Breitfussin E

ID: ALA4476426

PubChem CID: 155538446

Max Phase: Preclinical

Molecular Formula: C16H11Br2N3O2

Molecular Weight: 437.09

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  COc1cc(Br)cc2[nH]cc(-c3cnc(-c4cc(Br)c[nH]4)o3)c12

Standard InChI:  InChI=1S/C16H11Br2N3O2/c1-22-13-4-8(17)2-11-15(13)10(6-20-11)14-7-21-16(23-14)12-3-9(18)5-19-12/h2-7,19-20H,1H3

Standard InChI Key:  DIUDONROVOIHIO-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 23 26  0  0  0  0  0  0  0  0999 V2000
    4.3074  -18.6509    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3063  -19.4704    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0143  -19.8794    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0125  -18.2420    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7211  -18.6473    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7214  -19.4659    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5001  -19.7187    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.9811  -19.0562    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4996  -18.3942    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5982  -19.8785    0.0000 Br  0  0  0  0  0  0  0  0  0  0  0  0
    5.0101  -17.4249    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.3012  -17.0184    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7486  -17.6206    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.5257  -17.3678    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.5254  -16.5506    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.7481  -16.2983    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2681  -16.9596    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.4944  -15.5248    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9744  -14.8635    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.4938  -14.2026    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7166  -14.4555    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7171  -15.2726    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0553  -13.9755    0.0000 Br  0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  3  6  2  0
  5  4  2  0
  4  1  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  2  0
  9  5  1  0
  2 10  1  0
  4 11  1  0
 11 12  1  0
 13 14  2  0
 14 15  1  0
 15 16  2  0
 16 17  1  0
 17 13  1  0
  9 13  1  0
 18 19  1  0
 19 20  1  0
 20 21  2  0
 21 22  1  0
 22 18  2  0
 16 18  1  0
 21 23  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4476426

   ---

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: 437.09

Molecular Weight (Monoisotopic): 434.9218

AlogP: 5.35

#Rotatable Bonds: 3

Polar Surface Area: 66.84

Molecular Species: NEUTRAL

HBA: 3

HBD: 2

#RO5 Violations: 1

HBA (Lipinski): 5

HBD (Lipinski): 2

#RO5 Violations (Lipinski): 1

CX Acidic pKa: 12.35

CX Basic pKa: 0.11

CX LogP: 3.99

CX LogD: 3.99

Aromatic Rings: 4

Heavy Atoms: 23

QED Weighted: 0.45

Np Likeness Score: -0.19

References

1. Hansen KØ, Andersen JH, Bayer A, Pandey SK, Lorentzen M, Jørgensen KB, Sydnes MO, Guttormsen Y, Baumann M, Koch U, Klebl B, Eickhoff J, Haug BE, Isaksson J, Hansen EH..  (2019)  Kinase Chemodiversity from the Arctic: The Breitfussins.,  62  (22): [PMID:31647655] [10.1021/acs.jmedchem.9b01006]

Source

Source(1):

• Scientific Literature