6-(4,5-dihydro-1H-imidazol-2-yl)-2-(2-(4,5-dihydro-1H-imidazol-2-yl)benzofuran-5-yl)-1H-indole

ID: ALA4755950

PubChem CID: 435423

Max Phase: Preclinical

Molecular Formula: C22H19N5O

Molecular Weight: 369.43

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  c1cc2cc(-c3ccc4oc(C5=NCCN5)cc4c3)[nH]c2cc1C1=NCCN1

Standard InChI:  InChI=1S/C22H19N5O/c1-2-15(21-23-5-6-24-21)11-18-14(1)10-17(27-18)13-3-4-19-16(9-13)12-20(28-19)22-25-7-8-26-22/h1-4,9-12,27H,5-8H2,(H,23,24)(H,25,26)

Standard InChI Key:  YGJRBLKDKDPKDV-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 28 33  0  0  0  0  0  0  0  0999 V2000
    6.1940  -10.5094    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.5592   -9.9952    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7492  -10.1226    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2363   -9.4834    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5292   -8.7228    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3354   -8.5943    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8533   -9.2334    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6681   -9.2787    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8782  -10.0635    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.6413  -10.3558    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.7672  -11.1605    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.5294  -11.4529    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.1664  -10.9375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.0335  -10.1271    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.2712   -9.8385    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.7631   -9.7504    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.3470  -10.3278    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.9781  -11.0615    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   11.1536  -10.1945    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.7346  -10.7691    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   12.4607  -10.3941    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.3284   -9.5876    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.5206   -9.4643    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.1199   -9.4032    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2470  -10.2133    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0567  -10.3426    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.8510   -9.0320    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.4332   -9.6154    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  0
  3  2  1  0
  4  3  2  0
  5  4  1  0
  6  5  2  0
  7  6  1  0
  8  7  1  0
  9  8  2  0
  1  9  1  0
  9 10  1  0
 10 11  2  0
 11 12  1  0
 12 13  2  0
 14 13  1  0
 14 15  2  0
 15 10  1  0
 16 14  1  0
 17 16  2  0
 18 17  1  0
 13 18  1  0
 17 19  1  0
 19 20  1  0
 20 21  1  0
 21 22  1  0
 22 23  1  0
 23 19  2  0
  7  2  2  0
  4 28  1  0
 27 24  1  0
 24 25  1  0
 25 26  1  0
 26 28  1  0
 27 28  2  0
M  END

Alternative Forms

1. Parent:

   

   ALA4755950

   6-(4,5-dihydro-1H-imidazol-2-yl)-2-[2-(4,5-dihydro-1H-imidazol-2-yl)-1-benzofuran-5-yl]-1H-indole

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type: Unknown

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 369.43

Molecular Weight (Monoisotopic): 369.1590

AlogP: 3.28

#Rotatable Bonds: 3

Polar Surface Area: 77.71

Molecular Species: BASE

HBA: 5

HBD: 3

#RO5 Violations: ┄

HBA (Lipinski): 6

HBD (Lipinski): 3

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 9.22

CX LogP: 2.22

CX LogD: 0.49

Aromatic Rings: 4

Heavy Atoms: 28

QED Weighted: 0.52

Np Likeness Score: -0.30

References

1. Qian, Kun, Yan, Chunli, Su, Hairui, Dang, Tran, Zhou, Bo, Wang, Zhenyu, Zhao, Xinyang, Ivanov, Ivaylo, Ho, Meng-Chiao, Zheng, Y. George.  (2021)  Pharmacophore-based screening of diamidine small molecule inhibitors for protein arginine methyltransferases,  12  (1): [PMID:34046601] [10.1039/d0md00259c]

Source

Source(1):

• Scientific Literature