N-[(S)-1,2,3,10-Tetramethoxy-9-oxo-4-(tetrahydro-pyran-2-yloxymethyl)-5,6,7,9-tetrahydro-benzo[a]heptalen-7-yl]-acetamide

ID: ALA4554774

PubChem CID: 11249277

Max Phase: Preclinical

Molecular Formula: C28H35NO8

Molecular Weight: 513.59

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  COc1c(COC2CCCCO2)c2c(c(OC)c1OC)-c1ccc(OC)c(=O)cc1[C@@H](NC(C)=O)CC2

Standard InChI:  InChI=1S/C28H35NO8/c1-16(30)29-21-11-9-18-20(15-37-24-8-6-7-13-36-24)26(33-3)28(35-5)27(34-4)25(18)17-10-12-23(32-2)22(31)14-19(17)21/h10,12,14,21,24H,6-9,11,13,15H2,1-5H3,(H,29,30)/t21-,24?/m0/s1

Standard InChI Key:  LZYQPNYOQZFIQQ-XEGCMXMBSA-N

Molfile:  

 
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M  END

Alternative Forms

1. Parent:

   

   ALA4554774

   N-[(7S)-1,2,3,10-tetramethoxy-4-(oxan-2-yloxymethyl)-9-oxo-6,7-dihydro-5H-benzo[a]heptalen-7-yl]acetamide

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: 513.59

Molecular Weight (Monoisotopic): 513.2363

AlogP: 3.91

#Rotatable Bonds: 8

Polar Surface Area: 101.55

Molecular Species: NEUTRAL

HBA: 8

HBD: 1

#RO5 Violations: 1

HBA (Lipinski): 9

HBD (Lipinski): 1

#RO5 Violations (Lipinski): 1

CX Acidic pKa: ┄

CX Basic pKa: ┄

CX LogP: 2.24

CX LogD: 2.24

Aromatic Rings: 2

Heavy Atoms: 37

QED Weighted: 0.57

Np Likeness Score: 0.70

References

1. Ghawanmeh AA, Al-Bajalan HM, Mackeen MM, Alali FQ, Chong KF..  (2020)  Recent developments on (-)-colchicine derivatives: Synthesis and structure-activity relationship.,  185  [PMID:31655432] [10.1016/j.ejmech.2019.111788]

Source

Source(1):

• Scientific Literature