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

ID: ALA2288729

PubChem CID: 14151516

Max Phase: Preclinical

Molecular Formula: C14H16N2O3

Molecular Weight: 260.29

Molecule Type: Small molecule

Names and Identifiers

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

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

Standard InChI Key:  QRRRZFZQNYCYER-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 19 20  0  0  0  0  0  0  0  0999 V2000
   10.6564  -13.0619    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.6553  -13.8893    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.3700  -14.3021    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.3682  -12.6492    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.0837  -13.0582    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.0824  -13.8913    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.7993  -14.3066    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.5219  -13.8934    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.5231  -13.0604    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.8016  -12.6405    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   14.2386  -12.6496    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   14.2352  -14.3079    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.2329  -15.1328    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   14.9508  -13.8974    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   12.7970  -15.1315    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.9406  -14.3011    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.2264  -13.8881    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.9399  -15.1261    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.2251  -15.5380    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
 18 19  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA2288729

   2-Amino-6-butan-2-yl-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: 1.99

#Rotatable Bonds: 3

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: 1.64

CX LogD: 1.64

Aromatic Rings: 2

Heavy Atoms: 19

QED Weighted: 0.88

Np Likeness Score: -0.22

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