((1R,5aS,6R,9aS)-1,5a-dimethyl-7-methylene-3-oxo-6-((E)-2-(2-oxo-2,5-dihydrofuran-3-yl)ethenyl)decahydro-1H-benzo[c]azepin-1-yl)methyl nicotinate

ID: ALA4441499

PubChem CID: 155514972

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)(CCC(=O)N[C@@]2(C)COC(=O)c2cccnc2)[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(29)28-26(21,3)16-33-24(31)19-5-4-13-27-15-19/h4-5,7-8,11,13,15,20-21H,1,6,9-10,12,14,16H2,2-3H3,(H,28,29)/b8-7+/t20-,21+,25+,26+/m1/s1

Standard InChI Key:  YHNMVGRIQQOWBY-IHOZZYEOSA-N

Molfile:  

 
     RDKit          2D

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M  END

Alternative Forms

1. Parent:

   

   ALA4441499

   ---

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: 3.54

#Rotatable Bonds: 5

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: 12.55

CX Basic pKa: 3.24

CX LogP: 2.95

CX LogD: 2.95

Aromatic Rings: 1

Heavy Atoms: 33

QED Weighted: 0.54

Np Likeness Score: 1.89

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