1-(2,3-dihydroxypropyl)-7,7-dimethyl-6,7-dihydro-1H,5H-pyrido[1,2,3-de]quinoxaline-2,3-dione

ID: ALA5208161

PubChem CID: 90469181

Max Phase: Preclinical

Molecular Formula: C16H20N2O4

Molecular Weight: 304.35

Names and Identifiers

Canonical SMILES:  CC1(C)CCn2c(=O)c(=O)n(CC(O)CO)c3cccc1c32

Standard InChI:  InChI=1S/C16H20N2O4/c1-16(2)6-7-17-13-11(16)4-3-5-12(13)18(8-10(20)9-19)15(22)14(17)21/h3-5,10,19-20H,6-9H2,1-2H3

Standard InChI Key:  DLZFBLHHLWCLCL-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

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    1.0818   -0.0133    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0818   -0.8147    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3872   -1.2152    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3071   -0.8413    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0016   -1.2420    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6961   -0.8681    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6961   -0.0667    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0283    0.3605    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3071   -0.0400    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9749   -2.0433    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2804   -2.4439    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4140   -2.0166    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7762   -2.0700    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3755   -2.7645    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7762   -1.1886    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.7495    0.4139    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.3605    1.1884    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3605    1.5625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3605    2.3638    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0550    2.7645    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0283    1.1619    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  2  0
  7  8  1  0
  8  9  2  0
  9 10  1  0
  1 10  1  0
  5 10  2  0
  6 11  1  0
 11 12  1  0
 12 13  1  0
  4 13  1  0
 11 14  1  0
 11 15  1  0
  3 16  2  0
  2 17  2  0
  1 18  1  0
 18 19  1  0
 19 20  1  0
 20 21  1  0
 19 22  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA5208161

   1-(2,3-dihydroxypropyl)-7,7-dimethyl-6,7-dihydro-1H,5H-pyrido[1,2,3-de]quinoxaline-2,3-dione

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type:

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 304.35

Molecular Weight (Monoisotopic): 304.1423

AlogP: 0.20

#Rotatable Bonds: 3

Polar Surface Area: 84.46

Molecular Species: NEUTRAL

HBA: 6

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 6

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 13.97

CX Basic pKa: ┄

CX LogP: 0.11

CX LogD: 0.11

Aromatic Rings: 2

Heavy Atoms: 22

QED Weighted: 0.79

Np Likeness Score: 0.13

References

1. Shingare RD, MacMillan JB, Reddy DS..  (2022)  Antibiotic natural product hunanamycin A: Lead identification towards anti-Salmonella agents.,  236  [PMID:35421661] [10.1016/j.ejmech.2022.114245]

Source

Source(1):

• Scientific Literature