N-(3,6-dioxo-4-(2-(pyrrolidin-1-yl)ethylamino)cyclohexa-1,4-dienyl)benzamide

ID: ALA4093359

PubChem CID: 132576256

Max Phase: Preclinical

Molecular Formula: C19H21N3O3

Molecular Weight: 339.40

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  O=C1C=C(NC(=O)c2ccccc2)C(=O)C=C1NCCN1CCCC1

Standard InChI:  InChI=1S/C19H21N3O3/c23-17-13-16(21-19(25)14-6-2-1-3-7-14)18(24)12-15(17)20-8-11-22-9-4-5-10-22/h1-3,6-7,12-13,20H,4-5,8-11H2,(H,21,25)

Standard InChI Key:  XFVYQRRKFPURLP-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 25 27  0  0  0  0  0  0  0  0999 V2000
   16.8886  -10.2974    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.8886  -11.1146    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.5939  -11.5191    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.2992  -11.1146    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.2992  -10.2974    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.5939   -9.8847    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.5939   -9.0675    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   17.5939  -12.3363    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   19.0081   -9.8909    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   19.7146  -10.3016    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.4235   -9.8951    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.7122  -11.1188    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   16.1815  -11.5242    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   15.4732  -11.1167    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.7661  -11.5263    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.0578  -11.1187    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   13.9668  -10.3072    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.1672  -10.1384    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.7596  -10.8468    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.3073  -11.4532    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.1267  -10.3093    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.8352   -9.9035    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.8380   -9.0854    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.1265   -8.6749    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.4210   -9.0831    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  1  6  1  0
  2  3  1  0
  3  4  1  0
  4  5  2  0
  5  6  1  0
  6  7  2  0
  3  8  2  0
  5  9  1  0
  9 10  1  0
 10 11  1  0
 10 12  2  0
  2 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  1  0
 16 17  1  0
 17 18  1  0
 18 19  1  0
 19 20  1  0
 20 16  1  0
 11 21  2  0
 21 22  1  0
 22 23  2  0
 23 24  1  0
 24 25  2  0
 25 11  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4093359

   ---

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: 339.40

Molecular Weight (Monoisotopic): 339.1583

AlogP: 1.02

#Rotatable Bonds: 6

Polar Surface Area: 78.51

Molecular Species: NEUTRAL

HBA: 5

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 6

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 13.26

CX Basic pKa: 7.39

CX LogP: 1.24

CX LogD: 0.95

Aromatic Rings: 1

Heavy Atoms: 25

QED Weighted: 0.76

Np Likeness Score: -0.43

References

1. Nain-Perez A, Barbosa LC, Rodríguez-Hernández D, Kramell AE, Heller L, Csuk R..  (2017)  Natural abenquines and synthetic analogues: Preliminary exploration of their cytotoxic activity.,  27  (5): [PMID:28169163] [10.1016/j.bmcl.2017.01.079]

Source

Source(1):

• Scientific Literature