10-allyl-2-chloro-5-methoxyacridin-9(10H)-one

ID: ALA4538599

PubChem CID: 155548809

Max Phase: Preclinical

Molecular Formula: C17H14ClNO2

Molecular Weight: 299.76

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  C=CCn1c2ccc(Cl)cc2c(=O)c2cccc(OC)c21

Standard InChI:  InChI=1S/C17H14ClNO2/c1-3-9-19-14-8-7-11(18)10-13(14)17(20)12-5-4-6-15(21-2)16(12)19/h3-8,10H,1,9H2,2H3

Standard InChI Key:  LGBGJZCTTGDVOI-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 21 23  0  0  0  0  0  0  0  0999 V2000
    1.4319   -8.5168    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4308   -9.3442    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1455   -9.7570    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1438   -8.1041    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8592   -8.5131    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8580   -9.3417    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5710   -9.7546    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.5733   -8.0976    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2909   -8.5151    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2892   -9.3400    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0015   -9.7521    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7160   -9.3405    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7137   -8.5124    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0008   -8.1042    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5734   -7.2726    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.5704  -10.5796    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2845  -10.9926    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2839  -11.8177    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0008  -10.5771    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.7149  -10.9902    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7173   -8.1045    0.0000 Cl  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  8  1  0
  6  7  1  0
  7 10  1  0
  9  8  1  0
  9 10  2  0
 10 11  1  0
 11 12  2  0
 12 13  1  0
 13 14  2  0
 14  9  1  0
  8 15  2  0
  7 16  1  0
 16 17  1  0
 17 18  2  0
 11 19  1  0
 19 20  1  0
  1 21  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4538599

   ---

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type: Unknown

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 299.76

Molecular Weight (Monoisotopic): 299.0713

AlogP: 4.00

#Rotatable Bonds: 3

Polar Surface Area: 31.23

Molecular Species: NEUTRAL

HBA: 3

HBD: ┄

#RO5 Violations: ┄

HBA (Lipinski): 3

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: ┄

CX LogP: 4.30

CX LogD: 4.30

Aromatic Rings: 3

Heavy Atoms: 21

QED Weighted: 0.54

Np Likeness Score: -0.61

References

1. Behnam MA, Nitsche C, Boldescu V, Klein CD..  (2016)  The Medicinal Chemistry of Dengue Virus.,  59  (12): [PMID:26771861] [10.1021/acs.jmedchem.5b01653]

Source

Source(1):

• Scientific Literature