(1S,2R,4aS,5R,8aS)-1-formamido-1,4a-dimethyl-6-methylene-5-((E)-2-(2-oxo-2,5-dihydrofuran-3-yl)ethenyl)decahydronaphthalen-2-yl nicotinate

ID: ALA4458194

PubChem CID: 155527164

Max Phase: Preclinical

Molecular Formula: C26H30N2O5

Molecular Weight: 450.54

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  C=C1CC[C@H]2[C@@](C)(CC[C@@H](OC(=O)c3cccnc3)[C@@]2(C)NC=O)[C@@H]1/C=C/C1=CCOC1=O

Standard InChI:  InChI=1S/C26H30N2O5/c1-17-6-9-21-25(2,20(17)8-7-18-11-14-32-23(18)30)12-10-22(26(21,3)28-16-29)33-24(31)19-5-4-13-27-15-19/h4-5,7-8,11,13,15-16,20-22H,1,6,9-10,12,14H2,2-3H3,(H,28,29)/b8-7+/t20-,21+,22-,25+,26+/m1/s1

Standard InChI Key:  BFVKKFFBVHUAJT-AAQQYLJGSA-N

Molfile:  

 
     RDKit          2D

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M  END

Alternative Forms

1. Parent:

   

   ALA4458194

   ---

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: 450.54

Molecular Weight (Monoisotopic): 450.2155

AlogP: 3.53

#Rotatable Bonds: 6

Polar Surface Area: 94.59

Molecular Species: NEUTRAL

HBA: 6

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 7

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 13.57

CX Basic pKa: 3.24

CX LogP: 3.14

CX LogD: 3.14

Aromatic Rings: 1

Heavy Atoms: 33

QED Weighted: 0.40

Np Likeness Score: 2.40

References

1. Wang W, Wu Y, Yang K, Wu C, Tang R, Li H, Chen L..  (2019)  Synthesis of novel andrographolide beckmann rearrangement derivatives and evaluation of their HK2-related anti-inflammatory activities.,  173  [PMID:31009914] [10.1016/j.ejmech.2019.04.022]

Source

Source(1):

• Scientific Literature