ID: ALA62803

Max Phase: Preclinical

Molecular Formula: C22H34N2O4

Molecular Weight: 390.52

Molecule Type: Small molecule

Representations

Synonyms (1): A-923
Synonyms from Alternative Forms(1):

Canonical SMILES:  CCCCCC(=O)c1ccc(OCCCN2CCN(C(=O)OCC)CC2)cc1

Standard InChI:  InChI=1S/C22H34N2O4/c1-3-5-6-8-21(25)19-9-11-20(12-10-19)28-18-7-13-23-14-16-24(17-15-23)22(26)27-4-2/h9-12H,3-8,13-18H2,1-2H3

Standard InChI Key:  RLVMZEQCHVFJEJ-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: 390.52

Molecular Weight (Monoisotopic): 390.2519

AlogP: 3.99

#Rotatable Bonds: 11

Polar Surface Area: 59.08

Molecular Species: NEUTRAL

HBA: 5

HBD: 0

#RO5 Violations: 0

HBA (Lipinski): 6

HBD (Lipinski): 0

#RO5 Violations (Lipinski): 0

CX Acidic pKa:

CX Basic pKa: 6.16

CX LogP: 3.54

CX LogD: 3.51

Aromatic Rings: 1

Heavy Atoms: 28

QED Weighted: 0.42

Np Likeness Score: -1.07

References

1. Faghih R, Dwight W, Gentles R, Phelan K, Esbenshade TA, Ireland L, Miller TR, Kang CH, Fox GB, Gopalakrishnan SM, Hancock AA, Bennani YL..  (2002)  Structure-activity relationships of non-imidazole H(3) receptor ligands. Part 1.,  12  (15): [PMID:12113835] [10.1016/s0960-894x(02)00309-8]

2. Faghih R, Dwight W, Black L, Liu H, Gentles R, Phelan K, Esbenshade TA, Ireland L, Miller TR, Kang CH, Krueger KM, Fox GB, Hancock AA, Bennani YL..  (2002)  Structure-activity relationships of non-imidazole H(3) receptor ligands. Part 2: binding preference for D-amino acids motifs.,  12  (15): [PMID:12113836] [10.1016/s0960-894x(02)00310-4]

3. Vasudevan A, Conner SE, Gentles RG, Faghih R, Liu H, Dwight W, Ireland L, Kang CH, Esbenshade TA, Bennani YL, Hancock AA..  (2002)  Synthesis and evaluation of potent pyrrolidine H(3) antagonists.,  12  (21): [PMID:12372500] [10.1016/s0960-894x(02)00685-6]

4. Gfesser GA, Zhang H, Dinges J, Fox GB, Pan JB, Esbenshade TA, Yao BB, Witte D, Miller TR, Kang CH, Krueger KM, Bennani YL, Hancock AA, Faghih R..  (2004)  Structure-activity relationships of non-imidazole H(3) receptor ligands. Part 3: 5-Substituted 3-phenyl-1,2,4-oxadiazoles as potent antagonists.,  14  (3): [PMID:14741266] [10.1016/j.bmcl.2003.11.038]

5. 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