methyl (5S,aR)-9,10,11-trimethoxy-5-(2-((3-methylbut-2-enoyl)oxy)acetamido)-6,7-dihydro-5H-dibenzo[a,c]cyclohepten-3-carboxylate

ID: ALA4761555

PubChem CID: 162659260

Max Phase: Preclinical

Molecular Formula: C27H31NO8

Molecular Weight: 497.54

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  COC(=O)c1ccc2c(c1)[C@@H](NC(=O)COC(=O)C=C(C)C)CCc1cc(OC)c(OC)c(OC)c1-2

Standard InChI:  InChI=1S/C27H31NO8/c1-15(2)11-23(30)36-14-22(29)28-20-10-8-16-13-21(32-3)25(33-4)26(34-5)24(16)18-9-7-17(12-19(18)20)27(31)35-6/h7,9,11-13,20H,8,10,14H2,1-6H3,(H,28,29)/t20-/m0/s1

Standard InChI Key:  SXIMZQRZBHPFCX-FQEVSTJZSA-N

Molfile:  

 
     RDKit          2D

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 34 36  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4761555

   ---

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: 497.54

Molecular Weight (Monoisotopic): 497.2050

AlogP: 3.78

#Rotatable Bonds: 8

Polar Surface Area: 109.39

Molecular Species: NEUTRAL

HBA: 8

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 9

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 12.90

CX Basic pKa: ┄

CX LogP: 3.88

CX LogD: 3.88

Aromatic Rings: 2

Heavy Atoms: 36

QED Weighted: 0.43

Np Likeness Score: 0.36

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