1-[2-(3,4-Dimethoxy-phenyl)-ethylamino]-3-[5-(5-thiophen-2-yl-1H-imidazol-2-yl)-pyridin-2-yloxy]-propan-2-ol

ID: ALA11178

PubChem CID: 13621796

Max Phase: Preclinical

Molecular Formula: C25H28N4O4S

Molecular Weight: 480.59

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  COc1ccc(CCNCC(O)COc2ccc(-c3nc(-c4cccs4)c[nH]3)cn2)cc1OC

Standard InChI:  InChI=1S/C25H28N4O4S/c1-31-21-7-5-17(12-22(21)32-2)9-10-26-14-19(30)16-33-24-8-6-18(13-27-24)25-28-15-20(29-25)23-4-3-11-34-23/h3-8,11-13,15,19,26,30H,9-10,14,16H2,1-2H3,(H,28,29)

Standard InChI Key:  CHGOMLLLZPHCNH-UHFFFAOYSA-N

Molfile:  

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M  END

Alternative Forms

1. Parent:

   

   ALA11178

   1-[2-(3,4-dimethoxyphenyl)ethylamino]-3-[5-(5-thiophen-2-yl-1H-imidazol-2-yl)pyridin-2-yl]oxypropan-2-ol

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

Calculated Properties

Molecular Weight: 480.59

Molecular Weight (Monoisotopic): 480.1831

AlogP: 3.79

#Rotatable Bonds: 12

Polar Surface Area: 101.52

Molecular Species: BASE

HBA: 8

HBD: 3

#RO5 Violations: ┄

HBA (Lipinski): 8

HBD (Lipinski): 3

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 11.91

CX Basic pKa: 9.31

CX LogP: 3.61

CX LogD: 1.71

Aromatic Rings: 4

Heavy Atoms: 34

QED Weighted: 0.27

Np Likeness Score: -1.12

References

1. Baldwin JJ, Christy ME, Denny GH, Habecker CN, Freedman MB, Lyle PA, Ponticello GS, Varga SL, Gross DM, Sweet CS..  (1986)  Beta 1-selective adrenoceptor antagonists: examples of the 2-[4-[3-(substituted amino)-2-hydroxypropoxy]phenyl]imidazole class. 2.,  29  (6): [PMID:2872332] [10.1021/jm00156a028]

Source

Source(1):

• Scientific Literature