1-(4-((2-Methylacridin-9-yl)amino)phenyl)-3-(4-nitrophenyl)urea

ID: ALA3752277

PubChem CID: 127029481

Max Phase: Preclinical

Molecular Formula: C27H21N5O3

Molecular Weight: 463.50

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  Cc1ccc2nc3ccccc3c(Nc3ccc(NC(=O)Nc4ccc([N+](=O)[O-])cc4)cc3)c2c1

Standard InChI:  InChI=1S/C27H21N5O3/c1-17-6-15-25-23(16-17)26(22-4-2-3-5-24(22)31-25)28-18-7-9-19(10-8-18)29-27(33)30-20-11-13-21(14-12-20)32(34)35/h2-16H,1H3,(H,28,31)(H2,29,30,33)

Standard InChI Key:  XIZZMXLHWBEEBA-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

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   -3.8968   -0.7501    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5978   -1.5002    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5978    1.5002    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2989    0.7501    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    0.0000   -1.5002    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
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    3.8968   -0.7501    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    2.5978    1.5002    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0058    3.0010    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
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   -7.7844    6.0167    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4858    4.0657    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
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  -11.6831    5.2651    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -11.6816    3.7651    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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  -12.9762    1.8107    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  -14.0199    3.6079    0.0000 O   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
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 19 20  1  0
 20 21  2  0
 21 16  1  0
 19 22  1  0
 22 23  1  0
 23 24  1  0
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 24 26  1  0
 26 27  2  0
 27 28  1  0
 28 29  2  0
 29 30  1  0
 30 31  2  0
 31 26  1  0
  1 32  1  0
 33 34  2  0
 33 35  1  0
 29 33  1  0
M  CHG  2  33   1  35  -1
M  END

Alternative Forms

1. Parent:

   

   ALA3752277

   ---

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: 463.50

Molecular Weight (Monoisotopic): 463.1644

AlogP: 6.99

#Rotatable Bonds: 5

Polar Surface Area: 109.19

Molecular Species: BASE

HBA: 5

HBD: 3

#RO5 Violations: 1

HBA (Lipinski): 8

HBD (Lipinski): 3

#RO5 Violations (Lipinski): 1

CX Acidic pKa: 11.06

CX Basic pKa: 8.56

CX LogP: 6.54

CX LogD: 5.46

Aromatic Rings: 5

Heavy Atoms: 35

QED Weighted: 0.15

Np Likeness Score: -1.19

References

1. Medapi B, Meda N, Kulkarni P, Yogeeswari P, Sriram D..  (2016)  Development of acridine derivatives as selective Mycobacterium tuberculosis DNA gyrase inhibitors.,  24  (4): [PMID:26787274] [10.1016/j.bmc.2016.01.011]

Source

Source(1):

• Scientific Literature