7-methoxy-5-oxo-N-(3,4,5-trimethoxybenzyl)-1,2,3,5-tetrahydroindolizine-8-carboxamide

ID: ALA4475383

Cas Number: 2034513-90-9

PubChem CID: 92130730

Max Phase: Preclinical

Molecular Formula: C20H24N2O6

Molecular Weight: 388.42

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  COc1cc(CNC(=O)c2c(OC)cc(=O)n3c2CCC3)cc(OC)c1OC

Standard InChI:  InChI=1S/C20H24N2O6/c1-25-14-10-17(23)22-7-5-6-13(22)18(14)20(24)21-11-12-8-15(26-2)19(28-4)16(9-12)27-3/h8-10H,5-7,11H2,1-4H3,(H,21,24)

Standard InChI Key:  RYWLDBHNDSBOKM-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 28 30  0  0  0  0  0  0  0  0999 V2000
   15.0396  -10.6606    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.4502  -11.4778    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.4502  -10.6606    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.7449  -10.2479    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.7449  -11.8823    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.0374  -11.4817    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   14.4378  -12.0308    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.7747  -12.7707    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.5825  -12.6789    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.1591  -10.2541    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   17.1615   -9.4369    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.3313  -10.2532    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   17.1573  -11.8874    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.1561  -12.7046    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   17.8656  -11.4799    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   17.8668  -10.6627    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.5751  -10.2551    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.2778  -10.6683    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.9856  -10.2614    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.9872   -9.4434    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.2752   -9.0339    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.5702   -9.4431    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.2735   -8.2167    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   19.9803   -7.8066    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.6950   -9.0349    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   21.4027   -9.4435    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.6925  -10.6714    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   20.6909  -11.4886    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  6  1  0
  1  4  1  0
  5  2  2  0
  2  3  1  0
  3  4  2  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  1  0
  9  5  1  0
  3 10  1  0
 10 11  1  0
  1 12  2  0
  2 13  1  0
 13 14  2  0
 13 15  1  0
 15 16  1  0
 16 17  1  0
 17 18  2  0
 18 19  1  0
 19 20  2  0
 20 21  1  0
 21 22  2  0
 22 17  1  0
 21 23  1  0
 23 24  1  0
 20 25  1  0
 25 26  1  0
 19 27  1  0
 27 28  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4475383

   7-methoxy-5-oxo-N-(3,4,5-trimethoxybenzyl)-1,2,3,5-tetrahydroindolizine-8-carboxamide

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type: Unknown

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 388.42

Molecular Weight (Monoisotopic): 388.1634

AlogP: 1.76

#Rotatable Bonds: 7

Polar Surface Area: 88.02

Molecular Species: NEUTRAL

HBA: 7

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 8

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: ┄

CX LogP: 0.31

CX LogD: 0.31

Aromatic Rings: 2

Heavy Atoms: 28

QED Weighted: 0.78

Np Likeness Score: -0.72

References

1. Zhou Y, Tao P, Wang M, Xu P, Lu W, Lei P, You Q..  (2019)  Development of novel human lactate dehydrogenase A inhibitors: High-throughput screening, synthesis, and biological evaluations.,  177  [PMID:31129449] [10.1016/j.ejmech.2019.05.033]

Source

Source(1):

• Scientific Literature