1-[3-(1H-imidazol-1-yl)propyl]-4-styryl-1H-indole

ID: ALA3344392

PubChem CID: 118717751

Max Phase: Preclinical

Molecular Formula: C22H21N3

Molecular Weight: 327.43

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  C(=C/c1cccc2c1ccn2CCCn1ccnc1)\c1ccccc1

Standard InChI:  InChI=1S/C22H21N3/c1-2-6-19(7-3-1)10-11-20-8-4-9-22-21(20)12-16-25(22)15-5-14-24-17-13-23-18-24/h1-4,6-13,16-18H,5,14-15H2/b11-10+

Standard InChI Key:  QMVYNHXRCVEECP-ZHACJKMWSA-N

Molfile:  

     RDKit          2D

 25 28  0  0  0  0  0  0  0  0999 V2000
    1.2202   -3.1573    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2191   -3.9768    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9271   -4.3858    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9254   -2.7484    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6340   -3.1537    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6342   -3.9723    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4129   -4.2251    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8939   -3.5626    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4125   -2.9005    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.9293   -5.2030    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2227   -5.6135    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2249   -6.4307    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5168   -6.8398    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5186   -7.6563    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2280   -8.0638    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9369   -7.6489    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9316   -6.8338    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6647   -2.1233    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4640   -1.9531    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7163   -1.1758    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5155   -1.0056    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.1214   -1.5514    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8334   -1.1360    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6571   -0.3427    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.8492   -0.2587    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  3  6  2  0
  5  4  2  0
  4  1  1  0
  5  6  1  0
  6  7  1  0
  7  8  2  0
  8  9  1  0
  9  5  1  0
  3 10  1  0
 10 11  2  0
 11 12  1  0
 12 13  2  0
 13 14  1  0
 14 15  2  0
 15 16  1  0
 16 17  2  0
 17 12  1  0
  9 18  1  0
 18 19  1  0
 19 20  1  0
 20 21  1  0
 21 22  1  0
 22 23  2  0
 23 24  1  0
 24 25  2  0
 25 21  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA3344392

   ---

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: 327.43

Molecular Weight (Monoisotopic): 327.1735

AlogP: 5.10

#Rotatable Bonds: 6

Polar Surface Area: 22.75

Molecular Species: NEUTRAL

HBA: 3

HBD: ┄

#RO5 Violations: 1

HBA (Lipinski): 3

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): 1

CX Acidic pKa: ┄

CX Basic pKa: 6.53

CX LogP: 4.60

CX LogD: 4.56

Aromatic Rings: 4

Heavy Atoms: 25

QED Weighted: 0.45

Np Likeness Score: -1.19

References

1. Ferla S, Gomaa MS, Brancale A, Zhu J, Ochalek JT, DeLuca HF, Simons C..  (2014)  Novel styryl-indoles as small molecule inhibitors of 25-hydroxyvitamin D-24-hydroxylase (CYP24A1): Synthesis and biological evaluation.,  87  [PMID:25240094] [10.1016/j.ejmech.2014.09.035]

Source

Source(1):

• Scientific Literature