allo-Isoobtusol

ID: ALA3953930

Cas Number: 73494-22-1

PubChem CID: 156000

Max Phase: Preclinical

Molecular Formula: C15H23Br2ClO

Molecular Weight: 414.61

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  C=C1C[C@@H](O)[C@@H](Br)C(C)(C)[C@]12CC[C@](C)(Br)[C@@H](Cl)C2

Standard InChI:  InChI=1S/C15H23Br2ClO/c1-9-7-10(19)12(16)13(2,3)15(9)6-5-14(4,17)11(18)8-15/h10-12,19H,1,5-8H2,2-4H3/t10-,11+,12-,14+,15+/m1/s1

Standard InChI Key:  JPQFUHCOKXIWBB-MIBAYGRRSA-N

Molfile:  

     RDKit          2D

 19 20  0  0  0  0  0  0  0  0999 V2000
    2.4991  -22.6091    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9176  -23.3278    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1284  -22.5252    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6299  -23.7421    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3464  -24.1584    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0584  -23.7481    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0593  -22.9231    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2074  -23.7421    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2074  -24.5706    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9190  -24.9807    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6348  -24.5706    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4902  -23.3331    0.0000 Br  0  0  0  0  0  0  0  0  0  0  0  0
    1.4888  -24.9844    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.3505  -24.9823    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6296  -22.9196    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3501  -22.5106    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3544  -21.6863    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    5.8540  -23.1328    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0546  -22.0960    0.0000 Br  0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  0
  3  2  1  0
  4  5  1  6
  4 15  1  0
  5  6  1  0
  6  7  1  0
  7 16  1  0
  8  9  1  0
  8  2  1  0
  9 10  1  0
 10 11  1  0
 11  4  1  0
  4  2  1  0
  8 12  1  1
  9 13  1  1
 11 14  2  0
 16 15  1  0
 16 17  1  6
  7 18  1  0
  7 19  1  1
M  END

Alternative Forms

1. Parent:

   

   ALA3953930

   Spiro(5.5)undecan-3-ol, 2,9-dibromo-8-chloro-1,1,9-trimethyl-5-methylene-, (2S,3R,6S,8S,9S)-

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: 414.61

Molecular Weight (Monoisotopic): 411.9804

AlogP: 5.03

#Rotatable Bonds: ┄

Polar Surface Area: 20.23

Molecular Species: NEUTRAL

HBA: 1

HBD: 1

#RO5 Violations: 1

HBA (Lipinski): 1

HBD (Lipinski): 1

#RO5 Violations (Lipinski): 1

CX Acidic pKa: ┄

CX Basic pKa: ┄

CX LogP: 4.60

CX LogD: 4.60

Aromatic Rings: ┄

Heavy Atoms: 19

QED Weighted: 0.44

Np Likeness Score: 3.18

References

1. Chen JY, Huang CY, Lin YS, Hwang TL, Wang WL, Chiou SF, Sheu JH..  (2016)  Halogenated Sesquiterpenoids from the Red Alga Laurencia tristicha Collected in Taiwan.,  79  (9): [PMID:27536968] [10.1021/acs.jnatprod.6b00452]

Source

Source(1):

• Scientific Literature