11-(3,4-Dichloro-phenyl)-3-(2-methoxy-ethyl)-3,11-dihydro-1,3,5,10,11-pentaaza-benzo[b]fluoren-4-one

ID: ALA1277325

PubChem CID: 1977117

Max Phase: Preclinical

Molecular Formula: C21H15Cl2N5O2

Molecular Weight: 440.29

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  COCCn1cnc2c(c1=O)c1nc3ccccc3nc1n2-c1ccc(Cl)c(Cl)c1

Standard InChI:  InChI=1S/C21H15Cl2N5O2/c1-30-9-8-27-11-24-19-17(21(27)29)18-20(26-16-5-3-2-4-15(16)25-18)28(19)12-6-7-13(22)14(23)10-12/h2-7,10-11H,8-9H2,1H3

Standard InChI Key:  RVJYCESNQGBLLB-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

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   10.4605  -23.7226    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.4594  -24.5496    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.1738  -24.9622    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.1720  -23.3099    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.8871  -23.7190    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.8878  -24.5454    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.6028  -24.9562    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   12.5972  -23.3049    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   13.3128  -23.7120    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.3206  -24.5431    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.1135  -24.7925    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   14.1009  -23.4478    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.5927  -24.1158    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.4124  -24.0243    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   15.7468  -23.2658    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.2550  -22.5980    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   14.4288  -22.6884    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.3766  -25.5741    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.8303  -26.1902    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.0930  -26.9710    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.9021  -27.1344    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.4483  -26.5108    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.1826  -25.7323    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.9389  -22.0251    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   15.5864  -21.8428    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.4060  -21.7522    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.7373  -20.9971    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   17.5569  -20.9065    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.1664  -27.9156    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   16.2571  -26.6707    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  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
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  9  8  1  0
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  8  5  2  0
 18 19  2  0
  9 10  2  0
 19 20  1  0
  5  4  1  0
 20 21  2  0
  4  1  2  0
 21 22  1  0
 22 23  2  0
 23 18  1  0
 10 11  1  0
 17 24  2  0
 11 13  1  0
 16 25  1  0
 12  9  1  0
 25 26  1  0
 12 13  2  0
 26 27  1  0
  2  3  2  0
 27 28  1  0
  5  6  1  0
 21 29  1  0
  3  6  1  0
 22 30  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA1277325

   17-(3,4-Dichlorophenyl)-13-(2-methoxyethyl)-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: 440.29

Molecular Weight (Monoisotopic): 439.0603

AlogP: 4.24

#Rotatable Bonds: 4

Polar Surface Area: 74.83

Molecular Species: NEUTRAL

HBA: 7

HBD: ┄

#RO5 Violations: ┄

HBA (Lipinski): 7

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 0.01

CX LogP: 4.26

CX LogD: 4.26

Aromatic Rings: 5

Heavy Atoms: 30

QED Weighted: 0.42

Np Likeness Score: -1.74

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