1',2',3'-Trimethoxybenzo[5',6':5,4]-1H-(aR,1S)-1-((((2'''E,4'''E)-hexa-2''',4'''-dienoyl)amido)acetamido)-6,7-dihydrocyclohepta[3,2:f]-2''-hydroxymethylbenzofuran

ID: ALA4759452

PubChem CID: 162657769

Max Phase: Preclinical

Molecular Formula: C29H32N2O7

Molecular Weight: 520.58

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-c2cc3cc(CO)oc3cc21

Standard InChI:  InChI=1S/C29H32N2O7/c1-5-6-7-8-25(33)30-15-26(34)31-22-10-9-17-13-24(35-2)28(36-3)29(37-4)27(17)21-12-18-11-19(16-32)38-23(18)14-20(21)22/h5-8,11-14,22,32H,9-10,15-16H2,1-4H3,(H,30,33)(H,31,34)/b6-5+,8-7+/t22-/m0/s1

Standard InChI Key:  UXDCYDIKOXDFLS-DGKYFVMSSA-N

Molfile:  

 
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M  END

Alternative Forms

1. Parent:

   

   ALA4759452

   ---

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: 520.58

Molecular Weight (Monoisotopic): 520.2210

AlogP: 3.97

#Rotatable Bonds: 9

Polar Surface Area: 119.26

Molecular Species: NEUTRAL

HBA: 7

HBD: 3

#RO5 Violations: 1

HBA (Lipinski): 9

HBD (Lipinski): 3

#RO5 Violations (Lipinski): 1

CX Acidic pKa: 12.97

CX Basic pKa: ┄

CX LogP: 2.51

CX LogD: 2.51

Aromatic Rings: 3

Heavy Atoms: 38

QED Weighted: 0.29

Np Likeness Score: 0.70

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