6-Acetyl-7-(2-adamantan-1-yl-ethoxy)-chromen-2-one

ID: ALA1290110

Chembl Id: CHEMBL1290110

PubChem CID: 52944864

Max Phase: Preclinical

Molecular Formula: C23H26O4

Molecular Weight: 366.46

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CC(=O)c1cc2ccc(=O)oc2cc1OCCC12CC3CC(CC(C3)C1)C2

Standard InChI:  InChI=1S/C23H26O4/c1-14(24)19-9-18-2-3-22(25)27-20(18)10-21(19)26-5-4-23-11-15-6-16(12-23)8-17(7-15)13-23/h2-3,9-10,15-17H,4-8,11-13H2,1H3

Standard InChI Key:  WUBVIVKBXNEORA-UHFFFAOYSA-N

Alternative Forms

1. Parent:

   

   ALA1290110

   6-Acetyl-7-(2-adamantan-1-yl-ethoxy)-chromen-2-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: 366.46

Molecular Weight (Monoisotopic): 366.1831

AlogP: 4.98

#Rotatable Bonds: 5

Polar Surface Area: 56.51

Molecular Species: NEUTRAL

HBA: 4

HBD: ┄

#RO5 Violations: ┄

HBA (Lipinski): 4

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: ┄

CX LogP: 3.90

CX LogD: 3.90

Aromatic Rings: 2

Heavy Atoms: 27

QED Weighted: 0.55

Np Likeness Score: 0.13

References

1. Maresca A, Scozzafava A, Supuran CT..  (2010)  7,8-disubstituted- but not 6,7-disubstituted coumarins selectively inhibit the transmembrane, tumor-associated carbonic anhydrase isoforms IX and XII over the cytosolic ones I and II in the low nanomolar/subnanomolar range.,  20  (24): [PMID:21067924] [10.1016/j.bmcl.2010.10.094]

Source

Source(1):

• Scientific Literature