6-benzo[b]thiophen-3-ylindolo[1,2-c]quinazoline

ID: ALA1087503

PubChem CID: 45276789

Max Phase: Preclinical

Molecular Formula: C23H14N2S

Molecular Weight: 350.45

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  c1ccc2c(c1)cc1c3ccccc3nc(-c3csc4ccccc34)n21

Standard InChI:  InChI=1S/C23H14N2S/c1-5-11-20-15(7-1)13-21-17-9-2-4-10-19(17)24-23(25(20)21)18-14-26-22-12-6-3-8-16(18)22/h1-14H

Standard InChI Key:  SXVPTUAVVZGYIZ-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

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    4.8098   -8.3146    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8855   -9.1380    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6351   -9.4825    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4798   -7.8378    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9931   -7.8477    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2297   -8.1785    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3096   -9.0073    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.5432   -8.4670    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1206   -9.1826    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    7.5288   -9.9042    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.3595   -9.9116    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    8.3696   -8.4725    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.7788   -9.1892    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.6020   -9.1922    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.0172   -8.4793    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.6031   -7.7620    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.7812   -7.7626    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1103  -10.6147    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8204  -11.9149    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    7.4370  -11.3659    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1085  -11.4969    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2884  -10.6949    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6846  -10.1400    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9005  -10.3859    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7237  -11.1918    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3289  -11.7432    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  2  3  1  0
 12 13  2  0
  3  7  2  0
 13 14  1  0
  5  6  1  0
 14 15  2  0
  7  9  1  0
 15 16  1  0
  8  5  2  0
 16 17  2  0
 17 12  1  0
  1  2  2  0
 10 18  1  0
  6  4  2  0
  8  9  1  0
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 19 20  1  0
 20 18  2  0
  4  1  1  0
  9 10  1  0
 21 22  2  0
  6  7  1  0
 22 23  1  0
 10 11  2  0
 23 24  2  0
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 24 25  1  0
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 26 21  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA1087503

   6-(Benzothiophen-3-yl)indolo[1,2-c]quinazoline

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: 350.45

Molecular Weight (Monoisotopic): 350.0878

AlogP: 6.52

#Rotatable Bonds: 1

Polar Surface Area: 17.30

Molecular Species: NEUTRAL

HBA: 3

HBD: ┄

#RO5 Violations: 1

HBA (Lipinski): 2

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): 1

CX Acidic pKa: ┄

CX Basic pKa: 0.61

CX LogP: 5.71

CX LogD: 5.71

Aromatic Rings: 6

Heavy Atoms: 26

QED Weighted: 0.33

Np Likeness Score: -0.95

References

1. Rohini R, Muralidhar Reddy P, Shanker K, Hu A, Ravinder V..  (2010)  Antimicrobial study of newly synthesized 6-substituted indolo[1,2-c]quinazolines.,  45  (3): [PMID:20005020] [10.1016/j.ejmech.2009.11.038]

2. Van Horn KS, Burda WN, Fleeman R, Shaw LN, Manetsch R..  (2014)  Antibacterial activity of a series of N2,N4-disubstituted quinazoline-2,4-diamines.,  57  (7): [PMID:24625106] [10.1021/jm500039e]

Source

Source(1):

• Scientific Literature