1-Cyano-3-(4-methoxybenzoyl)-6,8-dimethylindolizine

ID: ALA3359968

PubChem CID: 118723950

Max Phase: Preclinical

Molecular Formula: C19H16N2O2

Molecular Weight: 304.35

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  COc1ccc(C(=O)c2cc(C#N)c3c(C)cc(C)cn23)cc1

Standard InChI:  InChI=1S/C19H16N2O2/c1-12-8-13(2)18-15(10-20)9-17(21(18)11-12)19(22)14-4-6-16(23-3)7-5-14/h4-9,11H,1-3H3

Standard InChI Key:  SVSKSCJLVPVWQG-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 23 25  0  0  0  0  0  0  0  0999 V2000
   23.8628   -3.3997    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.6101   -3.7299    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.5219   -4.5445    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.7235   -4.7152    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   23.3149   -5.4202    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.4977   -5.4202    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.0891   -4.7152    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.4977   -4.0061    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.3149   -4.0061    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.0891   -3.2971    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.0891   -6.1293    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.1325   -5.0923    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.9199   -4.8792    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.1331   -4.0918    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.9204   -3.8786    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.4988   -4.4570    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.2856   -5.2444    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.4983   -5.4575    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.9194   -5.8797    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   28.2862   -4.2438    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   28.8645   -4.8222    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.6920   -2.5972    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.5213   -1.7988    0.0000 N   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  2  0
  4  9  1  0
  8 10  1  0
  6 11  1  0
 12 13  1  0
 13 14  1  0
 14 15  2  0
 15 16  1  0
 16 17  2  0
 17 18  1  0
 13 18  2  0
 12 19  2  0
 20 21  1  0
 16 20  1  0
  3 12  1  0
 22 23  3  0
  1 22  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA3359968

   ---

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: 304.35

Molecular Weight (Monoisotopic): 304.1212

AlogP: 3.67

#Rotatable Bonds: 3

Polar Surface Area: 54.50

Molecular Species: NEUTRAL

HBA: 4

HBD: ┄

#RO5 Violations: ┄

HBA (Lipinski): 4

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: ┄

CX LogP: 3.71

CX LogD: 3.71

Aromatic Rings: 3

Heavy Atoms: 23

QED Weighted: 0.69

Np Likeness Score: -1.10

References

1. Ghinet A, Abuhaie CM, Gautret P, Rigo B, Dubois J, Farce A, Belei D, Bîcu E..  (2015)  Studies on indolizines. Evaluation of their biological properties as microtubule-interacting agents and as melanoma targeting compounds.,  89  [PMID:25462232] [10.1016/j.ejmech.2014.10.041]

Source

Source(1):

• Scientific Literature