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

ID: ALA1819603

Chembl Id: CHEMBL1819603

PubChem CID: 11224239

Max Phase: Preclinical

Molecular Formula: C25H24N2O5

Molecular Weight: 432.48

Molecule Type: Small molecule

Names and Identifiers

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

Standard InChI:  InChI=1S/C25H24N2O5/c1-27-15-21(32-23-8-3-2-7-22(23)27)16-31-20-11-9-18(10-12-20)25(30)26-19-6-4-5-17(13-19)14-24(28)29/h2-13,21H,14-16H2,1H3,(H,26,30)(H,28,29)/t21-/m0/s1

Standard InChI Key:  OZLBZTVVEQQRSA-NRFANRHFSA-N

Alternative Forms

1. Parent:

   

   ALA1819603

   2-[3-[[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: 432.48

Molecular Weight (Monoisotopic): 432.1685

AlogP: 3.84

#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: 3.74

CX Basic pKa: 1.55

CX LogP: 4.19

CX LogD: 0.90

Aromatic Rings: 3

Heavy Atoms: 32

QED Weighted: 0.59

Np Likeness Score: -0.79

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]

2. Iwahashi M, Naganawa A, Kinoshita A, Shimabukuro A, Nishiyama T, Ogawa S, Matsunaga Y, Tsukamoto K, Okada Y, Matsumoto R, Nambu F, Oumi R, Odagaki Y, Katagi J, Yano K, Tani K, Nakai H, Toda M..  (2011)  Discovery of new orally active prostaglandin D2 receptor antagonists.,  19  (22): [PMID:21982795] [10.1016/j.bmc.2011.08.065]

Source

Source(1):

• Scientific Literature