Erucifoline

ID: ALA2269158

PubChem CID: 76308652

Max Phase: Preclinical

Molecular Formula: C18H23NO6

Molecular Weight: 349.38

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  C/C=C1/C[C@@]2(CO)O[C@@]2(C)C(=O)OCC2=CCN3CC[C@@H](OC1=O)[C@@H]23

Standard InChI:  InChI=1S/C18H23NO6/c1-3-11-8-18(10-20)17(2,25-18)16(22)23-9-12-4-6-19-7-5-13(14(12)19)24-15(11)21/h3-4,13-14,20H,5-10H2,1-2H3/b11-3-/t13-,14-,17+,18+/m1/s1

Standard InChI Key:  NOQVBHHOUTTZGE-LUZNJDLOSA-N

Molfile:  

     RDKit          2D

 25 28  0  0  0  0  0  0  0  0999 V2000
   10.8861   -6.0778    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.8811   -4.7923    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.4190   -5.4340    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.6420   -5.0351    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.6420   -5.8276    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   12.3946   -6.0761    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.8627   -5.4313    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.3955   -4.7905    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.4023   -3.9981    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.9050   -4.0003    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   13.0928   -3.6078    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   13.0996   -2.8154    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.7900   -2.4210    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.2302   -3.5835    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.2541   -2.7914    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.5315   -3.9588    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.9529   -2.4120    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.5794   -2.3746    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.8598   -2.7621    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.6497   -2.8389    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.3678   -2.4490    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.6347   -2.0430    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   12.7696   -1.7376    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.2343   -2.1255    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.6403   -1.4163    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  5  1  0
  4  2  1  0
  2  3  1  0
  3  1  1  0
  4  5  1  1
  5  6  1  0
  6  7  1  0
  7  8  2  0
  8  4  1  0
  8  9  1  0
  2 10  1  1
  9 11  1  0
 11 12  1  0
 12 13  2  0
 12 21  1  0
 10 14  1  0
 14 15  1  0
 14 16  2  0
 15 17  1  0
 15 18  2  0
 18 19  1  0
 17 20  1  0
 20 21  1  0
 20 22  1  0
 22 21  1  0
 21 23  1  6
 20 24  1  6
 24 25  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA2269158

   ERUCIFOLINE

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: 349.38

Molecular Weight (Monoisotopic): 349.1525

AlogP: 0.33

#Rotatable Bonds: 1

Polar Surface Area: 88.60

Molecular Species: NEUTRAL

HBA: 7

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 7

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 8.14

CX LogP: 0.60

CX LogD: -0.21

Aromatic Rings: ┄

Heavy Atoms: 25

QED Weighted: 0.32

Np Likeness Score: 2.51

References

1.  (2008)  36  (3): [10.1016/jbse.2007.08.015]

Source

Source(1):

• Scientific Literature