ID: ALA387741

Max Phase: Preclinical

Molecular Formula: C24H30FIN2O4

Molecular Weight: 556.42

Molecule Type: Small molecule

Representations

Canonical SMILES:  COc1cc2c(cc1OC)CN(CCCCNC(=O)c1cc(I)ccc1OCCF)CC2

Standard InChI:  InChI=1S/C24H30FIN2O4/c1-30-22-13-17-7-11-28(16-18(17)14-23(22)31-2)10-4-3-9-27-24(29)20-15-19(26)5-6-21(20)32-12-8-25/h5-6,13-15H,3-4,7-12,16H2,1-2H3,(H,27,29)

Standard InChI Key:  IRFSOVRQSWDTBI-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: 556.42

Molecular Weight (Monoisotopic): 556.1234

AlogP: 4.23

#Rotatable Bonds: 11

Polar Surface Area: 60.03

Molecular Species: NEUTRAL

HBA: 5

HBD: 1

#RO5 Violations: 1

HBA (Lipinski): 6

HBD (Lipinski): 1

#RO5 Violations (Lipinski): 1

CX Acidic pKa: 13.82

CX Basic pKa: 8.00

CX LogP: 4.06

CX LogD: 3.37

Aromatic Rings: 2

Heavy Atoms: 32

QED Weighted: 0.33

Np Likeness Score: -1.22

References

1. Tu Z, Xu J, Jones LA, Li S, Dumstorff C, Vangveravong S, Chen DL, Wheeler KT, Welch MJ, Mach RH..  (2007)  Fluorine-18-labeled benzamide analogues for imaging the sigma2 receptor status of solid tumors with positron emission tomography.,  50  (14): [PMID:17579383] [10.1021/jm0614883]

2. Bai S, Li S, Xu J, Peng X, Sai K, Chu W, Tu Z, Zeng C, Mach RH..  (2014)  Synthesis and structure-activity relationship studies of conformationally flexible tetrahydroisoquinolinyl triazole carboxamide and triazole substituted benzamide analogues as σ2 receptor ligands.,  57  (10): [PMID:24821398] [10.1021/jm5001453]

Source

Source(1):

• Scientific Literature