11-((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)undecanoic acid

ID: ALA4475571

PubChem CID: 155537994

Max Phase: Preclinical

Molecular Formula: C45H75NO5

Molecular Weight: 710.10

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)NCCCCCCCCCCC(=O)O)CC[C@@]4(C)[C@]3(C)CC[C@H]2C1(C)C

Standard InChI:  InChI=1S/C45H75NO5/c1-9-18-38(49)51-36-23-24-42(6)34(41(36,4)5)22-25-44(8)35(42)21-20-32-33-31-40(2,3)26-28-45(33,29-27-43(32,44)7)39(50)46-30-17-15-13-11-10-12-14-16-19-37(47)48/h20,33-36H,9-19,21-31H2,1-8H3,(H,46,50)(H,47,48)/t33-,34-,35+,36-,42-,43+,44+,45-/m0/s1

Standard InChI Key:  AEWLNZDAHFYTCD-JNNZJYSRSA-N

Molfile:  

 
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Alternative Forms

1. Parent:

   

   ALA4475571

   ---

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: 710.10

Molecular Weight (Monoisotopic): 709.5645

AlogP: 11.21

#Rotatable Bonds: 15

Polar Surface Area: 92.70

Molecular Species: ACID

HBA: 4

HBD: 2

#RO5 Violations: 2

HBA (Lipinski): 6

HBD (Lipinski): 2

#RO5 Violations (Lipinski): 2

CX Acidic pKa: 4.95

CX Basic pKa: 0.75

CX LogP: 10.71

CX LogD: 8.30

Aromatic Rings: ┄

Heavy Atoms: 51

QED Weighted: 0.10

Np Likeness Score: 2.03

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