(S)-2-(4-((4aS,6aS,6bR,8aR,10S,12aR,12bR,14bS)-10-(hexanoyloxy)-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: ALA4474316

PubChem CID: 155536920

Max Phase: Preclinical

Molecular Formula: C45H74N2O6

Molecular Weight: 739.10

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  CCCCCC(=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(=O)O)C(C)C)CC[C@@]4(C)[C@]3(C)CC[C@H]2C1(C)C

Standard InChI:  InChI=1S/C45H74N2O6/c1-11-12-13-16-36(49)53-34-20-21-42(8)32(41(34,6)7)19-22-44(10)33(42)18-17-30-31-28-40(4,5)23-25-45(31,26-24-43(30,44)9)39(52)46-27-14-15-35(48)47-37(29(2)3)38(50)51/h17,29,31-34,37H,11-16,18-28H2,1-10H3,(H,46,52)(H,47,48)(H,50,51)/t31-,32-,33+,34-,37-,42-,43+,44+,45-/m0/s1

Standard InChI Key:  YSTKCOBWCPYCLN-TUKHAALXSA-N

Molfile:  

 
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M  END

Alternative Forms

1. Parent:

   

   ALA4474316

   ---

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: 739.10

Molecular Weight (Monoisotopic): 738.5547

AlogP: 9.40

#Rotatable Bonds: 13

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: 8.84

CX LogD: 5.61

Aromatic Rings: ┄

Heavy Atoms: 53

QED Weighted: 0.10

Np Likeness Score: 1.82

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