4-(2-(4-carbamimidoylphenyl)pyrimidin-4-yl)-3-methoxybenzimidamide

ID: ALA1650573

Cas Number: 160522-91-8

PubChem CID: 10712591

Max Phase: Preclinical

Molecular Formula: C19H18N6O

Molecular Weight: 346.39

Molecule Type: Small molecule

Names and Identifiers

Synonyms: DB211 | 160522-91-8|4-(2-(4-(Aminoiminomethyl)phenyl)-4-pyrimidinyl)-3-methox ybenzenecarboximidamide|SCHEMBL8842473|CHEMBL1650573|DB211|4-(2-(4-Carbamimidoylphenyl)pyrimidin-4-yl)-3-methoxybenzimidamide

Canonical SMILES:  COc1cc(C(=N)N)ccc1-c1ccnc(-c2ccc(C(=N)N)cc2)n1

Standard InChI:  InChI=1S/C19H18N6O/c1-26-16-10-13(18(22)23)6-7-14(16)15-8-9-24-19(25-15)12-4-2-11(3-5-12)17(20)21/h2-10H,1H3,(H3,20,21)(H3,22,23)

Standard InChI Key:  NGOWUKNPFCFZGF-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 26 28  0  0  0  0  0  0  0  0999 V2000
    9.7098  -21.4348    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.7086  -22.2623    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.4215  -22.6752    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.1408  -22.2618    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.1376  -21.4307    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.4195  -21.0220    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.9935  -22.6737    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.2797  -22.2603    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    8.9923  -23.4987    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   11.8500  -21.0147    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.5635  -21.4282    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   13.2753  -21.0129    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.2717  -20.1870    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.5503  -19.7783    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.8412  -20.1959    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   13.9905  -21.4212    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.9928  -22.2472    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.7083  -22.6564    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.4218  -22.2406    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.4155  -21.4115    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.6995  -21.0060    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.6936  -20.1811    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   15.4050  -19.7635    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.1387  -22.6490    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.1434  -23.4739    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   16.8506  -22.2323    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
 12 13  1  0
  1  2  2  0
 13 14  2  0
  2  7  1  0
 14 15  1  0
 15 10  2  0
  3  4  2  0
  7  8  2  0
 16 17  2  0
 17 18  1  0
  7  9  1  0
 18 19  2  0
  4  5  1  0
 19 20  1  0
  5 10  1  0
 20 21  2  0
 21 16  1  0
 12 16  1  0
  2  3  1  0
 21 22  1  0
 10 11  1  0
 22 23  1  0
  5  6  2  0
 19 24  1  0
 11 12  2  0
 24 25  1  0
  6  1  1  0
 24 26  2  0
M  END

Alternative Forms

1. Parent:

   

   ALA1650573

   4-(2-(4-(Aminoiminomethyl)phenyl)-4-pyrimidinyl)-3-methox ybenzenecarboximidamide

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: 346.39

Molecular Weight (Monoisotopic): 346.1542

AlogP: 2.39

#Rotatable Bonds: 5

Polar Surface Area: 134.75

Molecular Species: BASE

HBA: 5

HBD: 4

#RO5 Violations: ┄

HBA (Lipinski): 7

HBD (Lipinski): 6

#RO5 Violations (Lipinski): 1

CX Acidic pKa: ┄

CX Basic pKa: 11.23

CX LogP: 2.26

CX LogD: -2.63

Aromatic Rings: 3

Heavy Atoms: 26

QED Weighted: 0.42

Np Likeness Score: -0.62

References

1. Gillingwater K, Kumar A, Anbazhagan M, Boykin DW, Tidwell RR, Brun R..  (2009)  In vivo investigations of selected diamidine compounds against Trypanosoma evansi using a mouse model.,  53  (12): [PMID:19786604] [10.1128/aac.00422-09]

Source

Source(1):

• Scientific Literature