8-hydroxy-3a1H-indolo[3,2,1-de][1,5]naphthyridin-6(11bH)-one

ID: ALA5279200

Max Phase: Preclinical

Molecular Formula: C14H10N2O2

Molecular Weight: 238.25

Names and Identifiers

Canonical SMILES:  O=C1C=CC2=NC=CC3c4cccc(O)c4N1C23

Standard InChI:  InChI=1S/C14H10N2O2/c17-11-3-1-2-8-9-6-7-15-10-4-5-12(18)16(13(9)10)14(8)11/h1-7,9,13,17H

Standard InChI Key:  PRQOBBCSUYJFKP-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 18 21  0  0  0  0  0  0  0  0999 V2000
    0.2876   -1.7856    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7002   -1.0711    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5248   -1.0711    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9372   -0.3569    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5248    0.3572    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9372    1.0714    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.5248    1.7856    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7002    1.7856    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2878    1.0714    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5087    0.6811    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2229    1.0935    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9372    0.6811    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9372   -0.1435    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2229   -0.5558    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5087   -0.1435    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2878   -0.3569    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.7002    0.3572    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2229   -1.3808    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  2  0
  2  3  1  0
  3  4  2  0
  4  5  1  0
  6  5  2  0
  6  7  1  0
  7  8  2  0
  9  8  1  0
 10  9  1  0
 10 11  1  0
 11 12  2  0
 12 13  1  0
 13 14  2  0
 14 15  1  0
 15 10  2  0
 15 16  1  0
 16  2  1  0
 16 17  1  0
  9 17  1  0
 17  5  1  0
 14 18  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA5279200

   ---

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: 238.25

Molecular Weight (Monoisotopic): 238.0742

AlogP: 1.73

#Rotatable Bonds: ┄

Polar Surface Area: 52.90

Molecular Species: NEUTRAL

HBA: 3

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 4

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 8.59

CX Basic pKa: 6.31

CX LogP: 1.38

CX LogD: 1.32

Aromatic Rings: 1

Heavy Atoms: 18

QED Weighted: 0.75

Np Likeness Score: 1.02

References

1. Mishra SK, Tripathi G, Kishore N, Singh RK, Singh A, Tiwari VK..  (2017)  Drug development against tuberculosis: Impact of alkaloids.,  137  [PMID:28628823] [10.1016/j.ejmech.2017.06.005]

Source

Source(1):

• Scientific Literature