N-(5-Bromopyridin-2-yl)-4-phenoxybutanamide

Names and Identifiers

Canonical SMILES: O=C(CCCOc1ccccc1)Nc1ccc(Br)cn1

Standard InChI: InChI=1S/C15H15BrN2O2/c16-12-8-9-14(17-11-12)18-15(19)7-4-10-20-13-5-2-1-3-6-13/h1-3,5-6,8-9,11H,4,7,10H2,(H,17,18,19)

Standard InChI Key: VSMNGDLLMZDBMO-UHFFFAOYSA-N

Molfile:

 
     RDKit          2D

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   31.8885   -5.1201    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.5966   -5.5290    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.3062   -5.1196    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.3034   -4.2969    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.5948   -3.8917    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.1819   -3.8921    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   30.4743   -4.3009    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.7665   -3.8924    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.0588   -4.3012    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.3510   -3.8928    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.6434   -4.3016    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   28.3508   -3.0756    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   26.9356   -3.8931    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.9395   -3.0760    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.2325   -2.6677    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.5239   -3.0765    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.5268   -3.8979    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.2343   -4.3026    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   24.8156   -2.6690    0.0000 Br  0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  3  4  2  0
  4  5  1  0
  5  6  2  0
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  1  7  1  0
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  9 10  1  0
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 14 15  2  0
 15 16  1  0
 16 17  2  0
 17 18  1  0
 18 19  2  0
 19 14  1  0
 17 20  1  0
M  END

Alternative Forms

Parent:

ALA4546726
N-(5-bromopyridin-2-yl)-4-phenoxybutanamide

Associated Targets(Human)

HEK293 (82097 Activities)

Explore this target

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

Associated Targets(non-human)

tat Human immunodeficiency virus type 1 Tat protein (1183 Activities)

Discover Target: tat

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

Molecule Features

Natural Product: No	Oral: No	Chemical Probe: No	Parenteral: No
Molecule Type: Unknown	Topical: No	First In Class: No	Black Box: No
Chirality: No	Availability: No	Prodrug: No

Drug Indications

MESH ID	MESH Heading	EFO IDs	EFO Terms	Max Phase for Indication	References

Mechanisms of Action

Mechanism of Action	Action Type	target ID	Target Name	Target Type	Target Organism	Binding Site Name	References

Calculated Properties

Molecular Weight: 335.20	Molecular Weight (Monoisotopic): 334.0317	AlogP: 3.64	#Rotatable Bonds: 6
Polar Surface Area: 51.22	Molecular Species: NEUTRAL	HBA: 3	HBD: 1
#RO5 Violations: ┄	HBA (Lipinski): 4	HBD (Lipinski): 1	#RO5 Violations (Lipinski): ┄
CX Acidic pKa: 12.09	CX Basic pKa: 2.29	CX LogP: 3.40	CX LogD: 3.40
Aromatic Rings: 2	Heavy Atoms: 20	QED Weighted: 0.82	Np Likeness Score: -1.66

References

1. Nguyen W, Jacobson J, Jarman KE, Jousset Sabroux H, Harty L, McMahon J, Lewin SR, Purcell DF, Sleebs BE.. (2019) Identification of 5-Substituted 2-Acylaminothiazoles That Activate Tat-Mediated Transcription in HIV-1 Latency Models., 62 (10): [PMID:30973727] [10.1021/acs.jmedchem.9b00462]

Source

Source(1):

Scientific Literature