2-(6-((4aS,6aS,6bR,8aR,10S,12aR,12bR,14bS)-10-acetoxy-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)hexanamido)acetic acid

ID: ALA4474754

PubChem CID: 155537153

Max Phase: Preclinical

Molecular Formula: C40H64N2O6

Molecular Weight: 668.96

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  CC(=O)O[C@H]1CC[C@]2(C)[C@H]3CC=C4[C@@H]5CC(C)(C)CC[C@]5(C(=O)NCCCCCC(=O)NCC(=O)O)CC[C@@]4(C)[C@]3(C)CC[C@H]2C1(C)C

Standard InChI:  InChI=1S/C40H64N2O6/c1-26(43)48-31-16-17-37(6)29(36(31,4)5)15-18-39(8)30(37)14-13-27-28-24-35(2,3)19-21-40(28,22-20-38(27,39)7)34(47)41-23-11-9-10-12-32(44)42-25-33(45)46/h13,28-31H,9-12,14-25H2,1-8H3,(H,41,47)(H,42,44)(H,45,46)/t28-,29-,30+,31-,37-,38+,39+,40-/m0/s1

Standard InChI Key:  YHTRBWLCGFVJPH-HMXQJACTSA-N

Molfile:  

 
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M  END

Alternative Forms

1. Parent:

   

   ALA4474754

   ---

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: 668.96

Molecular Weight (Monoisotopic): 668.4764

AlogP: 7.60

#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: 4.06

CX Basic pKa: 0.75

CX LogP: 6.24

CX LogD: 3.12

Aromatic Rings: ┄

Heavy Atoms: 48

QED Weighted: 0.13

Np Likeness Score: 2.09

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