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

ID: ALA1819607

Chembl Id: CHEMBL1819607

PubChem CID: 56668527

Max Phase: Preclinical

Molecular Formula: C27H28N2O5

Molecular Weight: 460.53

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CCN(C(=O)c1ccc(OC[C@@H]2CN(C)c3ccccc3O2)cc1)c1cccc(CC(=O)O)c1

Standard InChI:  InChI=1S/C27H28N2O5/c1-3-29(21-8-6-7-19(15-21)16-26(30)31)27(32)20-11-13-22(14-12-20)33-18-23-17-28(2)24-9-4-5-10-25(24)34-23/h4-15,23H,3,16-18H2,1-2H3,(H,30,31)/t23-/m0/s1

Standard InChI Key:  BJVBKRYJOXRBAD-QHCPKHFHSA-N

Alternative Forms

1. Parent:

   

   ALA1819607

   2-[3-[ethyl-[4-[[(2S)-4-methyl-2,3-dihydro-1,4-benzoxazin-2-yl]methoxy]benzoyl]amino]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: 460.53

Molecular Weight (Monoisotopic): 460.1998

AlogP: 4.26

#Rotatable Bonds: 8

Polar Surface Area: 79.31

Molecular Species: ACID

HBA: 5

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 7

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 3.91

CX Basic pKa: 1.55

CX LogP: 4.41

CX LogD: 1.20

Aromatic Rings: 3

Heavy Atoms: 34

QED Weighted: 0.54

Np Likeness Score: -0.97

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