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

ID: ALA4794634

PubChem CID: 162672870

Max Phase: Preclinical

Molecular Formula: C27H32N2O7

Molecular Weight: 496.56

Molecule Type: Unknown

Names and Identifiers

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

Standard InChI:  InChI=1S/C27H32N2O7/c1-15(2)11-22(30)28-14-23(31)29-20-10-8-16-13-21(33-3)25(34-4)26(35-5)24(16)18-9-7-17(12-19(18)20)27(32)36-6/h7,9,11-13,20H,8,10,14H2,1-6H3,(H,28,30)(H,29,31)/t20-/m0/s1

Standard InChI Key:  DHFWAOUTZJDLNP-FQEVSTJZSA-N

Molfile:  

 
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M  END

Alternative Forms

1. Parent:

   

   ALA4794634

   ---

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: 496.56

Molecular Weight (Monoisotopic): 496.2210

AlogP: 3.35

#Rotatable Bonds: 8

Polar Surface Area: 112.19

Molecular Species: NEUTRAL

HBA: 7

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 9

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 13.01

CX Basic pKa: ┄

CX LogP: 2.92

CX LogD: 2.92

Aromatic Rings: 2

Heavy Atoms: 36

QED Weighted: 0.43

Np Likeness Score: 0.27

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