6-Aziridin-1-yl-7-methyl-1,4-dihydro-2H-cyclopenta[b]indole-3,5,8-trione

ID: ALA143527

PubChem CID: 10445119

Max Phase: Preclinical

Molecular Formula: C14H12N2O3

Molecular Weight: 256.26

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CC1=C(N2CC2)C(=O)c2[nH]c3c(c2C1=O)CCC3=O

Standard InChI:  InChI=1S/C14H12N2O3/c1-6-12(16-4-5-16)14(19)11-9(13(6)18)7-2-3-8(17)10(7)15-11/h15H,2-5H2,1H3

Standard InChI Key:  JSNMHIJIQZVMGI-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 19 22  0  0  0  0  0  0  0  0999 V2000
    6.1875   -6.1125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1875   -6.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7542   -5.9250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1500   -6.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6625   -7.0125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1500   -6.1125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6625   -5.8125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1042   -6.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7542   -6.9000    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.6292   -7.0125    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.0292   -7.0125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3292   -7.5375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.6750   -6.2292    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1125   -5.4417    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6625   -7.6125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.6625   -5.2125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.6792   -5.6292    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.1875   -6.5250    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.6292   -5.8125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  2  0
  3  1  1  0
  4  6  2  0
  5  2  1  0
  6  7  1  0
  7  1  1  0
  8  3  2  0
  9  2  1  0
 10  4  1  0
 11 10  1  0
 12 10  1  0
 13  8  1  0
 14  3  1  0
 15  5  2  0
 16  7  2  0
 17 14  1  0
 18 13  2  0
 19  6  1  0
  8  9  1  0
  4  5  1  0
 17 13  1  0
 11 12  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA143527

   6-(aziridin-1-yl)-7-methyl-2,4-dihydro-1H-cyclopenta[b]indole-3,5,8-trione

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: 256.26

Molecular Weight (Monoisotopic): 256.0848

AlogP: 1.11

#Rotatable Bonds: 1

Polar Surface Area: 70.01

Molecular Species: NEUTRAL

HBA: 4

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 5

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 7.16

CX Basic pKa: ┄

CX LogP: 0.16

CX LogD: -0.19

Aromatic Rings: 1

Heavy Atoms: 19

QED Weighted: 0.76

Np Likeness Score: 0.66

References

1. Xing C, Wu P, Skibo EB, Dorr RT..  (2000)  Design of cancer-specific antitumor agents based on aziridinylcyclopent[b]indoloquinones.,  43  (3): [PMID:10669573] [10.1021/jm990466w]

Source

Source(1):

• Scientific Literature