(S)-6-methoxy-9-oxo-N-(1-(p-tolyl)ethyl)-9H-xanthene-2-carboxamide

ID: ALA2164782

Chembl Id: CHEMBL2164782

PubChem CID: 71453403

Max Phase: Preclinical

Molecular Formula: C24H21NO4

Molecular Weight: 387.44

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  COc1ccc2c(=O)c3cc(C(=O)N[C@@H](C)c4ccc(C)cc4)ccc3oc2c1

Standard InChI:  InChI=1S/C24H21NO4/c1-14-4-6-16(7-5-14)15(2)25-24(27)17-8-11-21-20(12-17)23(26)19-10-9-18(28-3)13-22(19)29-21/h4-13,15H,1-3H3,(H,25,27)/t15-/m0/s1

Standard InChI Key:  MLJXJNPFRHEGRJ-HNNXBMFYSA-N

Alternative Forms

1. Parent:

   

   ALA2164782

   6-methoxy-N-[(1S)-1-(4-methylphenyl)ethyl]-9-oxoxanthene-2-carboxamide

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: 387.44

Molecular Weight (Monoisotopic): 387.1471

AlogP: 4.75

#Rotatable Bonds: 4

Polar Surface Area: 68.54

Molecular Species: NEUTRAL

HBA: 4

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 5

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: ┄

CX LogP: 4.53

CX LogD: 4.53

Aromatic Rings: 4

Heavy Atoms: 29

QED Weighted: 0.51

Np Likeness Score: -0.57

References

1. Fernandes C, Oliveira L, Tiritan ME, Leitao L, Pozzi A, Noronha-Matos JB, Correia-de-Sá P, Pinto MM..  (2012)  Synthesis of new chiral xanthone derivatives acting as nerve conduction blockers in the rat sciatic nerve.,  55  [PMID:22819594] [10.1016/j.ejmech.2012.06.049]

2. Fernandes C, Masawang K, Tiritan ME, Sousa E, de Lima V, Afonso C, Bousbaa H, Sudprasert W, Pedro M, Pinto MM..  (2014)  New chiral derivatives of xanthones: synthesis and investigation of enantioselectivity as inhibitors of growth of human tumor cell lines.,  22  (3): [PMID:24411197] [10.1016/j.bmc.2013.12.042]

Source

Source(1):

• Scientific Literature