ID: ALA145075

Max Phase: Preclinical

Molecular Formula: C21H28N2O3

Molecular Weight: 356.47

Molecule Type: Small molecule

Representations

Canonical SMILES:  CCCCN1CCC(COC(=O)c2c3n(c4ccccc24)CCO3)CC1

Standard InChI:  InChI=1S/C21H28N2O3/c1-2-3-10-22-11-8-16(9-12-22)15-26-21(24)19-17-6-4-5-7-18(17)23-13-14-25-20(19)23/h4-7,16H,2-3,8-15H2,1H3

Standard InChI Key:  PDKWAHWPUBNFCD-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: 356.47

Molecular Weight (Monoisotopic): 356.2100

AlogP: 3.70

#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: 3.87

CX LogD: 1.35

Aromatic Rings: 2

Heavy Atoms: 26

QED Weighted: 0.74

Np Likeness Score: -0.76

References

1. 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]

2. 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