2-(2-((1H-pyrrol-2-yl)methylene)-3-methoxy-2H-pyrrol-5-yl)-1H-indole

ID: ALA2172436

PubChem CID: 71458946

Max Phase: Preclinical

Molecular Formula: C18H15N3O

Molecular Weight: 289.34

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  COC1=CC(c2cc3ccccc3[nH]2)=N/C1=C\c1ccc[nH]1

Standard InChI:  InChI=1S/C18H15N3O/c1-22-18-11-16(21-17(18)10-13-6-4-8-19-13)15-9-12-5-2-3-7-14(12)20-15/h2-11,19-20H,1H3/b17-10-

Standard InChI Key:  XJDIRFYUCDVZPF-YVLHZVERSA-N

Molfile:  

     RDKit          2D

 22 25  0  0  0  0  0  0  0  0999 V2000
   20.9591  -17.0562    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.1719  -17.8533    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.9957  -17.8972    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   22.2922  -17.1272    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.6514  -16.6075    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.0905  -16.9140    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.6742  -17.4988    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.6953  -15.7824    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   22.4319  -15.4079    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.5409  -18.3100    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   24.2769  -18.6857    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.8616  -18.1019    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.4871  -17.3655    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.6536  -18.4988    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.8284  -18.4549    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.8667  -19.2972    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   20.1734  -19.7466    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.5353  -19.2244    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.7661  -19.5162    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.6339  -20.3298    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.2768  -20.8509    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.0436  -20.5563    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  3  4  1  0
  4  5  1  0
  5  1  2  0
  4  6  2  0
  6  7  1  0
  5  8  1  0
  8  9  1  0
  7 10  1  0
 10 11  1  0
 11 12  2  0
 12 13  1  0
 13  7  2  0
 14 15  2  0
 15 18  1  0
 17 16  1  0
 16 14  1  0
  2 14  1  0
 17 18  2  0
 18 19  1  0
 19 20  2  0
 20 21  1  0
 21 22  2  0
 22 17  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA2172436

   (2Z)-2-[(5Z)-4-methoxy-5-(1H-pyrrol-2-ylmethylidene)pyrrol-2-ylidene]indole

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: 289.34

Molecular Weight (Monoisotopic): 289.1215

AlogP: 3.87

#Rotatable Bonds: 3

Polar Surface Area: 53.17

Molecular Species: NEUTRAL

HBA: 2

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 4

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 13.97

CX Basic pKa: 4.57

CX LogP: 2.43

CX LogD: 2.43

Aromatic Rings: 3

Heavy Atoms: 22

QED Weighted: 0.76

Np Likeness Score: -0.24

References

1. Su JC, Chen KF, Chen WL, Liu CY, Huang JW, Tai WT, Chen PJ, Kim I, Shiau CW..  (2012)  Synthesis and biological activity of obatoclax derivatives as novel and potent SHP-1 agonists.,  56  [PMID:22982119] [10.1016/j.ejmech.2012.08.024]

Source

Source(1):

• Scientific Literature