2-(2-{4-[1-(2-[1,3]dioxolan-2-yl-ethyl)-1H-indol-3-yl]piperidin-1-yl}ethoxy)benzoic acid

ID: ALA374869

Chembl Id: CHEMBL374869

PubChem CID: 10161929

Max Phase: Preclinical

Molecular Formula: C27H32N2O5

Molecular Weight: 464.56

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  O=C(O)c1ccccc1OCCN1CCC(c2cn(CCC3OCCO3)c3ccccc23)CC1

Standard InChI:  InChI=1S/C27H32N2O5/c30-27(31)22-6-2-4-8-25(22)32-16-15-28-12-9-20(10-13-28)23-19-29(14-11-26-33-17-18-34-26)24-7-3-1-5-21(23)24/h1-8,19-20,26H,9-18H2,(H,30,31)

Standard InChI Key:  ZUAMSTWVTDGQIR-UHFFFAOYSA-N

Alternative Forms

1. Parent:

   

   ALA374869

   2-(2-{4-[1-(2-[1,3]dioxolan-2-yl-ethyl)-1H-indol-3-yl]piperidin-1-yl}ethoxy)benzoic 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: 464.56

Molecular Weight (Monoisotopic): 464.2311

AlogP: 4.36

#Rotatable Bonds: 9

Polar Surface Area: 73.16

Molecular Species: ZWITTERION

HBA: 6

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 7

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 3.51

CX Basic pKa: 9.05

CX LogP: 1.68

CX LogD: 1.68

Aromatic Rings: 3

Heavy Atoms: 34

QED Weighted: 0.51

Np Likeness Score: -0.80

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