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

ID: ALA1819620

Chembl Id: CHEMBL1819620

PubChem CID: 56658148

Max Phase: Preclinical

Molecular Formula: C26H25ClN2O5

Molecular Weight: 480.95

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  Cc1cc(CC(=O)O)cc(NC(=O)c2ccc(OC[C@@H]3CN(C)c4ccccc4O3)cc2Cl)c1

Standard InChI:  InChI=1S/C26H25ClN2O5/c1-16-9-17(12-25(30)31)11-18(10-16)28-26(32)21-8-7-19(13-22(21)27)33-15-20-14-29(2)23-5-3-4-6-24(23)34-20/h3-11,13,20H,12,14-15H2,1-2H3,(H,28,32)(H,30,31)/t20-/m0/s1

Standard InChI Key:  DJKMTKPWOQBKSW-FQEVSTJZSA-N

Alternative Forms

1. Parent:

   

   ALA1819620

   2-[3-[[2-chloro-4-[[(2S)-4-methyl-2,3-dihydro-1,4-benzoxazin-2-yl]methoxy]benzoyl]amino]-5-methylphenyl]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: 480.95

Molecular Weight (Monoisotopic): 480.1452

AlogP: 4.80

#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: 3.71

CX Basic pKa: 1.55

CX LogP: 5.30

CX LogD: 2.00

Aromatic Rings: 3

Heavy Atoms: 34

QED Weighted: 0.50

Np Likeness Score: -1.06

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