4-(4-(3-bromophenylamino)quinazolin-6-ylamino)-N,N-dimethyl-N-((1-methyl-5-nitro-1H-pyrrol-2-yl)methyl)-4-oxobut-2-en-1-aminium bromide

ID: ALA4540138

PubChem CID: 46937560

Max Phase: Preclinical

Molecular Formula: C26H27Br2N7O3

Molecular Weight: 565.45

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  Cn1c(C[N+](C)(C)C/C=C/C(=O)Nc2ccc3ncnc(Nc4cccc(Br)c4)c3c2)ccc1[N+](=O)[O-].[Br-]

Standard InChI:  InChI=1S/C26H26BrN7O3.BrH/c1-32-21(10-12-25(32)33(36)37)16-34(2,3)13-5-8-24(35)30-20-9-11-23-22(15-20)26(29-17-28-23)31-19-7-4-6-18(27)14-19;/h4-12,14-15,17H,13,16H2,1-3H3,(H-,28,29,30,31,35);1H/b8-5+;

Standard InChI Key:  QPTSHRVHAWRZBD-HAAWTFQLSA-N

Molfile:  

     RDKit          2D

 38 40  0  0  0  0  0  0  0  0999 V2000
   10.0532  -12.0648    0.0000 Br  0  0  0  0  0  0  0  0  0  0  0  0
   10.4240  -12.9182    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.7108  -13.3268    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.9975  -12.9182    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.2926  -13.3268    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.1331  -13.3268    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    8.2926  -14.1481    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   11.8463  -12.9182    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.5595  -13.3268    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.1331  -14.1481    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.5794  -12.9182    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.7306  -14.5609    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.0215  -14.1481    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0215  -13.3268    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.7306  -12.9182    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4438  -13.3268    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1571  -12.9182    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8661  -13.3268    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8661  -14.1481    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1571  -14.5609    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4438  -14.1481    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7306  -12.0969    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.0215  -11.6842    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3083  -12.0969    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5992  -11.6842    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5992  -10.8629    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3083  -10.4584    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0215  -10.8629    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8901  -12.0969    0.0000 Br  0  0  0  0  0  0  0  0  0  0  0  0
   11.1270  -12.5096    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.6527  -14.1431    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.4572  -14.3113    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.8659  -13.5980    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.3137  -12.9891    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   14.6805  -13.5085    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   15.0103  -12.7609    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   15.1631  -14.1680    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   13.4814  -12.1893    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  2  3  1  0
  3  4  2  0
  4  5  1  0
  2  6  1  0
  5  7  2  0
  8  9  1  0
  6  8  1  0
  6 10  1  0
 12 13  1  0
 13 14  2  0
 14 15  1  0
 15 16  2  0
 16 17  1  0
 17 18  2  0
 18 19  1  0
 19 20  2  0
 20 21  1  0
 12 21  2  0
 16 21  1  0
 22 23  1  0
 23 24  1  0
 24 25  2  0
 25 26  1  0
 26 27  2  0
 27 28  1  0
 23 28  2  0
 25 29  1  0
 15 22  1  0
 11 18  1  0
  5 11  1  0
  6 30  1  0
  9 31  2  0
 31 32  1  0
 32 33  2  0
 33 34  1  0
 34  9  1  0
 35 36  2  0
 35 37  1  0
 33 35  1  0
 34 38  1  0
M  CHG  4   1  -1   6   1  35   1  37  -1
M  END

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: 565.45

Molecular Weight (Monoisotopic): 564.1353

AlogP: 5.15

#Rotatable Bonds: 9

Polar Surface Area: 114.98

Molecular Species: NEUTRAL

HBA: 7

HBD: 2

#RO5 Violations: 2

HBA (Lipinski): 10

HBD (Lipinski): 2

#RO5 Violations (Lipinski): 2

CX Acidic pKa: ┄

CX Basic pKa: 3.98

CX LogP: 0.85

CX LogD: 0.85

Aromatic Rings: 4

Heavy Atoms: 37

QED Weighted: 0.13

Np Likeness Score: -1.11

References

1. Nepali K, Lee HY, Liou JP..  (2019)  Nitro-Group-Containing Drugs.,  62  (6): [PMID:30295477] [10.1021/acs.jmedchem.8b00147]

Source

Source(1):

• Scientific Literature