Methyl (5S,aR)-9,10,11-trimethoxy-5-(2-((E)-4,4,4-trifluorobut-2-enamido)acetamido)-6,7-dihydro-5H-dibenzo[a,c]cyclohepten-3-carboxylate

ID: ALA4763029

PubChem CID: 162660476

Max Phase: Preclinical

Molecular Formula: C26H27F3N2O7

Molecular Weight: 536.50

Molecule Type: Unknown

Names and Identifiers

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

Standard InChI:  InChI=1S/C26H27F3N2O7/c1-35-19-12-14-6-8-18(31-21(33)13-30-20(32)9-10-26(27,28)29)17-11-15(25(34)38-4)5-7-16(17)22(14)24(37-3)23(19)36-2/h5,7,9-12,18H,6,8,13H2,1-4H3,(H,30,32)(H,31,33)/b10-9+/t18-/m0/s1

Standard InChI Key:  BWHNTZQFYKLGTJ-BBVFFXRHSA-N

Molfile:  

 
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M  END

Alternative Forms

1. Parent:

   

   ALA4763029

   ---

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: 536.50

Molecular Weight (Monoisotopic): 536.1770

AlogP: 3.50

#Rotatable Bonds: 8

Polar Surface Area: 112.19

Molecular Species: NEUTRAL

HBA: 7

HBD: 2

#RO5 Violations: 1

HBA (Lipinski): 9

HBD (Lipinski): 2

#RO5 Violations (Lipinski): 1

CX Acidic pKa: 12.42

CX Basic pKa: ┄

CX LogP: 3.04

CX LogD: 3.04

Aromatic Rings: 2

Heavy Atoms: 38

QED Weighted: 0.39

Np Likeness Score: 0.13

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