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

ID: ALA4798577

PubChem CID: 162674765

Max Phase: Preclinical

Molecular Formula: C28H32N2O7

Molecular Weight: 508.57

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  C/C=C/C=C/C(=O)NCC(=O)N[C@H]1CCc2cc(OC)c(OC)c(OC)c2-c2ccc(C(=O)OC)cc21

Standard InChI:  InChI=1S/C28H32N2O7/c1-6-7-8-9-23(31)29-16-24(32)30-21-13-11-17-15-22(34-2)26(35-3)27(36-4)25(17)19-12-10-18(14-20(19)21)28(33)37-5/h6-10,12,14-15,21H,11,13,16H2,1-5H3,(H,29,31)(H,30,32)/b7-6+,9-8+/t21-/m0/s1

Standard InChI Key:  HFLPELWVYUWPAN-YGDVUYPLSA-N

Molfile:  

 
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M  END

Alternative Forms

1. Parent:

   

   ALA4798577

   ---

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: 508.57

Molecular Weight (Monoisotopic): 508.2210

AlogP: 3.52

#Rotatable Bonds: 9

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: 13.00

CX Basic pKa: ┄

CX LogP: 3.20

CX LogD: 3.20

Aromatic Rings: 2

Heavy Atoms: 37

QED Weighted: 0.30

Np Likeness Score: 0.34

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