2-amino-6-tert-butyl-4-oxo-4H-chromene-3-carboxamide

ID: ALA2288705

PubChem CID: 14151517

Max Phase: Preclinical

Molecular Formula: C14H16N2O3

Molecular Weight: 260.29

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CC(C)(C)c1ccc2oc(N)c(C(N)=O)c(=O)c2c1

Standard InChI:  InChI=1S/C14H16N2O3/c1-14(2,3)7-4-5-9-8(6-7)11(17)10(12(15)18)13(16)19-9/h4-6H,16H2,1-3H3,(H2,15,18)

Standard InChI Key:  URXQTBGDDBQJHH-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 19 20  0  0  0  0  0  0  0  0999 V2000
   17.9341  -12.6902    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.9329  -13.5174    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.6476  -13.9303    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.6458  -12.2774    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.3611  -12.6866    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.3599  -13.5196    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.0767  -13.9347    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.7994  -13.5216    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.8006  -12.6887    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.0791  -12.2688    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   21.5160  -12.2779    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   21.5125  -13.9361    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.5102  -14.7610    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   22.2281  -13.5256    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   20.0744  -14.7597    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   17.2182  -13.9294    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.5041  -13.5163    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.2176  -14.7543    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.4981  -14.3359    0.0000 C   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
  5 10  1  0
  6  7  1  0
  7  8  1  0
  8  9  2  0
  9 10  1  0
  9 11  1  0
  8 12  1  0
 12 13  2  0
 12 14  1  0
  7 15  2  0
  2 16  1  0
 16 17  1  0
 16 18  1  0
 16 19  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA2288705

   2-Amino-6-tert-butyl-4-oxochromene-3-carboxamide

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: 260.29

Molecular Weight (Monoisotopic): 260.1161

AlogP: 1.77

#Rotatable Bonds: 1

Polar Surface Area: 99.32

Molecular Species: NEUTRAL

HBA: 4

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 5

HBD (Lipinski): 4

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: ┄

CX LogP: 1.49

CX LogD: 1.49

Aromatic Rings: 2

Heavy Atoms: 19

QED Weighted: 0.82

Np Likeness Score: -0.38

References

1. KONISHI K, KURAGANO T, NOHARA A.  (1990)  Fungicidal Activity of 2-Aminochromone-3-carboxamides,  15  (2): [10.1584/jpestics.15.241]

Source

Source(1):

• Scientific Literature