2,6-difluoro-4-(9-isopentyl-9H-purin-2-ylamino)phenol

Names and Identifiers

Canonical SMILES: CC(C)CCn1cnc2cnc(Nc3cc(F)c(O)c(F)c3)nc21

Standard InChI: InChI=1S/C16H17F2N5O/c1-9(2)3-4-23-8-20-13-7-19-16(22-15(13)23)21-10-5-11(17)14(24)12(18)6-10/h5-9,24H,3-4H2,1-2H3,(H,19,21,22)

Standard InChI Key: OYTSXCFOGSTFSE-UHFFFAOYSA-N

Molfile:

 
     RDKit          2D

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   21.0265   -4.8690    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.7413   -5.2819    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.4577   -4.8685    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   21.7395   -3.6288    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.7370   -2.8038    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   20.3131   -3.6292    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   20.3116   -5.2809    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   23.1728   -5.2798    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   23.8867   -4.8662    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.5984   -5.2780    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
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   23.8804   -4.0433    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   25.3077   -4.0330    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.3146   -4.8612    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.1127   -5.1314    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   26.5857   -4.4365    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.0932   -3.7706    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   26.3749   -5.9137    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.8285   -6.5319    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.0907   -7.3141    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.5443   -7.9322    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.8992   -7.4781    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
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 15 13  1  0
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 18 19  2  0
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 22 23  1  0
 22 24  1  0
M  END

Alternative Forms

Parent:

ALA4858257
---

Associated Targets(Human)

RPS6KA3 Tchem Ribosomal protein S6 kinase alpha 3 (4284 Activities)

Discover Target: RPS6KA3

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: 333.34	Molecular Weight (Monoisotopic): 333.1401	AlogP: 3.60	#Rotatable Bonds: 5
Polar Surface Area: 75.86	Molecular Species: NEUTRAL	HBA: 6	HBD: 2
#RO5 Violations: ┄	HBA (Lipinski): 6	HBD (Lipinski): 2	#RO5 Violations (Lipinski): ┄
CX Acidic pKa: 8.28	CX Basic pKa: 1.54	CX LogP: 3.64	CX LogD: 3.59
Aromatic Rings: 3	Heavy Atoms: 24	QED Weighted: 0.70	Np Likeness Score: -1.17

References

1. Casalvieri KA, Matheson CJ, Warfield BM, Backos DS, Reigan P.. (2021) N-Substituted pyrrolopyrimidines and purines as p90 ribosomal S6 protein kinase-2 (RSK2) inhibitors., 41 [PMID:34034149] [10.1016/j.bmc.2021.116220]

Source

Source(1):

Scientific Literature