Lansiumamide B

ID: ALA2272423

Cas Number: 77527-97-0

PubChem CID: 11357517

Max Phase: Preclinical

Molecular Formula: C18H17NO

Molecular Weight: 263.34

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CN(/C=C\c1ccccc1)C(=O)/C=C/c1ccccc1

Standard InChI:  InChI=1S/C18H17NO/c1-19(15-14-17-10-6-3-7-11-17)18(20)13-12-16-8-4-2-5-9-16/h2-15H,1H3/b13-12+,15-14-

Standard InChI Key:  VJGRWRRIAJQNFU-NQDQBVNISA-N

Molfile:  

     RDKit          2D

 20 21  0  0  0  0  0  0  0  0999 V2000
    1.9694   -8.9623    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9682   -9.7897    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6830  -10.2025    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3994   -9.7892    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3966   -8.9586    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6812   -8.5496    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1095   -8.5435    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8255   -8.9533    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5384   -8.5381    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2544   -8.9479    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.5353   -7.7132    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.9673   -8.5327    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.6833   -8.9425    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.6864   -9.7675    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9726  -10.1811    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9753  -11.0054    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.6919  -11.4160    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.4071  -10.9964    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.4008  -10.1735    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2575   -9.7729    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  3  4  2  0
  4  5  1  0
  5  6  2  0
  6  1  1  0
  5  7  1  0
  7  8  2  0
  8  9  1  0
  9 10  1  0
  9 11  2  0
 10 12  1  0
 12 13  2  0
 13 14  1  0
 14 15  2  0
 15 16  1  0
 16 17  2  0
 17 18  1  0
 18 19  2  0
 19 14  1  0
 10 20  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA2272423

   LANSIUMAMIDE B

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: 263.34

Molecular Weight (Monoisotopic): 263.1310

AlogP: 3.83

#Rotatable Bonds: 4

Polar Surface Area: 20.31

Molecular Species: NEUTRAL

HBA: 1

HBD: ┄

#RO5 Violations: ┄

HBA (Lipinski): 2

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: ┄

CX LogP: 3.88

CX LogD: 3.88

Aromatic Rings: 2

Heavy Atoms: 20

QED Weighted: 0.77

Np Likeness Score: 0.28

References

1. Xiao Y, Yang X, Li B, Yuan H, Wan S, Xu Y, Qin Z..  (2011)  Design, synthesis and antifungal/insecticidal evaluation of novel cinnamide derivatives.,  16  (11): [PMID:22027951] [10.3390/molecules16118945]

Source

Source(1):

• Scientific Literature