ID: ALA223025

Max Phase: Preclinical

Molecular Formula: C25H30N2O4

Molecular Weight: 422.53

Molecule Type: Small molecule

Representations

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

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

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: 0

HBA (Lipinski): 6

HBD (Lipinski): 1

#RO5 Violations (Lipinski): 0

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