1-(6-Acetyl-9-octyl-9H-carbazole-3-yl)-3-(2-nitrophenyl)prop-2-en-1-one

ID: ALA4789555

PubChem CID: 162668570

Max Phase: Preclinical

Molecular Formula: C31H32N2O4

Molecular Weight: 496.61

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  CCCCCCCCn1c2ccc(C(C)=O)cc2c2cc(C(=O)/C=C/c3ccccc3[N+](=O)[O-])ccc21

Standard InChI:  InChI=1S/C31H32N2O4/c1-3-4-5-6-7-10-19-32-29-16-13-24(22(2)34)20-26(29)27-21-25(14-17-30(27)32)31(35)18-15-23-11-8-9-12-28(23)33(36)37/h8-9,11-18,20-21H,3-7,10,19H2,1-2H3/b18-15+

Standard InChI Key:  VYMWQPXQEUYYKB-OBGWFSINSA-N

Molfile:  

 
     RDKit          2D

 37 40  0  0  0  0  0  0  0  0999 V2000
    8.0207  -25.7506    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    7.3579  -25.2668    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.6159  -24.4891    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.0754  -23.8768    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2728  -24.0410    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0175  -24.8229    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5597  -25.4319    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.4357  -24.4909    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.6853  -25.2743    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.4855  -25.4499    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.0367  -24.8430    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.7864  -24.0579    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.9869  -23.8860    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.0172  -26.5678    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.7232  -26.9794    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.4326  -26.5739    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.1386  -26.9855    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.8480  -26.5799    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.5540  -26.9916    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.2634  -26.5860    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.9694  -26.9977    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7287  -23.4312    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9848  -22.6552    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.9286  -23.5975    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3846  -22.9878    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5845  -23.1541    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.3357  -23.4528    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.1343  -23.6259    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.0862  -22.6746    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.0435  -22.5406    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2441  -22.7064    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9873  -23.4831    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5362  -24.0943    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3336  -23.9253    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8807  -24.5335    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.6801  -24.3640    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.6278  -25.3105    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  8  3  1  0
  2  1  1  0
  1  9  1  0
  2  3  2  0
  3  4  1  0
  4  5  2  0
  5  6  1  0
  6  7  2  0
  7  2  1  0
  8  9  2  0
  9 10  1  0
 10 11  2  0
 11 12  1  0
 12 13  2  0
 13  8  1  0
  1 14  1  0
 14 15  1  0
 15 16  1  0
 16 17  1  0
 17 18  1  0
 18 19  1  0
 19 20  1  0
 20 21  1  0
  5 22  1  0
 22 23  2  0
 22 24  1  0
 24 25  2  0
 25 26  1  0
 12 27  1  0
 27 28  1  0
 27 29  2  0
 26 30  2  0
 30 31  1  0
 31 32  2  0
 32 33  1  0
 33 34  2  0
 34 26  1  0
 35 36  2  0
 35 37  1  0
 34 35  1  0
M  CHG  2  35   1  37  -1
M  END

Alternative Forms

1. Parent:

   

   ALA4789555

   ---

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: 496.61

Molecular Weight (Monoisotopic): 496.2362

AlogP: 8.16

#Rotatable Bonds: 12

Polar Surface Area: 82.21

Molecular Species: NEUTRAL

HBA: 5

HBD: ┄

#RO5 Violations: 1

HBA (Lipinski): 6

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): 1

CX Acidic pKa: ┄

CX Basic pKa: ┄

CX LogP: 7.83

CX LogD: 7.83

Aromatic Rings: 4

Heavy Atoms: 37

QED Weighted: 0.07

Np Likeness Score: -0.67

References

1. Kazmi M,Khan I,Khan A,Halim SA,Saeed A,Mehsud S,Al-Harrasi A,Ibrar A.  (2019)  Developing new hybrid scaffold for urease inhibition based on carbazole-chalcone conjugates: Synthesis, assessment of therapeutic potential and computational docking analysis.,  27  (22.0): [PMID:31623971] [10.1016/j.bmc.2019.115123]

Source

Source(1):

• Scientific Literature