(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-3-phenylpropanoate

ID: ALA4474580

PubChem CID: 155537131

Max Phase: Preclinical

Molecular Formula: C29H36N2O5

Molecular Weight: 492.62

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)Cc2ccccc2)[C@@H]1/C=C/C1=CCOC1=O

Standard InChI:  InChI=1S/C29H36N2O5/c1-19-9-12-24-28(2,22(19)11-10-21-14-16-35-26(21)33)15-13-25(32)31-29(24,3)18-36-27(34)23(30)17-20-7-5-4-6-8-20/h4-8,10-11,14,22-24H,1,9,12-13,15-18,30H2,2-3H3,(H,31,32)/b11-10+/t22-,23-,24+,28+,29+/m1/s1

Standard InChI Key:  QCCWAGAJSDSGSH-XGKKZYCRSA-N

Molfile:  

 
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M  END

Alternative Forms

1. Parent:

   

   ALA4474580

   ---

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: 492.62

Molecular Weight (Monoisotopic): 492.2624

AlogP: 3.40

#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: 12.89

CX Basic pKa: 6.97

CX LogP: 3.41

CX LogD: 3.28

Aromatic Rings: 1

Heavy Atoms: 36

QED Weighted: 0.45

Np Likeness Score: 2.01

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