Indiacen B

ID: ALA2152639

PubChem CID: 71456587

Max Phase: Preclinical

Molecular Formula: C14H12ClNO

Molecular Weight: 245.71

Molecule Type: Small molecule

Names and Identifiers

Synonyms: Indiacen B | Indiacen B|CHEMBL2152639|CHEBI:213624|4-[(1E,3E)-4-chloro-3-methylbuta-1,3-dienyl]-1H-indole-3-carbaldehyde

Canonical SMILES:  CC(/C=C/c1cccc2[nH]cc(C=O)c12)=C\Cl

Standard InChI:  InChI=1S/C14H12ClNO/c1-10(7-15)5-6-11-3-2-4-13-14(11)12(9-17)8-16-13/h2-9,16H,1H3/b6-5+,10-7+

Standard InChI Key:  OWLBYSCPSVERBE-WEYXYWBQSA-N

Molfile:  

     RDKit          2D

 17 18  0  0  0  0  0  0  0  0999 V2000
    5.4622   -2.7444    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1787   -2.3310    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1758   -1.5005    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4604   -1.0914    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7474   -2.3315    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7486   -1.5072    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9650   -1.2512    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4794   -1.9174    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9630   -2.5850    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.7113   -0.4662    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2643    0.1460    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.4566   -0.2664    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1692    0.1494    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1654    0.9744    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8779    1.3902    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4490    1.3836    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8741    2.2152    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
  7  8  2  0
  8  9  1  0
  9  5  1  0
  4  6  1  0
  7 10  1  0
  5  6  2  0
 10 11  2  0
  1  2  2  0
  4 12  1  0
  5  1  1  0
 12 13  2  0
  2  3  1  0
 13 14  1  0
 14 15  2  0
  3  4  2  0
 14 16  1  0
  6  7  1  0
 15 17  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA2152639

   INDIACEN B

Molecule Features

Natural Product: No

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: 245.71

Molecular Weight (Monoisotopic): 245.0607

AlogP: 4.14

#Rotatable Bonds: 3

Polar Surface Area: 32.86

Molecular Species: NEUTRAL

HBA: 1

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 2

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 13.60

CX Basic pKa: ┄

CX LogP: 3.61

CX LogD: 3.61

Aromatic Rings: 2

Heavy Atoms: 17

QED Weighted: 0.64

Np Likeness Score: 0.95

References

1. Steinmetz H, Mohr KI, Zander W, Jansen R, Gerth K, Müller R..  (2012)  Indiacens A and B: prenyl indoles from the myxobacterium Sandaracinus amylolyticus.,  75  (10): [PMID:23035772] [10.1021/np300288b]

Source

Source(1):

• Scientific Literature