1,2,3,3a,4,5-hexahydrocanthin-6-one

ID: ALA3746235

Cas Number: 26400-25-9

PubChem CID: 3082256

Max Phase: Preclinical

Molecular Formula: C14H14N2O

Molecular Weight: 226.28

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  O=C1CCC2NCCc3c2n1c1ccccc31

Standard InChI:  InChI=1S/C14H14N2O/c17-13-6-5-11-14-10(7-8-15-11)9-3-1-2-4-12(9)16(13)14/h1-4,11,15H,5-8H2

Standard InChI Key:  JWKLUJICNLQLKG-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 17 20  0  0  0  0  0  0  0  0999 V2000
   -3.2372    1.6839    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6811    0.3133    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6890   -0.7702    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7753    1.9841    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7832    0.8615    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2531   -0.4569    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6527    0.8615    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5636    0.2480    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.0937    1.6447    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6578    1.9841    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5585   -0.8224    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1095   -0.5221    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -1.3706    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.0392   -2.8718    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0233   -3.3156    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0153   -2.2321    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8875   -3.6341    0.0000 O   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
  6 13  1  0
  7  5  1  0
  7 12  2  0
 11  8  1  0
  8  9  1  0
  9 10  1  0
 10  7  1  0
 11 12  1  0
 11 16  1  0
 12 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  1  0
 14 17  2  0
M  END

Alternative Forms

1. Parent:

   

   ALA3746235

   1,2,3,3a,4,5-Hexahydrocanthin-6-one

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: 226.28

Molecular Weight (Monoisotopic): 226.1106

AlogP: 2.26

#Rotatable Bonds: ┄

Polar Surface Area: 34.03

Molecular Species: NEUTRAL

HBA: 3

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 3

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 8.22

CX LogP: 1.20

CX LogD: 0.32

Aromatic Rings: 2

Heavy Atoms: 17

QED Weighted: 0.75

Np Likeness Score: 0.44

References

1. Dai JK, Dan WJ, Li N, Du HT, Zhang JW, Wang JR..  (2016)  Synthesis, in vitro antibacterial activities of a series of 3-N-substituted canthin-6-ones.,  26  (2): [PMID:26681509] [10.1016/j.bmcl.2015.11.070]

Source

Source(1):

• Scientific Literature