(2R,3R,4R,5R)-5-(5-((4-bromophenyl)ethynyl)-4-methyl-7H-pyrrolo[2,3-d]pyrimidin-7-yl)-4-fluoro-2-(hydroxymethyl)-4-methyltetrahydrofuran-3-ol

Names and Identifiers

Canonical SMILES: Cc1ncnc2c1c(C#Cc1ccc(Br)cc1)cn2[C@@H]1O[C@H](CO)[C@@H](O)[C@@]1(C)F

Standard InChI: InChI=1S/C21H19BrFN3O3/c1-12-17-14(6-3-13-4-7-15(22)8-5-13)9-26(19(17)25-11-24-12)20-21(2,23)18(28)16(10-27)29-20/h4-5,7-9,11,16,18,20,27-28H,10H2,1-2H3/t16-,18-,20-,21-/m1/s1

Standard InChI Key: BOAIFIJBYIRZPG-KRZXBLKESA-N

Molfile:

 
     RDKit          2D

 29 32  0  0  0  0  0  0  0  0999 V2000
   -0.7670   -3.7066    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4345   -3.2216    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1796   -2.4369    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3546   -2.4369    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0995   -3.2216    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4848   -3.8062    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
    0.6986   -3.0078    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0580   -1.7224    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2774   -0.9689    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3353   -0.4170    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0496   -0.8294    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8781   -1.6362    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4938   -2.1902    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.2761   -1.9308    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4451   -1.1277    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.8319   -0.5758    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0454    0.2211    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3353    0.4079    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3353    1.2332    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3353    2.0583    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3790    2.4712    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3782    3.2938    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3365    3.7066    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0483    3.2974    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0531    2.4727    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2315   -3.4352    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4451   -4.2322    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7670   -4.5317    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.3365    4.5317    0.0000 Br  0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  4  5  1  0
  5  1  1  0
  5  6  1  0
  5  7  1  1
  4  8  1  1
  8  9  1  0
  9 10  2  0
 10 11  1  0
 11 12  2  0
 12  8  1  0
 12 13  1  0
 13 14  2  0
 14 15  1  0
 15 16  2  0
 11 16  1  0
 16 17  1  0
 10 18  1  0
 18 19  3  0
 19 20  1  0
 21 20  2  0
 22 21  1  0
 23 22  2  0
 24 23  1  0
 25 24  2  0
 20 25  1  0
  2 26  1  1
 26 27  1  0
  1 28  1  6
 23 29  1  0
M  END

Alternative Forms

Parent:

ALA5284240
---

Associated Targets(Human)

A549 (127892 Activities)

Explore this target

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

Associated Targets(non-human)

Zika virus (1028 Activities)

Explore this target

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:	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: 460.30	Molecular Weight (Monoisotopic): 459.0594	AlogP: 2.88	#Rotatable Bonds: 2
Polar Surface Area: 80.40	Molecular Species: NEUTRAL	HBA: 6	HBD: 2
#RO5 Violations: ┄	HBA (Lipinski): 6	HBD (Lipinski): 2	#RO5 Violations (Lipinski): ┄
CX Acidic pKa: 12.58	CX Basic pKa: 3.92	CX LogP: 3.15	CX LogD: 3.15
Aromatic Rings: 3	Heavy Atoms: 29	QED Weighted: 0.58	Np Likeness Score: 0.03

References

1. Yao G, Yu J, Lin C, Zhu Y, Duan A, Li M, Yuan J, Zhang J.. (2022) Design, synthesis, and biological evaluation of novel 2'-methyl-2'-fluoro-6-methyl-7-alkynyl-7-deazapurine nucleoside analogs as anti-Zika virus agents., 234 [PMID:35306290] [10.1016/j.ejmech.2022.114275]

Source

Source(1):

Scientific Literature