2-(7-(Dimethylamino)-2-oxo-2H-chromen-4-yl)-N-(prop-2-ynyl)-acetamide

ID: ALA1800959

PubChem CID: 49831598

Max Phase: Preclinical

Molecular Formula: C16H16N2O3

Molecular Weight: 284.31

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  C#CCNC(=O)Cc1cc(=O)oc2cc(N(C)C)ccc12

Standard InChI:  InChI=1S/C16H16N2O3/c1-4-7-17-15(19)8-11-9-16(20)21-14-10-12(18(2)3)5-6-13(11)14/h1,5-6,9-10H,7-8H2,2-3H3,(H,17,19)

Standard InChI Key:  FZRADTUHPVKSHQ-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 21 22  0  0  0  0  0  0  0  0999 V2000
   12.3985  -10.6890    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.1144  -10.2757    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.1117   -9.4455    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.3968   -9.0361    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.6842  -10.2761    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.6882   -9.4534    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.9817   -9.0408    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.2666   -9.4464    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.2626  -10.2692    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.9736  -10.6863    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.5456  -10.6774    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.9869   -8.2158    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.2750   -7.7989    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.2802   -6.9738    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.5580   -8.2068    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    8.8461   -7.7898    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.1289   -8.1979    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.4097   -8.6044    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.8296  -10.6871    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   13.8309  -11.5121    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.5433  -10.2734    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  9 10  1  0
  5  6  2  0
  9 11  2  0
  1  2  2  0
  7 12  1  0
  5  1  1  0
 12 13  1  0
  2  3  1  0
 13 14  2  0
 13 15  1  0
  3  4  2  0
 15 16  1  0
  4  6  1  0
 16 17  1  0
  5 10  1  0
 17 18  3  0
  6  7  1  0
  2 19  1  0
  7  8  2  0
 19 20  1  0
  8  9  1  0
 19 21  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA1800959

   2-[7-(dimethylamino)-2-oxochromen-4-yl]-N-prop-2-ynylacetamide

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: 284.31

Molecular Weight (Monoisotopic): 284.1161

AlogP: 1.15

#Rotatable Bonds: 4

Polar Surface Area: 62.55

Molecular Species: NEUTRAL

HBA: 4

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 5

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 12.92

CX Basic pKa: 3.36

CX LogP: 0.96

CX LogD: 0.96

Aromatic Rings: 2

Heavy Atoms: 21

QED Weighted: 0.68

Np Likeness Score: -1.19

References

1. Yu WL, Guizzunti G, Foley TL, Burkart MD, La Clair JJ..  (2010)  An optimized immunoaffinity fluorescent method for natural product target elucidation.,  73  (10): [PMID:20836515] [10.1021/np100371k]

Source

Source(1):

• Scientific Literature