Rac-(5S,aR) Methyl 5-(2-((3-((2-acetamido-3-methoxy-3-oxopropyl)thio)butanoyl)oxy)acetamido)-9,10,11-trimethoxy-6,7-dihydro-5H-dibenzo[a,c]cyclohepten-3-carboxylate

ID: ALA4789567

PubChem CID: 162668795

Max Phase: Preclinical

Molecular Formula: C32H40N2O11S

Molecular Weight: 660.74

Molecule Type: Unknown

Names and Identifiers

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

Standard InChI:  InChI=1S/C32H40N2O11S/c1-17(46-16-24(32(39)44-7)33-18(2)35)12-27(37)45-15-26(36)34-23-11-9-19-14-25(40-3)29(41-4)30(42-5)28(19)21-10-8-20(13-22(21)23)31(38)43-6/h8,10,13-14,17,23-24H,9,11-12,15-16H2,1-7H3,(H,33,35)(H,34,36)/t17?,23-,24+/m0/s1

Standard InChI Key:  HYBOQIFCJLLYNB-FDPJYKKHSA-N

Molfile:  

 
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M  END

Alternative Forms

1. Parent:

   

   ALA4789567

   ---

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: 660.74

Molecular Weight (Monoisotopic): 660.2353

AlogP: 3.00

#Rotatable Bonds: 14

Polar Surface Area: 164.79

Molecular Species: NEUTRAL

HBA: 12

HBD: 2

#RO5 Violations: 2

HBA (Lipinski): 13

HBD (Lipinski): 2

#RO5 Violations (Lipinski): 2

CX Acidic pKa: 11.96

CX Basic pKa: ┄

CX LogP: 2.23

CX LogD: 2.23

Aromatic Rings: 2

Heavy Atoms: 46

QED Weighted: 0.23

Np Likeness Score: 0.16

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