ID: ALA358119

Max Phase: Preclinical

Molecular Formula: C22H30N2O3

Molecular Weight: 370.49

Molecule Type: Small molecule

Representations

Synonyms (1): SB-207058
Synonyms from Alternative Forms(1):

Canonical SMILES:  CCCCN1CCC(COC(=O)c2c3n(c4ccccc24)CCCO3)CC1

Standard InChI:  InChI=1S/C22H30N2O3/c1-2-3-11-23-13-9-17(10-14-23)16-27-22(25)20-18-7-4-5-8-19(18)24-12-6-15-26-21(20)24/h4-5,7-8,17H,2-3,6,9-16H2,1H3

Standard InChI Key:  HATXPTCDDBRERG-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: 370.49

Molecular Weight (Monoisotopic): 370.2256

AlogP: 4.09

#Rotatable Bonds: 6

Polar Surface Area: 43.70

Molecular Species: BASE

HBA: 5

HBD: 0

#RO5 Violations: 0

HBA (Lipinski): 5

HBD (Lipinski): 0

#RO5 Violations (Lipinski): 0

CX Acidic pKa:

CX Basic pKa: 9.97

CX LogP: 3.93

CX LogD: 1.41

Aromatic Rings: 2

Heavy Atoms: 27

QED Weighted: 0.72

Np Likeness Score: -0.71

References

1. Langlois M, Fischmeister R..  (2003)  5-HT4 receptor ligands: applications and new prospects.,  46  (3): [PMID:12540230] [10.1021/jm020099f]

2. Gaster LM, Joiner GF, King FD, Wyman PA, Sutton JM, Bingham S, Ellis ES, Sanger GJ, Wardle KA..  (1995)  N-[(1-butyl-4-piperidinyl)methyl]-3,4dihydro-2H-[1,3]oxazino[3,2- a]indole10-carboxamide hydrochloride: the first potent and selective 5-HT4 receptor antagonist amide with oral activity.,  38  (24): [PMID:7490724] [10.1021/jm00024a002]

3. Gaster L, Wyman P, Ellis E, Brown A, Young T.  (1994)  5-HT4receptor antagonists : oxazolo, oxazino and oxazepino[3,2-a]indole derivatives,  4  (5): [10.1016/S0960-894X(01)80176-1]

Source

Source(1):

• Scientific Literature