11-((4aS,6aS,6bR,8aR,10S,12aR,12bR,14bS)-2,2,6a,6b,9,9,12a-heptamethyl-10-(propionyloxy)-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: ALA4475051

PubChem CID: 155537365

Max Phase: Preclinical

Molecular Formula: C44H73NO5

Molecular Weight: 696.07

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  CCC(=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/C44H73NO5/c1-9-37(48)50-35-22-23-41(6)33(40(35,4)5)21-24-43(8)34(41)20-19-31-32-30-39(2,3)25-27-44(32,28-26-42(31,43)7)38(49)45-29-17-15-13-11-10-12-14-16-18-36(46)47/h19,32-35H,9-18,20-30H2,1-8H3,(H,45,49)(H,46,47)/t32-,33-,34+,35-,41-,42+,43+,44-/m0/s1

Standard InChI Key:  ADQUUBWIGRUXKE-FJRACXSGSA-N

Molfile:  

 
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M  END

Alternative Forms

1. Parent:

   

   ALA4475051

   ---

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: 696.07

Molecular Weight (Monoisotopic): 695.5489

AlogP: 10.82

#Rotatable Bonds: 14

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: 10.27

CX LogD: 7.85

Aromatic Rings: ┄

Heavy Atoms: 50

QED Weighted: 0.11

Np Likeness Score: 2.06

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