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

ID: ALA1819613

Chembl Id: CHEMBL1819613

PubChem CID: 56658145

Max Phase: Preclinical

Molecular Formula: C27H28N2O5

Molecular Weight: 460.53

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  Cc1ccc(NC(=O)c2ccc(OC[C@@H]3CN(C)c4ccccc4O3)cc2C)cc1CC(=O)O

Standard InChI:  InChI=1S/C27H28N2O5/c1-17-8-9-20(13-19(17)14-26(30)31)28-27(32)23-11-10-21(12-18(23)2)33-16-22-15-29(3)24-6-4-5-7-25(24)34-22/h4-13,22H,14-16H2,1-3H3,(H,28,32)(H,30,31)/t22-/m0/s1

Standard InChI Key:  OWBNTQMFBMKONW-QFIPXVFZSA-N

Alternative Forms

1. Parent:

   

   ALA1819613

   2-[2-methyl-5-[[2-methyl-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: 4.46

#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: 3.80

CX Basic pKa: 1.55

CX LogP: 5.21

CX LogD: 1.95

Aromatic Rings: 3

Heavy Atoms: 34

QED Weighted: 0.54

Np Likeness Score: -0.88

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