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

ID: ALA1813121

Chembl Id: CHEMBL1813121

PubChem CID: 10278907

Max Phase: Preclinical

Molecular Formula: C28H25ClN2O5

Molecular Weight: 504.97

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  Cc1c(CC(=O)O)c2ccccc2n1C(=O)c1ccc(OC[C@@H]2CN(C)c3ccccc3O2)cc1Cl

Standard InChI:  InChI=1S/C28H25ClN2O5/c1-17-22(14-27(32)33)20-7-3-4-8-24(20)31(17)28(34)21-12-11-18(13-23(21)29)35-16-19-15-30(2)25-9-5-6-10-26(25)36-19/h3-13,19H,14-16H2,1-2H3,(H,32,33)/t19-/m0/s1

Standard InChI Key:  VVMZTWUJULFMLF-IBGZPJMESA-N

Alternative Forms

1. Parent:

   

   ALA1813121

   2-[1-[2-chloro-4-[[(2S)-4-methyl-2,3-dihydro-1,4-benzoxazin-2-yl]methoxy]benzoyl]-2-methylindol-3-yl]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: 504.97

Molecular Weight (Monoisotopic): 504.1452

AlogP: 5.19

#Rotatable Bonds: 6

Polar Surface Area: 81.00

Molecular Species: ACID

HBA: 6

HBD: 1

#RO5 Violations: 2

HBA (Lipinski): 7

HBD (Lipinski): 1

#RO5 Violations (Lipinski): 2

CX Acidic pKa: 3.85

CX Basic pKa: 1.55

CX LogP: 5.17

CX LogD: 1.93

Aromatic Rings: 4

Heavy Atoms: 36

QED Weighted: 0.39

Np Likeness Score: -0.65

References

1. Iwahashi M, Shimabukuro A, Onoda T, Matsunaga Y, Okada Y, Matsumoto R, Nambu F, Nakai H, Toda M..  (2011)  Discovery of selective indole-based prostaglandin D₂ receptor antagonist.,  19  (15): [PMID:21737285] [10.1016/j.bmc.2011.06.014]

Source

Source(1):

• Scientific Literature