N-Butyloxycarbonyl-4'-(2-Ethyl-5,7-dimethyl-imidazo[4,5-b]pyridin-3-ylmethyl)-5-isobutyl-biphenyl-2-sulfonic acid amide

ID: ALA289614

Cas Number: 169281-92-9

PubChem CID: 10031067

Max Phase: Preclinical

Molecular Formula: C32H40N4O4S

Molecular Weight: 576.76

Molecule Type: Small molecule

This compound is available for customization.

Associated Items:

Bioactivity Summary Target Summary Assay Summary

Names and Identifiers

Synonyms: L-162782 | L-162782|CHEMBL289614|169281-92-9|butyl N-[2-[4-[(2-ethyl-5,7-dimethylimidazo[4,5-b]pyridin-3-yl)methyl]phenyl]-4-(2-methylpropyl)phenyl]sulfonylcarbamate|SCHEMBL9133104|BDBM50141059|butyl (4'-((2-ethyl-5,7-dimethyl-3H-imidazo[4,5-b]pyridin-3-yl)methyl)-5-isobutyl-[1,1'-biphenyl]-2-yl)sulfonylcarbamate|N-Butyloxycarbonyl-4''-(2-Ethyl-5,7-dimethyl-imidazo[4,5-b]pyridin-3-ylmethyl)-5-isobutyl-biphenyl-2-sulfonic acid amide

Canonical SMILES: CCCCOC(=O)NS(=O)(=O)c1ccc(CC(C)C)cc1-c1ccc(Cn2c(CC)nc3c(C)cc(C)nc32)cc1

Standard InChI: InChI=1S/C32H40N4O4S/c1-7-9-16-40-32(37)35-41(38,39)28-15-12-25(17-21(3)4)19-27(28)26-13-10-24(11-14-26)20-36-29(8-2)34-30-22(5)18-23(6)33-31(30)36/h10-15,18-19,21H,7-9,16-17,20H2,1-6H3,(H,35,37)

Standard InChI Key: GABMQILPAPONQS-UHFFFAOYSA-N

Molfile:

     RDKit          2D

 41 44  0  0  0  0  0  0  0  0999 V2000
    1.3736   -4.7675    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0925   -4.3627    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    2.8045   -3.9500    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.5016   -5.0790    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.6850   -3.6453    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.5197   -4.3615    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5223   -5.1861    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.2349   -3.9476    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.2380   -5.5964    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2406   -6.4213    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9563   -6.8316    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9590   -7.6567    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0587   -5.5941    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7873   -5.9811    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8165   -6.8056    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5452   -7.1925    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1171   -7.2431    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3917   -1.7859    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.1975   -1.9654    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7570   -1.3562    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5051   -0.5648    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1447   -0.9963    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6987   -0.3910    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2942    0.3230    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.4902    0.1589    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3979   -0.6564    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.0599    0.0459    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4447   -2.7525    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8816    0.7159    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0596    1.5215    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6801   -1.0631    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6734   -1.8881    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0435   -2.2903    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0506   -3.1145    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6611   -3.5337    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3813   -3.1226    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3848   -2.2997    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6603   -4.3603    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0575   -4.7683    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6573   -6.0090    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3759   -5.5919    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  2  4  2  0
  2  5  2  0
 13 14  1  0
 14 15  1  0
 15 16  1  0
 15 17  1  0
  3  6  1  0
  6  7  1  0
  6  8  2  0
  7  9  1  0
  9 10  1  0
 26 22  1  0
 36 37  2  0
 37 32  1  0
 21 23  1  0
 21 27  1  0
 22 23  2  0
 19 28  1  0
 18 19  2  0
 35 38  1  0
 25 29  1  0
 22 18  1  0
 29 30  1  0
 19 20  1  0
 26 31  1  0
 31 32  1  0
 20 21  2  0
 32 33  2  0
 23 24  1  0
 33 34  1  0
 24 25  2  0
 34 35  2  0
 25 26  1  0
 35 36  1  0
 10 11  1  0
 38 39  2  0
 39 13  1  0
 11 12  1  0
 13 40  2  0
 40 41  1  0
 41  1  2  0
  1 38  1  0
M  END

Associated Targets(Human)

AGTR2 Tchem Angiotensin II type 2 (AT-2) receptor (2549 Activities)

Discover Target: AGTR2

Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

AGTR1 Tclin Type-1 angiotensin II receptor (5176 Activities)

Discover Target: AGTR1

Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

Associated Targets(non-human)

Agtr1b Angiotensin II receptor (AT-1) type-1 (1480 Activities)

Discover Target: Agtr1b

Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

Agtr1 Type-1A angiotensin II receptor (520 Activities)

Discover Target: Agtr1

Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

AGTR1 Type-1 angiotensin II receptor (25 Activities)

Discover Target: AGTR1

Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

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

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: 576.76	Molecular Weight (Monoisotopic): 576.2770	AlogP: 6.74	#Rotatable Bonds: 11
Polar Surface Area: 103.18	Molecular Species: ACID	HBA: 7	HBD: 1
#RO5 Violations: 2	HBA (Lipinski): 8	HBD (Lipinski): 1	#RO5 Violations (Lipinski): 2
CX Acidic pKa: 2.82	CX Basic pKa: 3.57	CX LogP: 6.87	CX LogD: 6.76
Aromatic Rings: 4	Heavy Atoms: 41	QED Weighted: 0.20	Np Likeness Score: -1.01

References

1. Wan Y, Wallinder C, Johansson B, Holm M, Mahalingam AK, Wu X, Botros M, Karlén A, Pettersson A, Nyberg F, Fändriks L, Hallberg A, Alterman M.. (2004) First reported nonpeptide AT1 receptor agonist (L-162,313) acts as an AT2 receptor agonist in vivo., 47 (6): [PMID:14998339] [10.1021/jm031031i]
2. Wallinder C, Botros M, Rosenström U, Guimond MO, Beaudry H, Nyberg F, Gallo-Payet N, Hallberg A, Alterman M.. (2008) Selective angiotensin II AT2 receptor agonists: Benzamide structure-activity relationships., 16 (14): [PMID:18599297] [10.1016/j.bmc.2008.05.066]
3. Wallinder C, Sköld C, Botros M, Guimond MO, Hallberg M, Gallo-Payet N, Karlén A, Alterman M.. (2015) Interconversion of Functional Activity by Minor Structural Alterations in Nonpeptide AT2 Receptor Ligands., 6 (2): [PMID:25699147] [10.1021/ml500427r]
4. Sallander J, Wallinder C, Hallberg A, Åqvist J, Gutiérrez-de-Terán H.. (2016) Structural determinants of subtype selectivity and functional activity of angiotensin II receptors., 26 (4): [PMID:26810314] [10.1016/j.bmcl.2015.10.084]
5. Dosa PI, Amin EA.. (2016) Tactical Approaches to Interconverting GPCR Agonists and Antagonists., 59 (3): [PMID:26390077] [10.1021/acs.jmedchem.5b00982]

N-Butyloxycarbonyl-4'-(2-Ethyl-5,7-dimethyl-imidazo[4,5-b]pyridin-3-ylmethyl)-5-isobutyl-biphenyl-2-sulfonic acid amide

Names and Identifiers

Alternative Forms

Associated Targets(Human)

Associated Targets(non-human)

Molecule Features

Drug Indications

Mechanisms of Action

Calculated Properties

References

Source