ID: ALA1950743

Max Phase: Preclinical

Molecular Formula: C21H29N3O2

Molecular Weight: 355.48

Molecule Type: Small molecule

Representations

Canonical SMILES:  CC1(C)CC(c2ccc(OC3CCN(C4CCC4)CC3)cc2)=NNC1=O

Standard InChI:  InChI=1S/C21H29N3O2/c1-21(2)14-19(22-23-20(21)25)15-6-8-17(9-7-15)26-18-10-12-24(13-11-18)16-4-3-5-16/h6-9,16,18H,3-5,10-14H2,1-2H3,(H,23,25)

Standard InChI Key:  AUNMHWAGSWQKHU-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: 355.48

Molecular Weight (Monoisotopic): 355.2260

AlogP: 3.33

#Rotatable Bonds: 4

Polar Surface Area: 53.93

Molecular Species: BASE

HBA: 4

HBD: 1

#RO5 Violations: 0

HBA (Lipinski): 5

HBD (Lipinski): 1

#RO5 Violations (Lipinski): 0

CX Acidic pKa: 11.74

CX Basic pKa: 9.09

CX LogP: 2.88

CX LogD: 1.19

Aromatic Rings: 1

Heavy Atoms: 26

QED Weighted: 0.90

Np Likeness Score: -0.35

References

1. Hudkins RL, Zulli AL, Dandu Rr, Tao M, Josef KA, Aimone LD, Haltiwanger RC, Huang Z, Lyons JA, Mathiasen JR, Raddatz R, Gruner JA..  (2012)  4-phenoxypiperidine pyridazin-3-one histamine H(3) receptor inverse agonists demonstrating potent and robust wake promoting activity.,  22  (4): [PMID:22290075] [10.1016/j.bmcl.2012.01.026]

2. Hudkins RL, Josef KA, Becknell NC, Aimone LD, Lyons JA, Mathiasen JR, Gruner JA, Raddatz R..  (2014)  Discovery of (1R,6S)-5-[4-(1-cyclobutyl-piperidin-4-yloxy)-phenyl]-3,4-diaza-bicyclo[4.1.0]hept-4-en-2-one (R,S-4a): histamine H(3) receptor inverse agonist demonstrating potent cognitive enhancing and wake promoting activity.,  24  (5): [PMID:24513042] [10.1016/j.bmcl.2014.01.061]

Source

Source(1):

• Scientific Literature