Indiacen A

ID: ALA2152638

PubChem CID: 71451259

Max Phase: Preclinical

Molecular Formula: C14H13NO

Molecular Weight: 211.26

Molecule Type: Small molecule

Names and Identifiers

Synonyms: Indiacen A | Indiacen A|CHEMBL2152638|CHEBI:201036|4-[(1E)-3-methylbuta-1,3-dienyl]-1H-indole-3-carbaldehyde

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

Standard InChI:  InChI=1S/C14H13NO/c1-10(2)6-7-11-4-3-5-13-14(11)12(9-16)8-15-13/h3-9,15H,1H2,2H3/b7-6+

Standard InChI Key:  AXOXRKLGTGXWJN-VOTSOKGWSA-N

Molfile:  

     RDKit          2D

 16 17  0  0  0  0  0  0  0  0999 V2000
   -1.5918   -2.3108    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8754   -1.8976    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8783   -1.0671    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5936   -0.6580    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3066   -1.8981    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3053   -1.0691    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0933   -0.8118    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5816   -1.4817    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0953   -2.1530    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3470   -0.0269    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7941    0.5854    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5955    0.1670    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8819    0.5810    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8837    1.4059    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1702    1.8200    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5991    1.8169    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  6  7  1  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
M  END

Alternative Forms

1. Parent:

   

   ALA2152638

   INDIACEN A

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: 211.26

Molecular Weight (Monoisotopic): 211.0997

AlogP: 3.57

#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: 3.29

CX LogD: 3.29

Aromatic Rings: 2

Heavy Atoms: 16

QED Weighted: 0.61

Np Likeness Score: 1.15

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