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

ID: ALA1819625

Chembl Id: CHEMBL1819625

PubChem CID: 56658149

Max Phase: Preclinical

Molecular Formula: C26H25ClN2O6

Molecular Weight: 496.95

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  COc1ccc(NC(=O)c2ccc(OC[C@@H]3CN(C)c4ccccc4O3)cc2Cl)cc1CC(=O)O

Standard InChI:  InChI=1S/C26H25ClN2O6/c1-29-14-19(35-24-6-4-3-5-22(24)29)15-34-18-8-9-20(21(27)13-18)26(32)28-17-7-10-23(33-2)16(11-17)12-25(30)31/h3-11,13,19H,12,14-15H2,1-2H3,(H,28,32)(H,30,31)/t19-/m0/s1

Standard InChI Key:  HMYLRZCRBNWSRN-IBGZPJMESA-N

Alternative Forms

1. Parent:

   

   ALA1819625

   2-[5-[[2-chloro-4-[[(2S)-4-methyl-2,3-dihydro-1,4-benzoxazin-2-yl]methoxy]benzoyl]amino]-2-methoxyphenyl]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: 496.95

Molecular Weight (Monoisotopic): 496.1401

AlogP: 4.50

#Rotatable Bonds: 8

Polar Surface Area: 97.33

Molecular Species: ACID

HBA: 6

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 8

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 3.51

CX Basic pKa: 1.55

CX LogP: 4.50

CX LogD: 1.26

Aromatic Rings: 3

Heavy Atoms: 35

QED Weighted: 0.47

Np Likeness Score: -0.93

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