ID: ALA454606

Max Phase: Preclinical

Molecular Formula: C14H12N2O2

Molecular Weight: 240.26

Molecule Type: Small molecule

Representations

Canonical SMILES:  CCOC(=O)c1cc2c(cn1)[nH]c1ccccc12

Standard InChI:  InChI=1S/C14H12N2O2/c1-2-18-14(17)12-7-10-9-5-3-4-6-11(9)16-13(10)8-15-12/h3-8,16H,2H2,1H3

Standard InChI Key:  KOVRZNUMIKACTB-UHFFFAOYSA-N

Molecule Features

Natural Product: Yes

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: 240.26

Molecular Weight (Monoisotopic): 240.0899

AlogP: 2.89

#Rotatable Bonds: 2

Polar Surface Area: 54.98

Molecular Species: NEUTRAL

HBA: 3

HBD: 1

#RO5 Violations: 0

HBA (Lipinski): 4

HBD (Lipinski): 1

#RO5 Violations (Lipinski): 0

CX Acidic pKa: 12.01

CX Basic pKa: 2.10

CX LogP: 2.42

CX LogD: 2.42

Aromatic Rings: 3

Heavy Atoms: 18

QED Weighted: 0.70

Np Likeness Score: -0.26

References

1. Neaz MM, Muddassar M, Pasha FA, Cho SJ.  (2009)  2D-QSAR of non-benzodiazepines to benzodiazepines receptor (BZR),  18  (2): [10.1007/s00044-008-9111-6]

2. Chen YF, Lin YC, Chen JP, Chan HC, Hsu MH, Lin HY, Kuo SC, Huang LJ..  (2015)  Synthesis and biological evaluation of novel 3,9-substituted β-carboline derivatives as anticancer agents.,  25  (18): [PMID:26235951] [10.1016/j.bmcl.2015.07.058]

3. Cappelli A, Anzini M, Castriconi F, Grisci G, Paolino M, Braile C, Valenti S, Giuliani G, Vomero S, Di Capua A, Betti L, Giannaccini G, Lucacchini A, Ghelardini C, Di Cesare Mannelli L, Frosini M, Ricci L, Giorgi G, Mascia MP, Biggio G..  (2016)  Design, Synthesis, and Biological Evaluation of Imidazo[1,5-a]quinoline as Highly Potent Ligands of Central Benzodiazepine Receptors.,  59  (7): [PMID:26982523] [10.1021/acs.jmedchem.6b00034]

4. Young RJ, Leeson PD..  (2018)  Mapping the Efficiency and Physicochemical Trajectories of Successful Optimizations.,  61  (15): [PMID:29620890] [10.1021/acs.jmedchem.8b00180]

5. Beato A, Gori A, Boucherle B, Peuchmaur M, Haudecoeur R..  (2021)  β-Carboline as a Privileged Scaffold for Multitarget Strategies in Alzheimer's Disease Therapy.,  64  (3.0): [PMID:33528252] [10.1021/acs.jmedchem.0c01887]

Source

Source(1):

• Scientific Literature