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

ID: ALA4065472

PubChem CID: 137633156

Max Phase: Preclinical

Molecular Formula: C18H20N2O2

Molecular Weight: 296.37

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CCc1c(CO)c(CO)c2n1CCc1c-2[nH]c2ccccc12

Standard InChI:  InChI=1S/C18H20N2O2/c1-2-16-13(9-21)14(10-22)18-17-12(7-8-20(16)18)11-5-3-4-6-15(11)19-17/h3-6,19,21-22H,2,7-10H2,1H3

Standard InChI Key:  NYOWPPRIKMWYLE-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 22 25  0  0  0  0  0  0  0  0999 V2000
   10.6399  -10.5565    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   11.1173   -9.8923    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.6302   -9.2341    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.8557   -9.4928    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.1465   -9.0875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.4417   -9.5034    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.4461  -10.3206    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.1553  -10.7218    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.8601  -10.3099    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.5389  -10.3454    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.2437   -9.9295    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.0687   -9.1329    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.2575   -9.0532    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   11.7704   -8.3950    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.9609   -8.4834    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.9309   -9.7998    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.6143   -8.5207    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.4039   -8.7256    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.9944  -10.2560    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.6527   -9.7731    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   12.4581  -11.1586    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.1219  -11.6352    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
 17 18  1  0
 12 17  1  0
 19 20  1  0
 11 19  1  0
 10 21  1  0
 21 22  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4065472

   ---

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: 296.37

Molecular Weight (Monoisotopic): 296.1525

AlogP: 2.74

#Rotatable Bonds: 3

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: 2.09

CX LogD: 2.09

Aromatic Rings: 3

Heavy Atoms: 22

QED Weighted: 0.70

Np Likeness Score: 0.14

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