5-{4-[1-(2-ethoxyethyl)-1H-indol-3-yl]piperidin-1-ylmethyl}-2-fluorobenzoic acid

ID: ALA374059

Chembl Id: CHEMBL374059

PubChem CID: 11247290

Max Phase: Preclinical

Molecular Formula: C25H29FN2O3

Molecular Weight: 424.52

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CCOCCn1cc(C2CCN(Cc3ccc(F)c(C(=O)O)c3)CC2)c2ccccc21

Standard InChI:  InChI=1S/C25H29FN2O3/c1-2-31-14-13-28-17-22(20-5-3-4-6-24(20)28)19-9-11-27(12-10-19)16-18-7-8-23(26)21(15-18)25(29)30/h3-8,15,17,19H,2,9-14,16H2,1H3,(H,29,30)

Standard InChI Key:  WTIORDULYOQUBE-UHFFFAOYSA-N

Alternative Forms

1. Parent:

   

   ALA374059

   5-{4-[1-(2-ethoxyethyl)-1H-indol-3-yl]piperidin-1-ylmethyl}-2-fluorobenzoic 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: 424.52

Molecular Weight (Monoisotopic): 424.2162

AlogP: 4.89

#Rotatable Bonds: 8

Polar Surface Area: 54.70

Molecular Species: ACID

HBA: 4

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 5

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 2.81

CX Basic pKa: 8.49

CX LogP: 1.89

CX LogD: 1.86

Aromatic Rings: 3

Heavy Atoms: 31

QED Weighted: 0.52

Np Likeness Score: -1.50

References

1. Fonquerna S, Miralpeix M, Pagès L, Puig C, Cardús A, Antón F, Cárdenas A, Vilella D, Aparici M, Calaf E, Prieto J, Gras J, Huerta JM, Warrellow G, Beleta J, Ryder H..  (2004)  Synthesis and structure-activity relationships of novel histamine H1 antagonists: indolylpiperidinyl benzoic acid derivatives.,  47  (25): [PMID:15566302] [10.1021/jm0498203]

Source

Source(1):

• Scientific Literature