(R)-((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 2-amino-4-methylpentanoate

ID: ALA4531651

PubChem CID: 155546305

Max Phase: Preclinical

Molecular Formula: C26H38N2O5

Molecular Weight: 458.60

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  C=C1CC[C@H]2[C@@](C)(CCC(=O)N[C@@]2(C)COC(=O)[C@H](N)CC(C)C)[C@@H]1/C=C/C1=CCOC1=O

Standard InChI:  InChI=1S/C26H38N2O5/c1-16(2)14-20(27)24(31)33-15-26(5)21-9-6-17(3)19(8-7-18-11-13-32-23(18)30)25(21,4)12-10-22(29)28-26/h7-8,11,16,19-21H,3,6,9-10,12-15,27H2,1-2,4-5H3,(H,28,29)/b8-7+/t19-,20-,21+,25+,26+/m1/s1

Standard InChI Key:  PKIQAFCMXAIXJT-HZFOGSFHSA-N

Molfile:  

 
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M  END

Alternative Forms

1. Parent:

   

   ALA4531651

   ---

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: 458.60

Molecular Weight (Monoisotopic): 458.2781

AlogP: 3.20

#Rotatable Bonds: 7

Polar Surface Area: 107.72

Molecular Species: NEUTRAL

HBA: 6

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 7

HBD (Lipinski): 3

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 12.97

CX Basic pKa: 7.39

CX LogP: 3.01

CX LogD: 2.71

Aromatic Rings: ┄

Heavy Atoms: 33

QED Weighted: 0.45

Np Likeness Score: 2.28

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