((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 4-nitrobenzoate

ID: ALA4440088

PubChem CID: 155514298

Max Phase: Preclinical

Molecular Formula: C27H30N2O7

Molecular Weight: 494.54

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  C=C1CC[C@H]2[C@@](C)(CCC(=O)N[C@@]2(C)COC(=O)c2ccc([N+](=O)[O-])cc2)[C@@H]1/C=C/C1=CCOC1=O

Standard InChI:  InChI=1S/C27H30N2O7/c1-17-4-11-22-26(2,21(17)10-7-19-13-15-35-24(19)31)14-12-23(30)28-27(22,3)16-36-25(32)18-5-8-20(9-6-18)29(33)34/h5-10,13,21-22H,1,4,11-12,14-16H2,2-3H3,(H,28,30)/b10-7+/t21-,22+,26+,27+/m1/s1

Standard InChI Key:  UDXIVCQNRDFLSN-VBGXBAIDSA-N

Molfile:  

 
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M  CHG  2  35   1  36  -1
M  END

Alternative Forms

1. Parent:

   

   ALA4440088

   ---

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: 494.54

Molecular Weight (Monoisotopic): 494.2053

AlogP: 4.05

#Rotatable Bonds: 6

Polar Surface Area: 124.84

Molecular Species: NEUTRAL

HBA: 7

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 9

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 12.36

CX Basic pKa: ┄

CX LogP: 4.11

CX LogD: 4.11

Aromatic Rings: 1

Heavy Atoms: 36

QED Weighted: 0.27

Np Likeness Score: 1.59

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