4'-(piperazin-1-yl)-6',7'-dihydro-5'H-spiro[cyclohexane-1,8'-quinazolin]-2'-amine

ID: ALA1081683

PubChem CID: 46881970

Max Phase: Preclinical

Molecular Formula: C17H27N5

Molecular Weight: 301.44

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  Nc1nc(N2CCNCC2)c2c(n1)C1(CCCCC1)CCC2

Standard InChI:  InChI=1S/C17H27N5/c18-16-20-14-13(15(21-16)22-11-9-19-10-12-22)5-4-8-17(14)6-2-1-3-7-17/h19H,1-12H2,(H2,18,20,21)

Standard InChI Key:  IBHXJPGHTAGSCB-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 22 25  0  0  0  0  0  0  0  0999 V2000
   -4.2809  -20.4539    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2850  -19.6286    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9979  -19.2218    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7112  -19.6358    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7071  -20.4611    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9896  -20.8724    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5660  -19.2225    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1349  -20.0490    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1382  -19.2182    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8540  -18.8092    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8569  -17.9839    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4194  -20.4602    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8547  -20.4649    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5667  -20.0506    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2827  -21.2811    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5706  -21.6954    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8535  -21.2865    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4173  -21.2842    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7057  -21.6953    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0106  -21.2845    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.0108  -20.4583    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7053  -20.0426    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  3  4  1  0
 10 11  1  0
  4  5  1  0
  8 12  1  0
 13 14  1  0
  5  6  1  0
  7 14  2  0
  1  2  1  0
 13  8  2  0
 13 17  1  0
 14  1  1  0
  1 15  1  0
 15 16  1  0
 16 17  1  0
 12 18  1  0
  1  6  1  0
  8  9  1  0
  2  3  1  0
  9 10  2  0
 10  7  1  0
 12 22  1  0
 18 19  1  0
 19 20  1  0
 20 21  1  0
 21 22  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA1081683

   4-piperazin-1-ylspiro[6,7-dihydro-5H-quinazoline-8,1'-cyclohexane]-2-amine

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

Calculated Properties

Molecular Weight: 301.44

Molecular Weight (Monoisotopic): 301.2266

AlogP: 2.01

#Rotatable Bonds: 1

Polar Surface Area: 67.07

Molecular Species: BASE

HBA: 5

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 5

HBD (Lipinski): 3

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 8.79

CX LogP: 3.36

CX LogD: 1.81

Aromatic Rings: 1

Heavy Atoms: 22

QED Weighted: 0.83

Np Likeness Score: -0.38

References

1. Koenig JR, Liu H, Drizin I, Witte DG, Carr TL, Manelli AM, Milicic I, Strakhova MI, Miller TR, Esbenshade TA, Brioni JD, Cowart M..  (2010)  Rigidified 2-aminopyrimidines as histamine H4 receptor antagonists: effects of substitution about the rigidifying ring.,  20  (6): [PMID:20171098] [10.1016/j.bmcl.2010.01.131]

Source

Source(1):

• Scientific Literature