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

ID: ALA4759719

PubChem CID: 162658856

Max Phase: Preclinical

Molecular Formula: C26H30N2O7

Molecular Weight: 482.53

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  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/C26H30N2O7/c1-6-7-21(29)27-14-22(30)28-19-11-9-15-13-20(32-2)24(33-3)25(34-4)23(15)17-10-8-16(12-18(17)19)26(31)35-5/h6-8,10,12-13,19H,9,11,14H2,1-5H3,(H,27,29)(H,28,30)/b7-6+/t19-/m0/s1

Standard InChI Key:  ATDOGXDCZAOKPT-GHOSXJJBSA-N

Molfile:  

 
     RDKit          2D

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M  END

Alternative Forms

1. Parent:

   

   ALA4759719

   ---

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: 482.53

Molecular Weight (Monoisotopic): 482.2053

AlogP: 2.96

#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: 13.00

CX Basic pKa: ┄

CX LogP: 2.68

CX LogD: 2.68

Aromatic Rings: 2

Heavy Atoms: 35

QED Weighted: 0.44

Np Likeness Score: 0.23

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