Ethyl 2-(4-((7,7-dimethyl-1,3-dioxo-6,7-dihydro-1H,5H-pyrido[3,2,1-ij]quinazolin-2(3H)-yl)methyl)-1H-1,2,3-triazol-1-yl)acetate

ID: ALA5206061

PubChem CID: 168297177

Max Phase: Preclinical

Molecular Formula: C20H23N5O4

Molecular Weight: 397.44

Names and Identifiers

Canonical SMILES:  CCOC(=O)Cn1cc(Cn2c(=O)c3cccc4c3n(c2=O)CCC4(C)C)nn1

Standard InChI:  InChI=1S/C20H23N5O4/c1-4-29-16(26)12-23-10-13(21-22-23)11-25-18(27)14-6-5-7-15-17(14)24(19(25)28)9-8-20(15,2)3/h5-7,10H,4,8-9,11-12H2,1-3H3

Standard InChI Key:  RBZWLKDOSVNGCY-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 29 32  0  0  0  0  0  0  0  0999 V2000
    1.3322    2.5243    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8554    1.8511    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0139    1.9352    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4066    2.6645    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2199    2.4962    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3322    1.6548    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5468    1.3181    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0614    1.2340    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0614    0.3925    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7908   -0.0279    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7908   -0.8695    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0614   -1.2901    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0614   -2.1316    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3322   -2.5523    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6030   -2.1316    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6030   -1.2901    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3322   -0.8695    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3322   -0.0279    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6030    0.3925    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7908   -2.5523    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5200   -2.1316    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5200   -1.2901    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3700   -3.2816    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2114   -3.2816    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5200    0.3925    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.9956    3.2816    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1736    2.4401    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.6785    3.1132    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5200    3.0291    0.0000 C   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  2  0
  5  6  1  0
  6  7  2  0
  3  7  1  0
  6  8  1  0
  8  9  1  0
 10  9  1  0
 11 10  1  0
 11 12  1  0
 13 12  1  0
 14 13  2  0
 15 14  1  0
 16 15  2  0
 17 16  1  0
 17 12  2  0
  9 18  1  0
 18 17  1  0
 18 19  2  0
 13 20  1  0
 20 21  1  0
 21 22  1  0
 11 22  1  0
 20 23  1  0
 20 24  1  0
 10 25  2  0
  1 26  2  0
  1 27  1  0
 27 28  1  0
 28 29  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA5206061

   ---

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: 397.44

Molecular Weight (Monoisotopic): 397.1750

AlogP: 1.05

#Rotatable Bonds: 5

Polar Surface Area: 101.01

Molecular Species: NEUTRAL

HBA: 9

HBD: ┄

#RO5 Violations: ┄

HBA (Lipinski): 9

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 0.11

CX LogP: 1.74

CX LogD: 1.74

Aromatic Rings: 3

Heavy Atoms: 29

QED Weighted: 0.60

Np Likeness Score: -1.17

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