,3,4,4a,5,6,6a,6b,7,8,8a,9,10,11,12,12a,12b,13,14b-icosahydropicene-4a-carboxamido)butanamido)propanoic acid

ID: ALA4514057

PubChem CID: 155539025

Max Phase: Preclinical

Molecular Formula: C41H66N2O6

Molecular Weight: 682.99

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  CCCC(=O)O[C@H]1CC[C@]2(C)[C@H]3CC=C4[C@@H]5CC(C)(C)CC[C@]5(C(=O)NCCCC(=O)N[C@@H](C)C(=O)O)CC[C@@]4(C)[C@]3(C)CC[C@H]2C1(C)C

Standard InChI:  InChI=1S/C41H66N2O6/c1-10-12-33(45)49-31-17-18-38(7)29(37(31,5)6)16-19-40(9)30(38)15-14-27-28-25-36(3,4)20-22-41(28,23-21-39(27,40)8)35(48)42-24-11-13-32(44)43-26(2)34(46)47/h14,26,28-31H,10-13,15-25H2,1-9H3,(H,42,48)(H,43,44)(H,46,47)/t26-,28-,29-,30+,31-,38-,39+,40+,41-/m0/s1

Standard InChI Key:  JMVJFSIQXYMRIB-HOHKBFGOSA-N

Molfile:  

 
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M  END

Alternative Forms

1. Parent:

   

   ALA4514057

   ---

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: 682.99

Molecular Weight (Monoisotopic): 682.4921

AlogP: 7.99

#Rotatable Bonds: 10

Polar Surface Area: 121.80

Molecular Species: ACID

HBA: 5

HBD: 3

#RO5 Violations: 2

HBA (Lipinski): 8

HBD (Lipinski): 3

#RO5 Violations (Lipinski): 2

CX Acidic pKa: 3.71

CX Basic pKa: 0.75

CX LogP: 7.06

CX LogD: 3.76

Aromatic Rings: ┄

Heavy Atoms: 49

QED Weighted: 0.12

Np Likeness Score: 1.93

References

1. Medina-O'Donnell M, Rivas F, Reyes-Zurita FJ, Cano-Muñoz M, Martinez A, Lupiañez JA, Parra A..  (2019)  Oleanolic Acid Derivatives as Potential Inhibitors of HIV-1 Protease.,  82  (10): [PMID:31617361] [10.1021/acs.jnatprod.9b00649]

Source

Source(1):

• Scientific Literature