4'-(3-(methylamino)azetidin-1-yl)-6',7'-dihydro-5'H-spiro[cyclopentane-1,8'-quinazolin]-2'-amine

ID: ALA1079516

PubChem CID: 44231618

Max Phase: Preclinical

Molecular Formula: C16H25N5

Molecular Weight: 287.41

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CNC1CN(c2nc(N)nc3c2CCCC32CCCC2)C1

Standard InChI:  InChI=1S/C16H25N5/c1-18-11-9-21(10-11)14-12-5-4-8-16(6-2-3-7-16)13(12)19-15(17)20-14/h11,18H,2-10H2,1H3,(H2,17,19,20)

Standard InChI Key:  FNLKLDDVROBECF-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 21 24  0  0  0  0  0  0  0  0999 V2000
    4.5488  -11.1789    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3322  -10.3789    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5044  -10.3377    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2094  -11.1124    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8549  -11.6321    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2604   -9.9441    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.6909  -10.7703    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6876   -9.9398    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.9721   -9.5310    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9692   -8.7060    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    7.4062  -11.1813    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.9714  -11.1860    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2597  -10.7718    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5440  -12.0018    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2558  -12.4160    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9726  -12.0072    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.6186  -11.9760    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.4150  -11.7608    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.1998  -10.9644    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.1304  -12.1718    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    9.1322  -12.9968    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  9 10  1  0
  5  1  1  0
  7 11  1  0
 12 13  1  0
  1  2  1  0
  6 13  2  0
 12  7  2  0
  2  3  1  0
 12 16  1  0
 13  1  1  0
  1 14  1  0
 14 15  1  0
 15 16  1  0
 11 17  1  0
  7  8  1  0
  3  4  1  0
  8  9  2  0
 17 18  1  0
 18 19  1  0
 19 11  1  0
  9  6  1  0
 18 20  1  0
  4  5  1  0
 20 21  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA1079516

   4-[3-(methylamino)azetidin-1-yl]spiro[6,7-dihydro-5H-quinazoline-8,1'-cyclopentane]-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: 287.41

Molecular Weight (Monoisotopic): 287.2110

AlogP: 1.61

#Rotatable Bonds: 2

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: 8.80

CX LogP: 2.98

CX LogD: 1.41

Aromatic Rings: 1

Heavy Atoms: 21

QED Weighted: 0.86

Np Likeness Score: -0.24

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