1',2',3'-Trimethoxybenzo[5',6':5,4]-1H-(aR,1S)-1-((((2'''E,4'''E)-hexa-2''',4'''-dienoyl)oxy)acetamido)-6,7-dihydrocyclohepta[3,2:f]-2''-acetoxymethylbenzofuran

ID: ALA4797732

PubChem CID: 162675966

Max Phase: Preclinical

Molecular Formula: C31H33NO9

Molecular Weight: 563.60

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  C/C=C/C=C/C(=O)OCC(=O)N[C@H]1CCc2cc(OC)c(OC)c(OC)c2-c2cc3cc(COC(C)=O)oc3cc21

Standard InChI:  InChI=1S/C31H33NO9/c1-6-7-8-9-28(35)40-17-27(34)32-24-11-10-19-14-26(36-3)30(37-4)31(38-5)29(19)23-13-20-12-21(16-39-18(2)33)41-25(20)15-22(23)24/h6-9,12-15,24H,10-11,16-17H2,1-5H3,(H,32,34)/b7-6+,9-8+/t24-/m0/s1

Standard InChI Key:  AFGYTTJJUBBCQL-WTZYCGNLSA-N

Molfile:  

 
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M  END

Alternative Forms

1. Parent:

   

   ALA4797732

   ---

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: 563.60

Molecular Weight (Monoisotopic): 563.2155

AlogP: 4.97

#Rotatable Bonds: 10

Polar Surface Area: 122.53

Molecular Species: NEUTRAL

HBA: 9

HBD: 1

#RO5 Violations: 1

HBA (Lipinski): 10

HBD (Lipinski): 1

#RO5 Violations (Lipinski): 1

CX Acidic pKa: 12.84

CX Basic pKa: ┄

CX LogP: 3.92

CX LogD: 3.92

Aromatic Rings: 3

Heavy Atoms: 41

QED Weighted: 0.21

Np Likeness Score: 0.69

References

1. Sazanova, Ekaterina S., Gracheva, Iuliia A., Allegro, Diane, Barbier, Pascale, Combes, Sebastien, Svirshchevskaya, Elena V., Fedorov, Alexey Yu.  (2020)  Allocolchicinoids bearing a Michael acceptor fragment for possible irreversible binding of tubulin,  11  (6): [PMID:33479669] [10.1039/d0md00060d]

Source

Source(1):

• Scientific Literature