7-[(3-Bromobenzyl)oxy]-N-(2-hydroxyethyl)-2-oxo-2H-chromene-3-carboxamide

ID: ALA4750177

PubChem CID: 162651109

Max Phase: Preclinical

Molecular Formula: C19H16BrNO5

Molecular Weight: 418.24

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  O=C(NCCO)c1cc2ccc(OCc3cccc(Br)c3)cc2oc1=O

Standard InChI:  InChI=1S/C19H16BrNO5/c20-14-3-1-2-12(8-14)11-25-15-5-4-13-9-16(18(23)21-6-7-22)19(24)26-17(13)10-15/h1-5,8-10,22H,6-7,11H2,(H,21,23)

Standard InChI Key:  KLKZPVCRXQQJLI-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 26 28  0  0  0  0  0  0  0  0999 V2000
    5.8015   -9.5421    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8003  -10.3617    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5084  -10.7706    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.2180  -10.3612    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.2152   -9.5385    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5066   -9.1333    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.9214   -9.1273    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.6306   -9.5332    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.9264  -10.7687    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.6334  -10.3590    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.3422  -10.7658    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.3368   -9.1220    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.3339   -8.3049    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.0460   -9.5281    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   10.7522   -9.1169    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.4614   -9.5230    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.1677   -9.1118    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.0923  -10.7697    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.3849  -10.3605    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6769  -10.7686    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9702  -10.3572    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2627  -10.7646    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2616  -11.5826    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9740  -11.9916    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6786  -11.5819    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5555  -10.3551    0.0000 Br  0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  3  4  2  0
  4  5  1  0
  5  6  2  0
  6  1  1  0
  5  7  1  0
  7  8  2  0
  4  9  1  0
  8 10  1  0
  9 10  1  0
 10 11  2  0
  8 12  1  0
 12 13  2  0
 12 14  1  0
 14 15  1  0
 15 16  1  0
 16 17  1  0
  2 18  1  0
 18 19  1  0
 19 20  1  0
 20 21  2  0
 21 22  1  0
 22 23  2  0
 23 24  1  0
 24 25  2  0
 25 20  1  0
 22 26  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4750177

   ---

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: 418.24

Molecular Weight (Monoisotopic): 417.0212

AlogP: 2.86

#Rotatable Bonds: 6

Polar Surface Area: 88.77

Molecular Species: NEUTRAL

HBA: 5

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 6

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: ┄

CX LogP: 2.43

CX LogD: 2.43

Aromatic Rings: 3

Heavy Atoms: 26

QED Weighted: 0.60

Np Likeness Score: -0.82

References

1. Ji H,Tan Y,Gan N,Zhang J,Li S,Zheng X,Wang Z,Yi W.  (2021)  Synthesis and anticancer activity of new coumarin-3-carboxylic acid derivatives as potential lactatetransportinhibitors.,  29  [PMID:33221062] [10.1016/j.bmc.2020.115870]

Source

Source(1):

• Scientific Literature