15-Norepilubiminol

ID: ALA2270657

Cas Number: 349106-30-5

PubChem CID: 76308753

Max Phase: Preclinical

Molecular Formula: C14H24O2

Molecular Weight: 224.34

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  C=C(C)[C@@H]1CC[C@]2(C1)[C@H](C)C[C@H](O)C[C@H]2O

Standard InChI:  InChI=1S/C14H24O2/c1-9(2)11-4-5-14(8-11)10(3)6-12(15)7-13(14)16/h10-13,15-16H,1,4-8H2,2-3H3/t10-,11-,12+,13-,14+/m1/s1

Standard InChI Key:  ZFLAQNRXNIGIQD-RGDJUOJXSA-N

Molfile:  

     RDKit          2D

 16 17  0  0  0  0  0  0  0  0999 V2000
   21.0963   -2.4921    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.0921   -3.3171    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.8755   -3.5760    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.3638   -2.9110    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.8822   -2.2412    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.6755   -1.6667    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.6755   -2.4917    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.3876   -2.9001    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.0995   -1.6667    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.3876   -1.2501    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.1265   -4.3620    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.5713   -4.9723    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.9325   -4.5377    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.3882   -3.7250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.8160   -1.2577    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   18.9598   -1.2563    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  1
  2  3  1  0
  3  4  1  0
  4  5  1  0
  5  1  1  0
  6  7  1  0
  6 10  1  0
  7  8  1  0
  8  1  1  0
  1  9  1  0
  9 10  1  0
  3 11  1  1
 11 12  2  0
 11 13  1  0
  8 14  1  6
  9 15  1  1
  6 16  1  6
M  END

Alternative Forms

1. Parent:

   

   ALA2270657

   15-NOREPILUBIMINOL

Molecule Features

Natural Product: Yes

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: 224.34

Molecular Weight (Monoisotopic): 224.1776

AlogP: 2.50

#Rotatable Bonds: 1

Polar Surface Area: 40.46

Molecular Species: NEUTRAL

HBA: 2

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 2

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: ┄

CX LogP: 1.95

CX LogD: 1.95

Aromatic Rings: ┄

Heavy Atoms: 16

QED Weighted: 0.67

Np Likeness Score: 3.09

References

1. Watanabe A, Toshima H, Nagase H, Nagaoka T, Yoshihara T..  (2001)  Structural confirmation of 15-norlubiminol and 15-norepilubiminol, isolated from Solanum aethiopicum, by chemical conversion from lubimin and epilubimin, and their antifungal activity.,  65  (8): [PMID:11577721] [10.1271/bbb.65.1805]

Source

Source(1):

• Scientific Literature