(S)-2-(11-((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)undecanamido)-3-methylbutanoic acid

ID: ALA4475010

PubChem CID: 155537402

Max Phase: Preclinical

Molecular Formula: C52H88N2O6

Molecular Weight: 837.28

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)NCCCCCCCCCCC(=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/C52H88N2O6/c1-11-12-19-23-43(56)60-41-27-28-49(8)39(48(41,6)7)26-29-51(10)40(49)25-24-37-38-35-47(4,5)30-32-52(38,33-31-50(37,51)9)46(59)53-34-21-18-16-14-13-15-17-20-22-42(55)54-44(36(2)3)45(57)58/h24,36,38-41,44H,11-23,25-35H2,1-10H3,(H,53,59)(H,54,55)(H,57,58)/t38-,39-,40+,41-,44-,49-,50+,51+,52-/m0/s1

Standard InChI Key:  WJQIBYLPWGYYAQ-NTPDSEMRSA-N

Molfile:  

 
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M  END

Alternative Forms

1. Parent:

   

   ALA4475010

   ---

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: 837.28

Molecular Weight (Monoisotopic): 836.6642

AlogP: 12.13

#Rotatable Bonds: 20

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: 4.21

CX Basic pKa: 0.75

CX LogP: 11.95

CX LogD: 8.92

Aromatic Rings: ┄

Heavy Atoms: 60

QED Weighted: 0.06

Np Likeness Score: 1.64

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