ID: ALA392573

Max Phase: Preclinical

Molecular Formula: C24H27N5

Molecular Weight: 385.51

Molecule Type: Small molecule

Representations

Canonical SMILES:  Cc1cc2ncc(-c3ccc4cc(CCN5CCC[C@H]5C)ccc4n3)c(C)n2n1

Standard InChI:  InChI=1S/C24H27N5/c1-16-13-24-25-15-21(18(3)29(24)27-16)23-9-7-20-14-19(6-8-22(20)26-23)10-12-28-11-4-5-17(28)2/h6-9,13-15,17H,4-5,10-12H2,1-3H3/t17-/m1/s1

Standard InChI Key:  NJPWXCCVGLUPFM-QGZVFWFLSA-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: 385.51

Molecular Weight (Monoisotopic): 385.2266

AlogP: 4.59

#Rotatable Bonds: 4

Polar Surface Area: 46.32

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: 9.94

CX LogP: 4.23

CX LogD: 1.73

Aromatic Rings: 4

Heavy Atoms: 29

QED Weighted: 0.52

Np Likeness Score: -1.58

References

1. Altenbach RJ, Liu H, Banfor PN, Browman KE, Fox GB, Fryer RM, Komater VA, Krueger KM, Marsh K, Miller TR, Pan JB, Pan L, Sun M, Thiffault C, Wetter J, Zhao C, Zhou D, Esbenshade TA, Hancock AA, Cowart MD..  (2007)  Synthesis, potency, and in vivo profiles of quinoline containing histamine H3 receptor inverse agonists.,  50  (22): [PMID:17918921] [10.1021/jm0705051]

2. Liu H, Altenbach RJ, Diaz GJ, Manelli AM, Martin RL, Miller TR, Esbenshade TA, Brioni JD, Cowart MD..  (2010)  In vitro studies on a class of quinoline containing histamine H3 antagonists.,  20  (11): [PMID:20457525] [10.1016/j.bmcl.2010.04.045]

3. Levoin N, Labeeuw O, Calmels T, Poupardin-Olivier O, Berrebi-Bertrand I, Lecomte JM, Schwartz JC, Capet M..  (2011)  Novel and highly potent histamine H3 receptor ligands. Part 1: withdrawing of hERG activity.,  21  (18): [PMID:21802950] [10.1016/j.bmcl.2011.07.006]

4. Berlin M, Boyce CW, Ruiz Mde L..  (2011)  Histamine H3 receptor as a drug discovery target.,  54  (1): [PMID:21062081] [10.1021/jm100064d]

Source

Source(1):

• Scientific Literature