[(+)-(10S)-10-bromo-beta-chamigrene

ID: ALA500587

PubChem CID: 21774790

Max Phase: Preclinical

Molecular Formula: C15H23Br

Molecular Weight: 283.25

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  C=C1CC[C@H](Br)C(C)(C)[C@]12CC=C(C)CC2

Standard InChI:  InChI=1S/C15H23Br/c1-11-7-9-15(10-8-11)12(2)5-6-13(16)14(15,3)4/h7,13H,2,5-6,8-10H2,1,3-4H3/t13-,15-/m0/s1

Standard InChI Key:  ZATQJGNPERFQSF-ZFWWWQNUSA-N

Molfile:  

     RDKit          2D

 16 17  0  0  0  0  0  0  0  0999 V2000
   11.3338  -23.9629    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.0498  -24.3748    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.7571  -23.9647    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.7621  -23.1403    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.1346  -23.5245    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.3293  -23.1368    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.9123  -23.9629    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.9123  -24.7866    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.6234  -25.1964    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.3386  -24.7866    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.6234  -23.5446    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.0316  -22.8265    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.2037  -22.8265    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.1956  -23.5500    0.0000 Br  0  0  0  0  0  0  0  0  0  0  0  0
   13.5465  -23.4026    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.0538  -25.2022    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  1  0
  4  5  2  0
  5  6  1  0
  7  8  1  0
  7 11  1  0
  8  9  1  0
  9 10  1  0
 10  1  1  0
  1 11  1  0
 11 12  1  0
 11 13  1  0
  7 14  1  6
  4 15  1  0
 10 16  2  0
M  END

Alternative Forms

1. Parent:

   

   ALA500587

   (4S,6R)-4-bromo-5,5,9-trimethyl-1-methylidenespiro[5.5]undec-9-ene

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: 4.84

CX LogD: 4.84

Aromatic Rings: ┄

Heavy Atoms: 16

QED Weighted: 0.42

Np Likeness Score: 3.35

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