2-methoxy-5-{4-[1-(2-methoxyethyl)-1H-indol-3-yl]piperidin-1-ylmethyl}benzoic acid

ID: ALA223025

Chembl Id: CHEMBL223025

PubChem CID: 9979651

Max Phase: Preclinical

Molecular Formula: C25H30N2O4

Molecular Weight: 422.53

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  COCCn1cc(C2CCN(Cc3ccc(OC)c(C(=O)O)c3)CC2)c2ccccc21

Standard InChI:  InChI=1S/C25H30N2O4/c1-30-14-13-27-17-22(20-5-3-4-6-23(20)27)19-9-11-26(12-10-19)16-18-7-8-24(31-2)21(15-18)25(28)29/h3-8,15,17,19H,9-14,16H2,1-2H3,(H,28,29)

Standard InChI Key:  YNSYFJYJHVDOEP-UHFFFAOYSA-N

Alternative Forms

1. Parent:

   

   ALA223025

   2-methoxy-5-{4-[1-(2-methoxyethyl)-1H-indol-3-yl]piperidin-1-ylmethyl}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: 422.53

Molecular Weight (Monoisotopic): 422.2206

AlogP: 4.37

#Rotatable Bonds: 8

Polar Surface Area: 63.93

Molecular Species: ZWITTERION

HBA: 5

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 6

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 3.22

CX Basic pKa: 8.78

CX LogP: 1.23

CX LogD: 1.22

Aromatic Rings: 3

Heavy Atoms: 31

QED Weighted: 0.58

Np Likeness Score: -1.10

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