(S)-6-Hydroxymethyl-1,2,3-trimethoxy-9-methylsulfanyl-5,6-dihydro-cyclohepta[a]naphthalen-8-one

ID: ALA153052

Chembl Id: CHEMBL153052

PubChem CID: 10339390

Max Phase: Preclinical

Molecular Formula: C20H22O5S

Molecular Weight: 374.46

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  COc1cc2c(c(OC)c1OC)-c1ccc(SC)c(=O)cc1[C@@H](CO)C2

Standard InChI:  InChI=1S/C20H22O5S/c1-23-16-8-11-7-12(10-21)14-9-15(22)17(26-4)6-5-13(14)18(11)20(25-3)19(16)24-2/h5-6,8-9,12,21H,7,10H2,1-4H3/t12-/m1/s1

Standard InChI Key:  GWQSWLMEYHNEJW-GFCCVEGCSA-N

Alternative Forms

1. Parent:

   

   ALA153052

   5,6-dihydro-6(S)-(hydroxymethyl)-1,2,3-trimethoxy-9-methylthio-8H-cyclo-hepta[a]naphthalen-8-one

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type: Small molecule

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 374.46

Molecular Weight (Monoisotopic): 374.1188

AlogP: 3.09

#Rotatable Bonds: 5

Polar Surface Area: 64.99

Molecular Species: NEUTRAL

HBA: 6

HBD: 1

#RO5 Violations: 0

HBA (Lipinski): 5

HBD (Lipinski): 1

#RO5 Violations (Lipinski): 0

CX Acidic pKa:

CX Basic pKa: 2.86

CX LogP: 2.25

CX LogD: 2.25

Aromatic Rings: 2

Heavy Atoms: 26

QED Weighted: 0.81

Np Likeness Score: 1.13

References

1. Gracheva IA,Shchegravina ES,Schmalz HG,Beletskaya IP,Fedorov AY.  (2020)  Colchicine Alkaloids and Synthetic Analogues: Current Progress and Perspectives.,  63  (19.0): [PMID:32432867] [10.1021/acs.jmedchem.0c00222]

Source

Source(1):

• Scientific Literature