3-Allyl-11-butyl-3,11-dihydro-1,3,5,10,11-pentaaza-benzo[b]fluoren-4-one

ID: ALA1277231

PubChem CID: 1929538

Max Phase: Preclinical

Molecular Formula: C19H19N5O

Molecular Weight: 333.40

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  C=CCn1cnc2c(c1=O)c1nc3ccccc3nc1n2CCCC

Standard InChI:  InChI=1S/C19H19N5O/c1-3-5-11-24-17-15(19(25)23(10-4-2)12-20-17)16-18(24)22-14-9-7-6-8-13(14)21-16/h4,6-9,12H,2-3,5,10-11H2,1H3

Standard InChI Key:  JQKWOUWHWOHAQO-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 25 28  0  0  0  0  0  0  0  0999 V2000
    2.3722  -23.7236    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3710  -24.5504    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0854  -24.9630    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0836  -23.3110    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7986  -23.7199    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7994  -24.5463    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5142  -24.9569    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.5085  -23.3060    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.2240  -23.7130    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2318  -24.5440    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0246  -24.7934    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.0120  -23.4488    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5038  -24.1166    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.3235  -24.0252    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    7.6578  -23.2669    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1660  -22.5991    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.3399  -22.6896    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2877  -25.5748    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8501  -22.0264    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.4973  -21.8441    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.3168  -21.7534    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.0960  -25.7376    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.3593  -26.5189    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.1675  -26.6817    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.6481  -20.9984    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 12  9  1  0
 12 13  2  0
  2  3  2  0
  5  6  1  0
  3  6  1  0
  6  7  2  0
  7 10  1  0
  1  2  1  0
 12 17  1  0
 13 14  1  0
 14 15  2  0
 15 16  1  0
 16 17  1  0
  9  8  1  0
 11 18  1  0
  8  5  2  0
 17 19  2  0
  9 10  2  0
 16 20  1  0
  5  4  1  0
 20 21  1  0
  4  1  2  0
 18 22  1  0
 22 23  1  0
 10 11  1  0
 23 24  1  0
 11 13  1  0
 21 25  2  0
M  END

Alternative Forms

1. Parent:

   

   ALA1277231

   17-Butyl-13-prop-2-enyl-2,9,13,15,17-pentazatetracyclo[8.7.0.03,8.011,16]heptadeca-1,3,5,7,9,11(16),14-heptaen-12-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: 333.40

Molecular Weight (Monoisotopic): 333.1590

AlogP: 3.28

#Rotatable Bonds: 5

Polar Surface Area: 65.60

Molecular Species: NEUTRAL

HBA: 6

HBD: ┄

#RO5 Violations: ┄

HBA (Lipinski): 6

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 1.40

CX LogP: 3.49

CX LogD: 3.49

Aromatic Rings: 4

Heavy Atoms: 25

QED Weighted: 0.53

Np Likeness Score: -1.29

References

1. Carosati E, Sforna G, Pippi M, Marverti G, Ligabue A, Guerrieri D, Piras S, Guaitoli G, Luciani R, Costi MP, Cruciani G..  (2010)  Ligand-based virtual screening and ADME-tox guided approach to identify triazolo-quinoxalines as folate cycle inhibitors.,  18  (22): [PMID:20951595] [10.1016/j.bmc.2010.09.065]

Source

Source(1):

• Scientific Literature