(3-{[(4-{[(2S)-4-Methyl-3,4-dihydro-2H-1,4-benzoxazin-2-yl]methoxy}phenyl)sulfonyl]amino}phenyl)acetic acid

ID: ALA1819604

Chembl Id: CHEMBL1819604

PubChem CID: 56658143

Max Phase: Preclinical

Molecular Formula: C24H24N2O6S

Molecular Weight: 468.53

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CN1C[C@@H](COc2ccc(S(=O)(=O)Nc3cccc(CC(=O)O)c3)cc2)Oc2ccccc21

Standard InChI:  InChI=1S/C24H24N2O6S/c1-26-15-20(32-23-8-3-2-7-22(23)26)16-31-19-9-11-21(12-10-19)33(29,30)25-18-6-4-5-17(13-18)14-24(27)28/h2-13,20,25H,14-16H2,1H3,(H,27,28)/t20-/m0/s1

Standard InChI Key:  XUIPDSGIGVEFEK-FQEVSTJZSA-N

Alternative Forms

1. Parent:

   

   ALA1819604

   2-[3-[[4-[[(2S)-4-methyl-2,3-dihydro-1,4-benzoxazin-2-yl]methoxy]phenyl]sulfonylamino]phenyl]acetic 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: 468.53

Molecular Weight (Monoisotopic): 468.1355

AlogP: 3.39

#Rotatable Bonds: 8

Polar Surface Area: 105.17

Molecular Species: ACID

HBA: 6

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 8

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 3.33

CX Basic pKa: 1.54

CX LogP: 3.43

CX LogD: 0.09

Aromatic Rings: 3

Heavy Atoms: 33

QED Weighted: 0.52

Np Likeness Score: -0.93

References

1. Iwahashi M, Takahashi E, Tanaka M, Matsunaga Y, Okada Y, Matsumoto R, Nambu F, Nakai H, Toda M..  (2011)  Design and synthesis of new prostaglandin D₂ receptor antagonists.,  19  (18): [PMID:21885288] [10.1016/j.bmc.2011.08.007]

Source

Source(1):

• Scientific Literature