3-((3S,3aR,4R,5aR,6S,9aR,9bR)-4-hydroxy-6,9a,9b-trimethyl-8-oxo-3-((R)-2,6,6-trimethyltetrahydro-2H-pyran-2-yl)dodecahydro-1H-cyclopenta[a]naphthalen-6-yl)propanoic acid

ID: ALA4248673

PubChem CID: 145983854

Max Phase: Preclinical

Molecular Formula: C27H44O5

Molecular Weight: 448.64

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CC1(C)CCC[C@](C)([C@H]2CC[C@]3(C)[C@@H]2[C@H](O)C[C@@H]2[C@@](C)(CCC(=O)O)CC(=O)C[C@]23C)O1

Standard InChI:  InChI=1S/C27H44O5/c1-23(2)10-7-11-27(6,32-23)18-8-13-25(4)22(18)19(29)14-20-24(3,12-9-21(30)31)15-17(28)16-26(20,25)5/h18-20,22,29H,7-16H2,1-6H3,(H,30,31)/t18-,19+,20+,22-,24-,25+,26+,27+/m0/s1

Standard InChI Key:  BPOCXSHOKZMVTQ-WKFGEGFWSA-N

Molfile:  

     RDKit          2D

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 15 28  1  1
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 33 35  2  0
M  END

Alternative Forms

1. Parent:

   

   ALA4248673

   ---

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type: Small molecule

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 448.64

Molecular Weight (Monoisotopic): 448.3189

AlogP: 5.38

#Rotatable Bonds: 4

Polar Surface Area: 83.83

Molecular Species: ACID

HBA: 4

HBD: 2

#RO5 Violations: 1

HBA (Lipinski): 5

HBD (Lipinski): 2

#RO5 Violations (Lipinski): 1

CX Acidic pKa: 4.58

CX Basic pKa: ┄

CX LogP: 3.95

CX LogD: 1.21

Aromatic Rings: ┄

Heavy Atoms: 32

QED Weighted: 0.60

Np Likeness Score: 2.66

References

1. Wu Q, Chen P, Tu G, Li M, Pan B, Guo Y, Zhai J, Fu H..  (2018)  Synthesis and evaluation of panaxatriol derivatives as Na+, K+-ATPase inhibitors.,  28  (17): [PMID:30049579] [10.1016/j.bmcl.2018.07.027]

Source

Source(1):

• Scientific Literature