ID: ALA319352

Max Phase: Preclinical

Molecular Formula: C26H29FN8O

Molecular Weight: 488.57

Molecule Type: Small molecule

Representations

Canonical SMILES:  Cn1nnc(-c2ccc3c(c2)c(C2CCN(CCN4CCNC4=O)CC2)cn3-c2ccc(F)cc2)n1

Standard InChI:  InChI=1S/C26H29FN8O/c1-32-30-25(29-31-32)19-2-7-24-22(16-19)23(17-35(24)21-5-3-20(27)4-6-21)18-8-11-33(12-9-18)14-15-34-13-10-28-26(34)36/h2-7,16-18H,8-15H2,1H3,(H,28,36)

Standard InChI Key:  USCDVFNXTCISHV-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: 488.57

Molecular Weight (Monoisotopic): 488.2448

AlogP: 3.16

#Rotatable Bonds: 6

Polar Surface Area: 84.11

Molecular Species: BASE

HBA: 7

HBD: 1

#RO5 Violations: 0

HBA (Lipinski): 9

HBD (Lipinski): 1

#RO5 Violations (Lipinski): 0

CX Acidic pKa:

CX Basic pKa: 8.55

CX LogP: 3.91

CX LogD: 2.74

Aromatic Rings: 4

Heavy Atoms: 36

QED Weighted: 0.45

Np Likeness Score: -1.66

References

1. Balle T, Perregaard J, Ramirez MT, Larsen AK, Søby KK, Liljefors T, Andersen K..  (2003)  Synthesis and structure-affinity relationship investigations of 5-heteroaryl-substituted analogues of the antipsychotic sertindole. A new class of highly selective alpha(1) adrenoceptor antagonists.,  46  (2): [PMID:12519065] [10.1021/jm020938y]

2. Kristensen JL, Püschl A, Jensen M, Risgaard R, Christoffersen CT, Bang-Andersen B, Balle T..  (2010)  Exploring the neuroleptic substituent in octoclothepin: potential ligands for positron emission tomography with subnanomolar affinity for α(1)-adrenoceptors.,  53  (19): [PMID:20857909] [10.1021/jm100652h]

3. Jørgensen M, Jørgensen PN, Christoffersen CT, Jensen KG, Balle T, Bang-Andersen B..  (2013)  Discovery of novel α₁-adrenoceptor ligands based on the antipsychotic sertindole suitable for labeling as PET ligands.,  21  (1): [PMID:23218776] [10.1016/j.bmc.2012.10.049]

Source

Source(1):

• Scientific Literature