4-Methylpyrano[2,3-b]carbazol-2(10H)-one

ID: ALA2414996

PubChem CID: 13901817

Max Phase: Preclinical

Molecular Formula: C16H11NO2

Molecular Weight: 249.27

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  Cc1cc(=O)oc2cc3[nH]c4ccccc4c3cc12

Standard InChI:  InChI=1S/C16H11NO2/c1-9-6-16(18)19-15-8-14-12(7-11(9)15)10-4-2-3-5-13(10)17-14/h2-8,17H,1H3

Standard InChI Key:  XLQYXBKYOQBHMC-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 19 22  0  0  0  0  0  0  0  0999 V2000
    4.8551  -10.4400    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.6255   -9.3426    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6341  -10.1675    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3517  -10.5708    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3304   -8.9226    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3566   -9.7757    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8335   -9.1025    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4887   -8.3550    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6674   -8.2797    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1920   -8.9579    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5394   -9.7025    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.0485   -9.3222    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.0609  -10.1539    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.7835  -10.5569    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.4982  -10.1326    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.4858   -9.3008    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.7587   -8.8933    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.7453   -8.0655    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.2208  -10.5368    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  2  7  1  0
  6  1  1  0
  1  3  1  0
  2  3  2  0
  3  4  1  0
  4 13  2  0
 12  5  2  0
  5  2  1  0
  6  7  2  0
  7  8  1  0
  8  9  2  0
  9 10  1  0
 10 11  2  0
 11  6  1  0
 12 13  1  0
 12 17  1  0
 13 14  1  0
 14 15  1  0
 15 16  1  0
 16 17  2  0
 17 18  1  0
 15 19  2  0
M  END

Alternative Forms

1. Parent:

   

   ALA2414996

   4-methyl-10H-pyrano[2,3-b]carbazol-2-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: 249.27

Molecular Weight (Monoisotopic): 249.0790

AlogP: 3.74

#Rotatable Bonds: ┄

Polar Surface Area: 46.00

Molecular Species: NEUTRAL

HBA: 2

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 3

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: ┄

CX LogP: 3.20

CX LogD: 3.20

Aromatic Rings: 4

Heavy Atoms: 19

QED Weighted: 0.48

Np Likeness Score: 0.08

References

1. Francisco CS, Rodrigues LR, Cerqueira NM, Oliveira-Campos AM, Rodrigues LM, Esteves AP..  (2013)  Synthesis of novel psoralen analogues and their in vitro antitumor activity.,  21  (17): [PMID:23886808] [10.1016/j.bmc.2013.06.049]

Source

Source(1):

• Scientific Literature