N-(4-{2-[2-(Morpholin-4-yl)pyrimidin-5-yl]ethyl}phenyl)guanidine dihydrochloride

ID: ALA4088140

PubChem CID: 137644399

Max Phase: Preclinical

Molecular Formula: C17H24Cl2N6O

Molecular Weight: 326.40

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  Cl.Cl.N=C(N)Nc1ccc(CCc2cnc(N3CCOCC3)nc2)cc1

Standard InChI:  InChI=1S/C17H22N6O.2ClH/c18-16(19)22-15-5-3-13(4-6-15)1-2-14-11-20-17(21-12-14)23-7-9-24-10-8-23;;/h3-6,11-12H,1-2,7-10H2,(H4,18,19,22);2*1H

Standard InChI Key:  WPRALBPOETVACL-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 26 26  0  0  0  0  0  0  0  0999 V2000
   12.3944  -11.5727    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   12.6447   -8.2694    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   12.6443   -7.4523    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.3490   -7.0433    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   11.9350   -7.0440    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   11.9359   -8.6784    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.2266   -8.2702    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.5177   -8.6792    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.5181   -9.4964    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.2274   -9.9046    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.9363   -9.4956    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.8134   -9.9054    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.8138  -10.7226    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.6914  -11.9495    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.3965  -12.3577    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    9.1054  -11.9487    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.1050  -11.1315    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.3957  -10.7233    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.6909  -11.1323    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.9825  -12.3585    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.2732  -11.9502    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5684  -12.3592    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5689  -13.1764    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.2741  -13.5846    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9829  -13.1757    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.2303  -11.4357    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
  2  3  1  0
  3  4  1  0
  3  5  2  0
  6  7  1  0
  7  8  2  0
  8  9  1  0
  9 10  2  0
 10 11  1  0
  6 11  2  0
 12 13  1  0
 14 15  1  0
 15 16  2  0
 16 17  1  0
 17 18  2  0
 18 19  1  0
 14 19  2  0
 20 21  1  0
 21 22  1  0
 22 23  1  0
 23 24  1  0
 24 25  1  0
 20 25  1  0
 14 20  1  0
 13 17  1  0
  9 12  1  0
  2  6  1  0
M  END

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: 326.40

Molecular Weight (Monoisotopic): 326.1855

AlogP: 1.40

#Rotatable Bonds: 5

Polar Surface Area: 100.15

Molecular Species: BASE

HBA: 5

HBD: 3

#RO5 Violations: ┄

HBA (Lipinski): 7

HBD (Lipinski): 4

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 9.15

CX LogP: 2.13

CX LogD: 0.46

Aromatic Rings: 2

Heavy Atoms: 24

QED Weighted: 0.57

Np Likeness Score: -1.12

References

1. Yamaki S, Yamada H, Nagashima A, Kondo M, Shimada Y, Kadono K, Yoshihara K..  (2017)  Synthesis and structure activity relationships of carbamimidoylcarbamate derivatives as novel vascular adhesion protein-1 inhibitors.,  25  (21): [PMID:28988626] [10.1016/j.bmc.2017.09.036]

Source

Source(1):

• Scientific Literature