Lubimin

ID: ALA2270658

Cas Number: 35951-50-9

PubChem CID: 442383

Max Phase: Preclinical

Molecular Formula: C15H24O2

Molecular Weight: 236.35

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]2C=O

Standard InChI:  InChI=1S/C15H24O2/c1-10(2)12-4-5-15(8-12)11(3)6-14(17)7-13(15)9-16/h9,11-14,17H,1,4-8H2,2-3H3/t11-,12-,13-,14+,15+/m1/s1

Standard InChI Key:  CEVNHRPKRNTGKO-ZSAUSMIDSA-N

Molfile:  

     RDKit          2D

 17 18  0  0  0  0  0  0  0  0999 V2000
    3.2833   -2.3004    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2791   -3.1254    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0624   -3.3843    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5507   -2.7193    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0692   -2.0495    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8625   -1.4749    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8625   -2.3000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5745   -2.7083    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2865   -1.4749    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5745   -1.0583    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3134   -4.1702    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7582   -4.7805    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1194   -4.3458    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5752   -3.5333    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0030   -1.0660    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7154   -1.4820    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.1468   -1.0646    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  6
 15 16  2  0
  6 17  1  6
M  END

Alternative Forms

1. Parent:

   

   ALA2270658

   LUBIMIN

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: 236.35

Molecular Weight (Monoisotopic): 236.1776

AlogP: 2.95

#Rotatable Bonds: 2

Polar Surface Area: 37.30

Molecular Species: NEUTRAL

HBA: 2

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 2

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: ┄

CX LogP: 2.32

CX LogD: 2.32

Aromatic Rings: ┄

Heavy Atoms: 17

QED Weighted: 0.59

Np Likeness Score: 3.08

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