ID: ALA61532

Max Phase: Preclinical

Molecular Formula: C30H41ClN4O2

Molecular Weight: 525.14

Molecule Type: Small molecule

Representations

Canonical SMILES:  Clc1ccc(OCc2nc3c(OCCCN4CCCCC4)cccc3n2CCCC2CCCNC2)cc1

Standard InChI:  InChI=1S/C30H41ClN4O2/c31-25-12-14-26(15-13-25)37-23-29-33-30-27(35(29)20-6-9-24-8-5-16-32-22-24)10-4-11-28(30)36-21-7-19-34-17-2-1-3-18-34/h4,10-15,24,32H,1-3,5-9,16-23H2

Standard InChI Key:  SHFZELZOQAXTFF-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: 525.14

Molecular Weight (Monoisotopic): 524.2918

AlogP: 6.30

#Rotatable Bonds: 12

Polar Surface Area: 51.55

Molecular Species: BASE

HBA: 6

HBD: 1

#RO5 Violations: 2

HBA (Lipinski): 6

HBD (Lipinski): 1

#RO5 Violations (Lipinski): 2

CX Acidic pKa:

CX Basic pKa: 10.52

CX LogP: 5.49

CX LogD: 0.73

Aromatic Rings: 3

Heavy Atoms: 37

QED Weighted: 0.28

Np Likeness Score: -1.20

References

1. Kordik CP, Reitz AB..  (1999)  Pharmacological treatment of obesity: therapeutic strategies.,  42  (2): [PMID:9925722] [10.1021/jm980521l]

2. Zarrinmayeh H, Nunes AM, Ornstein PL, Zimmerman DM, Arnold MB, Schober DA, Gackenheimer SL, Bruns RF, Hipskind PA, Britton TC, Cantrell BE, Gehlert DR..  (1998)  Synthesis and evaluation of a series of novel 2-[(4-chlorophenoxy)methyl]benzimidazoles as selective neuropeptide Y Y1 receptor antagonists.,  41  (15): [PMID:9667962] [10.1021/jm9706630]

3. Zimmerman DM, Cantrell BE, Smith EC, Nixon JA, Bruns RF, Gitter B, Hipskind PA, Ornstein PL, Zarrinmayeh H, Britton TC, Schober DA, Gehlert DR..  (1998)  Structure-activity relationships of a series of 1-substituted-4-methylbenzimidazole neuropeptide Y-1 receptor antagonists.,  8  (5): [PMID:9871601] [10.1016/s0960-894x(98)00048-1]

4. Zarrinmayeh H, Zimmerman DM, Cantrell BE, Schober DA, Bruns RF, Gackenheimer SL, Ornstein PL, Hipskind PA, Britton TC, Gehlert DR..  (1999)  Structure-activity relationship of a series of diaminoalkyl substituted benzimidazole as neuropeptide Y Y1 receptor antagonists.,  9  (5): [PMID:10201822] [10.1016/s0960-894x(99)00082-7]

Source

Source(1):

• Scientific Literature