Pyrano[3,2-a]carbazol-3(11H)-one

ID: ALA2414993

PubChem CID: 71770034

Max Phase: Preclinical

Molecular Formula: C15H9NO2

Molecular Weight: 235.24

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  O=c1ccc2c(ccc3c4ccccc4[nH]c23)o1

Standard InChI:  InChI=1S/C15H9NO2/c17-14-8-6-11-13(18-14)7-5-10-9-3-1-2-4-12(9)16-15(10)11/h1-8,16H

Standard InChI Key:  HXUPQUYVWXTAFE-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 18 21  0  0  0  0  0  0  0  0999 V2000
    6.0879  -16.1504    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.1776  -14.8129    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6133  -15.5134    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5619  -14.0880    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3189  -15.8422    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3751  -15.0159    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6886  -14.5560    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9456  -14.9211    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8931  -15.7508    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5805  -16.2071    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.4359  -15.4818    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8688  -16.1776    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.6895  -16.1505    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.0753  -15.4218    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8237  -14.7576    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.6366  -14.7311    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.3943  -14.0721    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.9044  -15.3891    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  2  6  1  0
  5  1  1  0
  1  3  1  0
  2  3  2  0
  3 11  1  0
 17  4  2  0
  4  2  1  0
  5  6  2  0
  6  7  1  0
  7  8  2  0
  8  9  1  0
  9 10  2  0
 10  5  1  0
 15 11  2  0
 11 12  1  0
 12 13  2  0
 13 14  1  0
 14 16  1  0
 15 16  1  0
 17 15  1  0
 14 18  2  0
M  END

Alternative Forms

1. Parent:

   

   ALA2414993

   11H-pyrano[3,2-a]carbazol-3-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: 235.24

Molecular Weight (Monoisotopic): 235.0633

AlogP: 3.43

#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: 13.57

CX Basic pKa: ┄

CX LogP: 2.90

CX LogD: 2.90

Aromatic Rings: 4

Heavy Atoms: 18

QED Weighted: 0.47

Np Likeness Score: 0.43

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