[(-)-(10R)-10bromo-alpha-chamigrene

ID: ALA458128

PubChem CID: 21675021

Max Phase: Preclinical

Molecular Formula: C15H23Br

Molecular Weight: 283.25

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CC1=CC[C@@]2(CC1)C(C)=CC[C@@H](Br)C2(C)C

Standard InChI:  InChI=1S/C15H23Br/c1-11-7-9-15(10-8-11)12(2)5-6-13(16)14(15,3)4/h5,7,13H,6,8-10H2,1-4H3/t13-,15-/m1/s1

Standard InChI Key:  FATUEZUBMFMGFR-UKRRQHHQSA-N

Molfile:  

     RDKit          2D

 16 17  0  0  0  0  0  0  0  0999 V2000
   18.0289  -23.7812    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.7449  -24.1932    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.4523  -23.7831    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.4572  -22.9586    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.8297  -23.3429    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.0244  -22.9551    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.6072  -23.7812    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.6072  -24.6051    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.3183  -25.0149    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.0337  -24.6051    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.3183  -23.3630    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.7267  -22.6449    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.8987  -22.6449    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.8905  -23.3683    0.0000 Br  0  0  0  0  0  0  0  0  0  0  0  0
   20.2416  -23.2210    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.7488  -25.0207    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  1
  1  6  1  0
  2  3  1  0
  3  4  2  0
  4  5  1  0
  5  6  1  0
  7  8  1  0
  7 11  1  0
  8  9  1  0
  9 10  2  0
 10  1  1  0
  1 11  1  0
 11 12  1  0
 11 13  1  0
  7 14  1  1
  4 15  1  0
 10 16  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA458128

   (4R,6S)-4-bromo-1,5,5,9-tetramethylspiro[5.5]undeca-1,9-diene

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: 283.25

Molecular Weight (Monoisotopic): 282.0983

AlogP: 5.24

#Rotatable Bonds: ┄

Polar Surface Area: 0.00

Molecular Species: ┄

HBA: ┄

HBD: ┄

#RO5 Violations: 1

HBA (Lipinski): ┄

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): 1

CX Acidic pKa: ┄

CX Basic pKa: ┄

CX LogP: 4.78

CX LogD: 4.78

Aromatic Rings: ┄

Heavy Atoms: 16

QED Weighted: 0.42

Np Likeness Score: 3.10

References

1. König GM, Wright AD..  (1997)  Laurencia rigida: chemical investigations of its antifouling dichloromethane extract.,  60  (10): [PMID:9358636] [10.1021/np970181r]

Source

Source(1):

• Scientific Literature