N-[2-(3-{2-[2-(Morpholin-4-yl)pyrimidin-5-yl]ethyl}phenyl)ethyl]guanidine dihydrochloride

ID: ALA4083367

PubChem CID: 137648175

Max Phase: Preclinical

Molecular Formula: C19H28Cl2N6O

Molecular Weight: 354.46

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  Cl.Cl.N=C(N)NCCc1cccc(CCc2cnc(N3CCOCC3)nc2)c1

Standard InChI:  InChI=1S/C19H26N6O.2ClH/c20-18(21)22-7-6-16-3-1-2-15(12-16)4-5-17-13-23-19(24-14-17)25-8-10-26-11-9-25;;/h1-3,12-14H,4-11H2,(H4,20,21,22);2*1H

Standard InChI Key:  RCTFTHBNYBTSAS-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 28 28  0  0  0  0  0  0  0  0999 V2000
   10.6482   -8.5254    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   13.0594   -7.2309    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   13.7644   -6.8223    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.4735   -7.2309    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   13.7644   -6.0051    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   12.3503   -6.8223    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.6454   -7.2309    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.9363   -6.8223    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.2272   -7.2309    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.5181   -6.8223    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.5181   -6.0051    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.2272   -5.5965    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.9363   -6.0051    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.8131   -7.2309    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.1040   -6.8223    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9809   -8.0481    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9809   -7.2309    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.6900   -6.8223    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.3991   -7.2309    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.3991   -8.0481    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6900   -8.4567    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.2759   -8.4567    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.2759   -9.2739    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5668   -9.6825    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8578   -9.2739    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.8578   -8.4567    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5668   -8.0481    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.4499   -8.6624    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
  8  9  1  0
  9 10  2  0
 10 11  1  0
 11 12  2  0
 12 13  1  0
  8 13  2  0
 14 15  1  0
 16 17  1  0
 17 18  2  0
 18 19  1  0
 19 20  2  0
 20 21  1  0
 16 21  2  0
 22 23  1  0
 23 24  1  0
 24 25  1  0
 25 26  1  0
 26 27  1  0
 22 27  1  0
 16 22  1  0
 15 19  1  0
 10 14  1  0
  7  8  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: 354.46

Molecular Weight (Monoisotopic): 354.2168

AlogP: 1.12

#Rotatable Bonds: 7

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: 12.22

CX LogP: 2.24

CX LogD: -0.18

Aromatic Rings: 2

Heavy Atoms: 26

QED Weighted: 0.51

Np Likeness Score: -0.81

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