{5-[(2-Chloro-4-{[(2S)-4-methyl-3,4-dihydro-2H-1,4-benzoxazin-2-yl]methoxy}benzoyl)amino]-2-fluorophenyl}acetic acid

ID: ALA1819624

Chembl Id: CHEMBL1819624

PubChem CID: 56668529

Max Phase: Preclinical

Molecular Formula: C25H22ClFN2O5

Molecular Weight: 484.91

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CN1C[C@@H](COc2ccc(C(=O)Nc3ccc(F)c(CC(=O)O)c3)c(Cl)c2)Oc2ccccc21

Standard InChI:  InChI=1S/C25H22ClFN2O5/c1-29-13-18(34-23-5-3-2-4-22(23)29)14-33-17-7-8-19(20(26)12-17)25(32)28-16-6-9-21(27)15(10-16)11-24(30)31/h2-10,12,18H,11,13-14H2,1H3,(H,28,32)(H,30,31)/t18-/m0/s1

Standard InChI Key:  INJUIJYGLDYSDZ-SFHVURJKSA-N

Alternative Forms

1. Parent:

   

   ALA1819624

   2-[5-[[2-chloro-4-[[(2S)-4-methyl-2,3-dihydro-1,4-benzoxazin-2-yl]methoxy]benzoyl]amino]-2-fluorophenyl]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: 484.91

Molecular Weight (Monoisotopic): 484.1201

AlogP: 4.63

#Rotatable Bonds: 7

Polar Surface Area: 88.10

Molecular Species: ACID

HBA: 5

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 7

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 3.41

CX Basic pKa: 1.54

CX LogP: 4.78

CX LogD: 1.53

Aromatic Rings: 3

Heavy Atoms: 34

QED Weighted: 0.51

Np Likeness Score: -1.25

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