ID: ALA38582

Max Phase: Preclinical

Molecular Formula: C16H20N4O

Molecular Weight: 284.36

Molecule Type: Small molecule

Representations

Canonical SMILES:  CN1C2CCC1CC(NC(=O)c1n[nH]c3ccccc13)C2

Standard InChI:  InChI=1S/C16H20N4O/c1-20-11-6-7-12(20)9-10(8-11)17-16(21)15-13-4-2-3-5-14(13)18-19-15/h2-5,10-12H,6-9H2,1H3,(H,17,21)(H,18,19)

Standard InChI Key:  PCQJPTSZYKYPDE-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: 284.36

Molecular Weight (Monoisotopic): 284.1637

AlogP: 1.92

#Rotatable Bonds: 2

Polar Surface Area: 61.02

Molecular Species: BASE

HBA: 3

HBD: 2

#RO5 Violations: 0

HBA (Lipinski): 5

HBD (Lipinski): 2

#RO5 Violations (Lipinski): 0

CX Acidic pKa: 10.01

CX Basic pKa: 9.10

CX LogP: 0.96

CX LogD: -0.43

Aromatic Rings: 2

Heavy Atoms: 21

QED Weighted: 0.89

Np Likeness Score: -1.15

References

1. Fludzinski P, Evrard DA, Bloomquist WE, Lacefield WB, Pfeifer W, Jones ND, Deeter JB, Cohen ML..  (1987)  Indazoles as indole bioisosteres: synthesis and evaluation of the tropanyl ester and amide of indazole-3-carboxylate as antagonists at the serotonin 5HT3 receptor.,  30  (9): [PMID:3625701] [10.1021/jm00392a001]

2. Bermudez J, Fake CS, Joiner GF, Joiner KA, King FD, Miner WD, Sanger GJ..  (1990)  5-Hydroxytryptamine (5-HT3) receptor antagonists. 1. Indazole and indolizine-3-carboxylic acid derivatives.,  33  (7): [PMID:2362270] [10.1021/jm00169a016]

3. Schaus JM, Thompson DC, Bloomquist WE, Susemichel AD, Calligaro DO, Cohen ML..  (1998)  Synthesis and structure-activity relationships of potent and orally active 5-HT4 receptor antagonists: indazole and benzimidazolone derivatives.,  41  (11): [PMID:9599243] [10.1021/jm970857f]

4. Robertson DW, Bloomquist W, Cohen ML, Reid LR, Schenck K, Wong DT..  (1990)  Synthesis and biochemical evaluation of tritium-labeled 1-methyl-N-(8-methyl-8-azabicyclo[3.2.1]oct-3-yl)-1H-indazole-3-carboxa mide, a useful radioligand for 5HT3 receptors.,  33  (12): [PMID:2258903] [10.1021/jm00174a013]

5. Kaumann A, King F, Young R.  (1992)  Indazole as an indole bioisostere: 5-HT4 receptor antagonism.,  2  (5): [10.1016/S0960-894X(00)80160-2]

Source

Source(1):

• Scientific Literature