((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 5-((R)-1,2-dithiolan-3-yl)pentanoate

ID: ALA4466819

Chembl Id: CHEMBL4466819

PubChem CID: 155531906

Max Phase: Preclinical

Molecular Formula: C28H39NO5S2

Molecular Weight: 533.76

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  C=C1CC[C@H]2[C@@](C)(CCC(=O)N[C@@]2(C)COC(=O)CCCC[C@@H]2CCSS2)[C@@H]1/C=C/C1=CCOC1=O

Standard InChI:  InChI=1S/C28H39NO5S2/c1-19-8-11-23-27(2,22(19)10-9-20-13-16-33-26(20)32)15-12-24(30)29-28(23,3)18-34-25(31)7-5-4-6-21-14-17-35-36-21/h9-10,13,21-23H,1,4-8,11-12,14-18H2,2-3H3,(H,29,30)/b10-9+/t21-,22-,23+,27+,28+/m1/s1

Standard InChI Key:  KSKACYQALUPWSV-QDHZSKGMSA-N

Alternative Forms

1. Parent:

   

   ALA4466819

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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: 533.76

Molecular Weight (Monoisotopic): 533.2270

AlogP: 5.54

#Rotatable Bonds: 9

Polar Surface Area: 81.70

Molecular Species: NEUTRAL

HBA: 7

HBD: 1

#RO5 Violations: 2

HBA (Lipinski): 6

HBD (Lipinski): 1

#RO5 Violations (Lipinski): 2

CX Acidic pKa: 12.83

CX Basic pKa: ┄

CX LogP: 4.45

CX LogD: 4.45

Aromatic Rings: ┄

Heavy Atoms: 36

QED Weighted: 0.18

Np Likeness Score: 2.17

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