6-(5-Methyl-1H-3-indolyl)indolo[1,2-c]quinazoline

ID: ALA1087502

PubChem CID: 135883367

Max Phase: Preclinical

Molecular Formula: C24H17N3

Molecular Weight: 347.42

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  Cc1ccc2[nH]cc(-c3nc4ccccc4c4cc5ccccc5n34)c2c1

Standard InChI:  InChI=1S/C24H17N3/c1-15-10-11-20-18(12-15)19(14-25-20)24-26-21-8-4-3-7-17(21)23-13-16-6-2-5-9-22(16)27(23)24/h2-14,25H,1H3

Standard InChI Key:  YLAKKLYSVNQPLX-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 27 32  0  0  0  0  0  0  0  0999 V2000
   -3.5481   -8.8736    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4724   -9.6970    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7227  -10.0416    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8780   -8.3967    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3645   -8.4066    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1281   -8.7374    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0481   -9.5663    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8144   -9.0261    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2371   -9.7416    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8288  -10.4634    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0020  -10.4707    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.0121   -9.0316    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4213   -9.7482    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2446   -9.7512    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6599   -9.0384    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2457   -8.3209    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4237   -8.3214    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2474  -11.1738    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5372  -12.4742    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9206  -11.9252    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2493  -12.0562    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0693  -11.2541    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6732  -10.6991    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4574  -10.9450    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6342  -11.7510    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0289  -12.3026    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1598  -10.5123    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
 18 22  1  0
 21 19  1  0
 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
 11 13  1  0
 24 25  1  0
 12  8  1  0
 25 26  2  0
 26 21  1  0
 24 27  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA1087502

   ---

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: 347.42

Molecular Weight (Monoisotopic): 347.1422

AlogP: 6.10

#Rotatable Bonds: 1

Polar Surface Area: 33.09

Molecular Species: NEUTRAL

HBA: 2

HBD: 1

#RO5 Violations: 1

HBA (Lipinski): 3

HBD (Lipinski): 1

#RO5 Violations (Lipinski): 1

CX Acidic pKa: ┄

CX Basic pKa: 0.67

CX LogP: 5.44

CX LogD: 5.44

Aromatic Rings: 6

Heavy Atoms: 27

QED Weighted: 0.38

Np Likeness Score: -0.61

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]

Source

Source(1):

• Scientific Literature