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

ID: ALA426786

Chembl Id: CHEMBL426786

PubChem CID: 9802248

Max Phase: Preclinical

Molecular Formula: C26H32N2O3

Molecular Weight: 420.55

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CCCCn1cc(C2CCN(CCOc3ccccc3C(=O)O)CC2)c2ccccc21

Standard InChI:  InChI=1S/C26H32N2O3/c1-2-3-14-28-19-23(21-8-4-6-10-24(21)28)20-12-15-27(16-13-20)17-18-31-25-11-7-5-9-22(25)26(29)30/h4-11,19-20H,2-3,12-18H2,1H3,(H,29,30)

Standard InChI Key:  NKNYSGLYIJGMTP-UHFFFAOYSA-N

Alternative Forms

1. Parent:

   

   ALA426786

   2-{2-[4-(1-Butyl-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: 420.55

Molecular Weight (Monoisotopic): 420.2413

AlogP: 5.40

#Rotatable Bonds: 9

Polar Surface Area: 54.70

Molecular Species: ZWITTERION

HBA: 4

HBD: 1

#RO5 Violations: 1

HBA (Lipinski): 5

HBD (Lipinski): 1

#RO5 Violations (Lipinski): 1

CX Acidic pKa: 3.51

CX Basic pKa: 9.05

CX LogP: 2.68

CX LogD: 2.67

Aromatic Rings: 3

Heavy Atoms: 31

QED Weighted: 0.50

Np Likeness Score: -0.95

References

1. Fonquerna S, Miralpeix M, Pagès L, Puig C, Cardús A, Antón F, Vilella D, Aparici M, Prieto J, Warrellow G, Beleta J, Ryder H..  (2005)  Synthesis and structure-activity relationships of piperidinylpyrrolopyridine derivatives as potent and selective H1 antagonists.,  15  (4): [PMID:15686934] [10.1016/j.bmcl.2004.12.008]

2. 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