(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 2-nitrobenzoate

ID: ALA4565147

PubChem CID: 155560152

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)(CC[C@@H](OC(=O)c3ccccc3[N+](=O)[O-])[C@@]2(C)NC=O)[C@@H]1/C=C/C1=CCOC1=O

Standard InChI:  InChI=1S/C27H30N2O7/c1-17-8-11-22-26(2,20(17)10-9-18-13-15-35-24(18)31)14-12-23(27(22,3)28-16-30)36-25(32)19-6-4-5-7-21(19)29(33)34/h4-7,9-10,13,16,20,22-23H,1,8,11-12,14-15H2,2-3H3,(H,28,30)/b10-9+/t20-,22+,23-,26+,27+/m1/s1

Standard InChI Key:  NBHRDRUSDRHLQR-QSGCCCQJSA-N

Molfile:  

 
     RDKit          2D

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M  CHG  2  35   1  36  -1
M  END

Alternative Forms

1. Parent:

   

   ALA4565147

   ---

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: 7

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: 13.57

CX Basic pKa: ┄

CX LogP: 4.30

CX LogD: 4.30

Aromatic Rings: 1

Heavy Atoms: 36

QED Weighted: 0.20

Np Likeness Score: 1.92

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