(3-Methyl-6,11-dihydro-5H-indolizino [8,7-b]indole-1,2-diyl)dimethanol

ID: ALA4103308

PubChem CID: 137657305

Max Phase: Preclinical

Molecular Formula: C17H18N2O2

Molecular Weight: 282.34

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  Cc1c(CO)c(CO)c2n1CCc1c-2[nH]c2ccccc12

Standard InChI:  InChI=1S/C17H18N2O2/c1-10-13(8-20)14(9-21)17-16-12(6-7-19(10)17)11-4-2-3-5-15(11)18-16/h2-5,18,20-21H,6-9H2,1H3

Standard InChI Key:  VEDRJSQYSHLWHB-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 21 24  0  0  0  0  0  0  0  0999 V2000
    8.5515   -9.1410    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    9.0360   -8.4798    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.5603   -7.8145    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.7799   -8.0633    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.0679   -7.6497    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3577   -8.0533    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3513   -8.8746    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.0592   -9.2881    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.7735   -8.8804    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.4593   -8.9495    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.1695   -8.5459    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.0049   -7.7413    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.1915   -7.6509    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    9.7116   -6.9856    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.8961   -7.0674    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.8516   -8.3980    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.5564   -7.1336    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.3689   -9.7670    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.0301  -10.2515    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   11.9165   -8.8817    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.5860   -8.4059    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  3  4  1  0
  4  5  1  0
  5  6  2  0
  6  7  1  0
  7  8  2  0
  8  9  1  0
  1  9  1  0
  4  9  2  0
 10 11  1  0
 11 12  2  0
 12 13  1  0
 13 14  1  0
 14 15  1  0
 10 16  2  0
 13 16  1  0
  2 16  1  0
  3 15  1  0
 12 17  1  0
 18 19  1  0
 10 18  1  0
 20 21  1  0
 11 20  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4103308

   ---

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: 282.34

Molecular Weight (Monoisotopic): 282.1368

AlogP: 2.49

#Rotatable Bonds: 2

Polar Surface Area: 61.18

Molecular Species: NEUTRAL

HBA: 3

HBD: 3

#RO5 Violations: ┄

HBA (Lipinski): 4

HBD (Lipinski): 3

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: ┄

CX LogP: 1.57

CX LogD: 1.57

Aromatic Rings: 3

Heavy Atoms: 21

QED Weighted: 0.68

Np Likeness Score: 0.20

References

1. Chang SM, Christian W, Wu MH, Chen TL, Lin YW, Suen CS, Pidugu HB, Detroja D, Shah A, Hwang MJ, Su TL, Lee TC..  (2017)  Novel indolizino[8,7-b]indole hybrids as anti-small cell lung cancer agents: Regioselective modulation of topoisomerase II inhibitory and DNA crosslinking activities.,  127  [PMID:28064078] [10.1016/j.ejmech.2016.12.046]

Source

Source(1):

• Scientific Literature