4-(5-chloro-2-methoxyphenylsulfonyl)-6-(3-fluorophenylcarbamoyl)-3,4-dihydro-2H-benzo[b][1,4]oxazine-2-carboxylic acid

ID: ALA2216778

Chembl Id: CHEMBL2216778

PubChem CID: 16718554

Max Phase: Preclinical

Molecular Formula: C23H18ClFN2O7S

Molecular Weight: 520.92

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  COc1ccc(Cl)cc1S(=O)(=O)N1CC(C(=O)O)Oc2ccc(C(=O)Nc3cccc(F)c3)cc21

Standard InChI:  InChI=1S/C23H18ClFN2O7S/c1-33-19-8-6-14(24)10-21(19)35(31,32)27-12-20(23(29)30)34-18-7-5-13(9-17(18)27)22(28)26-16-4-2-3-15(25)11-16/h2-11,20H,12H2,1H3,(H,26,28)(H,29,30)

Standard InChI Key:  RMZZHWOSLFWWAJ-UHFFFAOYSA-N

Alternative Forms

1. Parent:

   

   ALA2216778

   4-(5-Chloro-2-methoxyphenyl)sulfonyl-6-[(3-fluorophenyl)carbamoyl]-2,3-dihydro-1,4-benzoxazine-2-carboxylic acid

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: 520.92

Molecular Weight (Monoisotopic): 520.0507

AlogP: 3.78

#Rotatable Bonds: 6

Polar Surface Area: 122.24

Molecular Species: ACID

HBA: 6

HBD: 2

#RO5 Violations: 1

HBA (Lipinski): 9

HBD (Lipinski): 2

#RO5 Violations (Lipinski): 1

CX Acidic pKa: 2.80

CX Basic pKa: ┄

CX LogP: 3.73

CX LogD: 0.23

Aromatic Rings: 3

Heavy Atoms: 35

QED Weighted: 0.51

Np Likeness Score: -1.63

References

1. Ceccarelli SM, Chomienne O, Gubler M, Arduini A..  (2011)  Carnitine palmitoyltransferase (CPT) modulators: a medicinal chemistry perspective on 35 years of research.,  54  (9): [PMID:21504156] [10.1021/jm100809g]

2. Roche carnitine palmitoyltransferase modulator screening data (supplementary data associated with the publication CHEMBL2216752).,  [10.6019/CHEMBL3431459]

Source

Source(2):

• Scientific Literature
• Deposited Supplementary Bioactivity Data