(S)-((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 pyrrolidine-2-carboxylate

ID: ALA4580347

PubChem CID: 155565340

Max Phase: Preclinical

Molecular Formula: C25H34N2O5

Molecular Weight: 442.56

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]2CCCN2)[C@@H]1/C=C/C1=CCOC1=O

Standard InChI:  InChI=1S/C25H34N2O5/c1-16-6-9-20-24(2,18(16)8-7-17-11-14-31-22(17)29)12-10-21(28)27-25(20,3)15-32-23(30)19-5-4-13-26-19/h7-8,11,18-20,26H,1,4-6,9-10,12-15H2,2-3H3,(H,27,28)/b8-7+/t18-,19+,20+,24+,25+/m1/s1

Standard InChI Key:  OLOTZDSWDWVPQN-ITAJTMSTSA-N

Molfile:  

 
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M  END

Alternative Forms

1. Parent:

   

   ALA4580347

   ---

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: 442.56

Molecular Weight (Monoisotopic): 442.2468

AlogP: 2.58

#Rotatable Bonds: 5

Polar Surface Area: 93.73

Molecular Species: NEUTRAL

HBA: 6

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 7

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 12.89

CX Basic pKa: 7.45

CX LogP: 2.24

CX LogD: 1.91

Aromatic Rings: ┄

Heavy Atoms: 32

QED Weighted: 0.50

Np Likeness Score: 2.31

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