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

ID: ALA1813120

Chembl Id: CHEMBL1813120

PubChem CID: 10299717

Max Phase: Preclinical

Molecular Formula: C29H28N2O5

Molecular Weight: 484.55

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  Cc1cc(OC[C@@H]2CN(C)c3ccccc3O2)ccc1C(=O)n1c(C)c(CC(=O)O)c2ccccc21

Standard InChI:  InChI=1S/C29H28N2O5/c1-18-14-20(35-17-21-16-30(3)26-10-6-7-11-27(26)36-21)12-13-22(18)29(34)31-19(2)24(15-28(32)33)23-8-4-5-9-25(23)31/h4-14,21H,15-17H2,1-3H3,(H,32,33)/t21-/m0/s1

Standard InChI Key:  CLCVZIUBJHRUGU-NRFANRHFSA-N

Alternative Forms

1. Parent:

   

   ALA1813120

   2-[2-methyl-1-[2-methyl-4-[[(2S)-4-methyl-2,3-dihydro-1,4-benzoxazin-2-yl]methoxy]benzoyl]indol-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: 484.55

Molecular Weight (Monoisotopic): 484.1998

AlogP: 4.85

#Rotatable Bonds: 6

Polar Surface Area: 81.00

Molecular Species: ACID

HBA: 6

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 7

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 4.05

CX Basic pKa: 1.55

CX LogP: 5.08

CX LogD: 1.95

Aromatic Rings: 4

Heavy Atoms: 36

QED Weighted: 0.42

Np Likeness Score: -0.49

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