4-(5-(4-carbamimidoylphenyl)furan-2-yl)-3-hydroxybenzimidamide

ID: ALA1650567

PubChem CID: 136030725

Max Phase: Preclinical

Molecular Formula: C18H16N4O2

Molecular Weight: 320.35

Molecule Type: Small molecule

Names and Identifiers

Synonyms: DB930

Canonical SMILES:  N=C(N)c1ccc(-c2ccc(-c3ccc(C(=N)N)cc3O)o2)cc1

Standard InChI:  InChI=1S/C18H16N4O2/c19-17(20)11-3-1-10(2-4-11)15-7-8-16(24-15)13-6-5-12(18(21)22)9-14(13)23/h1-9,23H,(H3,19,20)(H3,21,22)

Standard InChI Key:  DDCRJXZHVJHYDM-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 24 26  0  0  0  0  0  0  0  0999 V2000
    8.0293  -26.4533    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.0280  -27.2810    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.7411  -27.6939    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.4605  -27.2805    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.4573  -26.4493    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.7391  -26.0404    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.3129  -27.6925    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5990  -27.2789    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    7.3117  -28.5176    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   10.1694  -26.0338    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.8376  -26.5206    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   11.5067  -26.0379    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.2544  -25.2523    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.4293  -25.2497    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.2160  -26.4488    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.2119  -27.2695    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.9203  -27.6803    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.6317  -27.2715    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.6304  -26.4476    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.9214  -26.0405    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.3462  -27.6842    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.3460  -28.5093    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   15.0608  -27.2718    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   12.9200  -25.2154    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  6  1  1  0
  1  2  2  0
 11 12  1  0
 12 13  2  0
 13 14  1  0
 14 10  2  0
  2  7  1  0
 12 15  1  0
  3  4  2  0
 15 16  2  0
  7  8  2  0
 16 17  1  0
 17 18  2  0
  7  9  1  0
 18 19  1  0
  4  5  1  0
 19 20  2  0
 20 15  1  0
  5 10  1  0
 18 21  1  0
 10 11  1  0
 21 22  1  0
  2  3  1  0
 21 23  2  0
  5  6  2  0
 20 24  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA1650567

   ---

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: 320.35

Molecular Weight (Monoisotopic): 320.1273

AlogP: 2.89

#Rotatable Bonds: 4

Polar Surface Area: 133.11

Molecular Species: BASE

HBA: 4

HBD: 5

#RO5 Violations: ┄

HBA (Lipinski): 6

HBD (Lipinski): 7

#RO5 Violations (Lipinski): 1

CX Acidic pKa: 7.47

CX Basic pKa: 11.70

CX LogP: 1.19

CX LogD: -1.19

Aromatic Rings: 3

Heavy Atoms: 24

QED Weighted: 0.37

Np Likeness Score: 0.11

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