(S)-2-(4-((4aS,6aS,6bR,8aR,10S,12aR,12bR,14bS)-10-(benzoyloxy)-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)-3-methylbutanoic acid

ID: ALA4524851

PubChem CID: 155538839

Max Phase: Preclinical

Molecular Formula: C46H68N2O6

Molecular Weight: 745.06

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  CC(C)[C@H](NC(=O)CCCNC(=O)[C@]12CCC(C)(C)C[C@H]1C1=CC[C@@H]3[C@@]4(C)CC[C@H](OC(=O)c5ccccc5)C(C)(C)[C@@H]4CC[C@@]3(C)[C@]1(C)CC2)C(=O)O

Standard InChI:  InChI=1S/C46H68N2O6/c1-29(2)37(38(50)51)48-36(49)16-13-27-47-40(53)46-25-23-41(3,4)28-32(46)31-17-18-34-43(7)21-20-35(54-39(52)30-14-11-10-12-15-30)42(5,6)33(43)19-22-45(34,9)44(31,8)24-26-46/h10-12,14-15,17,29,32-35,37H,13,16,18-28H2,1-9H3,(H,47,53)(H,48,49)(H,50,51)/t32-,33-,34+,35-,37-,43-,44+,45+,46-/m0/s1

Standard InChI Key:  GKUROLFJONGLBE-AGXMQCQESA-N

Molfile:  

 
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M  END

Alternative Forms

1. Parent:

   

   ALA4524851

   ---

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: 745.06

Molecular Weight (Monoisotopic): 744.5077

AlogP: 9.14

#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: 3.87

CX Basic pKa: 0.75

CX LogP: 8.86

CX LogD: 5.63

Aromatic Rings: 1

Heavy Atoms: 54

QED Weighted: 0.12

Np Likeness Score: 1.70

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