5-((3S,4aR,6aR,6bS,8aS,12aS,14aR,14bR)-8a-(4-(carboxymethylamino)-4-oxobutylcarbamoyl)-4,4,6a,6b,11,11,14b-heptamethyl-1,2,3,4,4a,5,6,6a,6b,7,8,8a,9,10,11,12,12a,14,14a,14b-icosahydropicen-3-yloxy)-5-oxopentanoic acid

ID: ALA4522733

PubChem CID: 155543614

Max Phase: Preclinical

Molecular Formula: C41H64N2O8

Molecular Weight: 712.97

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  CC1(C)CC[C@]2(C(=O)NCCCC(=O)NCC(=O)O)CC[C@]3(C)C(=CC[C@@H]4[C@@]5(C)CC[C@H](OC(=O)CCCC(=O)O)C(C)(C)[C@@H]5CC[C@]43C)[C@@H]2C1

Standard InChI:  InChI=1S/C41H64N2O8/c1-36(2)19-21-41(35(50)42-23-9-10-31(44)43-25-33(47)48)22-20-39(6)26(27(41)24-36)13-14-29-38(5)17-16-30(51-34(49)12-8-11-32(45)46)37(3,4)28(38)15-18-40(29,39)7/h13,27-30H,8-12,14-25H2,1-7H3,(H,42,50)(H,43,44)(H,45,46)(H,47,48)/t27-,28-,29+,30-,38-,39+,40+,41-/m0/s1

Standard InChI Key:  MEXILWQRVGCYRT-LCCBHBCZSA-N

Molfile:  

 
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M  END

Alternative Forms

1. Parent:

   

   ALA4522733

   ---

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: 712.97

Molecular Weight (Monoisotopic): 712.4663

AlogP: 7.05

#Rotatable Bonds: 12

Polar Surface Area: 159.10

Molecular Species: ACID

HBA: 6

HBD: 4

#RO5 Violations: 2

HBA (Lipinski): 10

HBD (Lipinski): 4

#RO5 Violations (Lipinski): 2

CX Acidic pKa: 3.58

CX Basic pKa: 0.75

CX LogP: 5.62

CX LogD: -0.61

Aromatic Rings: ┄

Heavy Atoms: 51

QED Weighted: 0.10

Np Likeness Score: 1.87

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