N4,N4-Diethyl-6-(4-methylpiperazin-1-yl)pyrimidine-2,4-diamine

Names and Identifiers

Canonical SMILES: CCN(CC)c1cc(N2CCN(C)CC2)nc(N)n1

Standard InChI: InChI=1S/C13H24N6/c1-4-18(5-2)11-10-12(16-13(14)15-11)19-8-6-17(3)7-9-19/h10H,4-9H2,1-3H3,(H2,14,15,16)

Standard InChI Key: BWEFMDLNLUWTEB-UHFFFAOYSA-N

Molfile:

     RDKit          2D

 19 20  0  0  0  0  0  0  0  0999 V2000
   11.6944   -9.2875    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   11.6932  -10.1148    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.4081  -10.5277    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.1245  -10.1144    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.1216   -9.2838    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   12.4063   -8.8747    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.8373  -10.5249    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   13.8366  -11.3509    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.5476  -11.7622    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.2639  -11.3521    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   15.2646  -10.5261    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.5490  -10.1103    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.9774  -11.7662    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.4038   -8.0497    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   10.9785  -10.5268    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   10.2643  -10.1137    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.9778  -11.3518    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.2650   -9.2887    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.2630  -11.7637    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  5  6  2  0
  7 12  1  0
  8  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
  4  7  1  0
  6  1  1  0
 10 13  1  0
  7  8  1  0
  6 14  1  0
  1  2  2  0
  2 15  1  0
  3  4  2  0
 15 16  1  0
 15 17  1  0
  4  5  1  0
 16 18  1  0
  2  3  1  0
 17 19  1  0
M  END

Alternative Forms

Parent:

ALA492662
4-N,4-N-diethyl-6-(4-methylpiperazin-1-yl)pyrimidine-2,4-diamine

Associated Targets(Human)

HRH4 Tchem Histamine H4 receptor (3997 Activities)

Discover Target: HRH4

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

Associated Targets(non-human)

Hrh4 Histamine H4 receptor (388 Activities)

Discover Target: Hrh4

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: Small molecule	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: 264.38	Molecular Weight (Monoisotopic): 264.2062	AlogP: 0.66	#Rotatable Bonds: 4
Polar Surface Area: 61.52	Molecular Species: NEUTRAL	HBA: 6	HBD: 1
#RO5 Violations: ┄	HBA (Lipinski): 6	HBD (Lipinski): 2	#RO5 Violations (Lipinski): ┄
CX Acidic pKa: ┄	CX Basic pKa: 7.46	CX LogP: 1.87	CX LogD: 1.33
Aromatic Rings: 1	Heavy Atoms: 19	QED Weighted: 0.86	Np Likeness Score: -1.80

References

1. Altenbach RJ, Adair RM, Bettencourt BM, Black LA, Fix-Stenzel SR, Gopalakrishnan SM, Hsieh GC, Liu H, Marsh KC, McPherson MJ, Milicic I, Miller TR, Vortherms TA, Warrior U, Wetter JM, Wishart N, Witte DG, Honore P, Esbenshade TA, Hancock AA, Brioni JD, Cowart MD.. (2008) Structure-activity studies on a series of a 2-aminopyrimidine-containing histamine H4 receptor ligands., 51 (20): [PMID:18811133] [10.1021/jm8005959]

Source

Source(1):

Scientific Literature