(2E)-2-[(5-hydroxy-1H-indol-3-yl)methylene]hydrazinecarboximidamide

ID: ALA307364

PubChem CID: 135469307

Max Phase: Preclinical

Molecular Formula: C10H11N5O

Molecular Weight: 217.23

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  N=C(N)N/N=C/c1c[nH]c2ccc(O)cc12

Standard InChI:  InChI=1S/C10H11N5O/c11-10(12)15-14-5-6-4-13-9-2-1-7(16)3-8(6)9/h1-5,13,16H,(H4,11,12,15)/b14-5+

Standard InChI Key:  IHKIATLVODIVAL-LHHJGKSTSA-N

Molfile:  

     RDKit          2D

 16 17  0  0  0  0  0  0  0  0999 V2000
    1.7138    1.2033    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2917    0.7475    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7138   -1.2033    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.5889    0.0182    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5870    4.6698    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2917   -0.7475    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6500    2.9355    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.9614    5.8100    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0028    1.5132    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1182    4.3614    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.1812    2.6271    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0028   -1.5132    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3875    3.7758    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3155    0.7475    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3155   -0.7475    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3560    1.3452    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  1  4  2  0
  3  4  1  0
  2  6  2  0
  3  6  1  0
  5  8  2  0
  2  9  1  0
  5 10  1  0
  7 10  1  0
  1 11  1  0
  7 11  2  0
  6 12  1  0
  5 13  1  0
  9 14  2  0
 12 15  2  0
 14 15  1  0
 14 16  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA307364

   ---

2. Alternative Forms:

   

   ALA307364

   ---

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: 217.23

Molecular Weight (Monoisotopic): 217.0964

AlogP: 0.69

#Rotatable Bonds: 2

Polar Surface Area: 110.28

Molecular Species: NEUTRAL

HBA: 3

HBD: 5

#RO5 Violations: ┄

HBA (Lipinski): 6

HBD (Lipinski): 6

#RO5 Violations (Lipinski): 1

CX Acidic pKa: 9.55

CX Basic pKa: 8.20

CX LogP: 0.59

CX LogD: -0.10

Aromatic Rings: 2

Heavy Atoms: 16

QED Weighted: 0.29

Np Likeness Score: -0.47

References

1. Buchheit KH, Gamse R, Giger R, Hoyer D, Klein F, Klöppner E, Pfannkuche HJ, Mattes H..  (1995)  The serotonin 5-HT4 receptor. 1. Design of a new class of agonists and receptor map of the agonist recognition site.,  38  (13): [PMID:7608898] [10.1021/jm00013a009]

2. Langlois M, Fischmeister R..  (2003)  5-HT4 receptor ligands: applications and new prospects.,  46  (3): [PMID:12540230] [10.1021/jm020099f]

Source

Source(1):

• Scientific Literature