5'-(4-Methoxyphenyl)-2,2'-bifuran-5-carboxamidine

ID: ALA4581324

PubChem CID: 155561363

Max Phase: Preclinical

Molecular Formula: C16H14N2O3

Molecular Weight: 282.30

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  COc1ccc(-c2ccc(-c3ccc(C(=N)N)o3)o2)cc1

Standard InChI:  InChI=1S/C16H14N2O3/c1-19-11-4-2-10(3-5-11)12-6-7-13(20-12)14-8-9-15(21-14)16(17)18/h2-9H,1H3,(H3,17,18)

Standard InChI Key:  AENMSUHYKVCGSC-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 21 23  0  0  0  0  0  0  0  0999 V2000
    6.1426   -8.2730    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9218   -8.5195    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.3986   -7.8557    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9119   -7.1960    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1384   -7.4570    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.2189   -7.8480    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.7035   -8.5061    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.4790   -8.2486    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.4739   -7.4314    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.6951   -7.1839    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.1432   -8.7247    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.0629   -9.5380    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   10.8876   -8.3876    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.4846   -8.7576    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7369   -8.4256    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0793   -8.9095    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1696   -9.7225    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9232  -10.0494    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5777   -9.5635    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5122  -10.2080    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.7631   -9.8814    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  2  0
  4  5  1  0
  5  1  2  0
  6  7  1  0
  7  8  1  0
  8  9  2  0
  9 10  1  0
 10  6  2  0
  3  6  1  0
  8 11  1  0
 11 12  1  0
 11 13  2  0
  1 14  1  0
 14 15  2  0
 15 16  1  0
 16 17  2  0
 17 18  1  0
 18 19  2  0
 19 14  1  0
 17 20  1  0
 20 21  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4581324

   ---

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type: Unknown

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 282.30

Molecular Weight (Monoisotopic): 282.1004

AlogP: 3.50

#Rotatable Bonds: 4

Polar Surface Area: 85.38

Molecular Species: NEUTRAL

HBA: 4

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 5

HBD (Lipinski): 3

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 7.01

CX LogP: 1.99

CX LogD: 1.84

Aromatic Rings: 3

Heavy Atoms: 21

QED Weighted: 0.57

Np Likeness Score: -0.26

References

1. Ismail MA, Negm A, Arafa RK, Abdel-Latif E, El-Sayed WM..  (2019)  Anticancer activity, dual prooxidant/antioxidant effect and apoptosis induction profile of new bichalcophene-5-carboxamidines.,  169  [PMID:30856408] [10.1016/j.ejmech.2019.02.062]

Source

Source(1):

• Scientific Literature