2-Bromo-5-formyl-3,3-dimethylpyrano[3,2-a]carbazole

ID: ALA1818862

PubChem CID: 54768504

Max Phase: Preclinical

Molecular Formula: C18H16BrNO2

Molecular Weight: 358.24

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CC1(C)Oc2c(C=O)cc3c([nH]c4ccccc43)c2CC1Br

Standard InChI:  InChI=1S/C18H16BrNO2/c1-18(2)15(19)8-13-16-12(7-10(9-21)17(13)22-18)11-5-3-4-6-14(11)20-16/h3-7,9,15,20H,8H2,1-2H3

Standard InChI Key:  GWOJXOIWQKOVEE-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 22 25  0  0  0  0  0  0  0  0999 V2000
    0.4418  -21.9523    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1586  -21.5438    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4465  -21.1272    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5345  -19.8502    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3448  -19.7050    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8778  -20.3338    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5962  -21.1110    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2483  -21.6192    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.7041  -20.3616    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9320  -21.1535    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7302  -21.3507    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3013  -20.7569    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0686  -19.9631    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2709  -19.7696    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0034  -19.2188    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2847  -18.4429    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.7825  -21.2600    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2524  -20.6282    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4446  -20.7707    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.6909  -22.1760    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5049  -22.0342    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4084  -22.9515    0.0000 Br  0  0  0  0  0  0  0  0  0  0  0  0
  6  5  2  0
 10 11  1  0
  5  4  1  0
 11 12  2  0
  6  7  1  0
 12 13  1  0
  3  2  1  0
 13 14  2  0
 14  9  1  0
  4 15  1  0
  4 18  2  0
 15 16  2  0
 17 18  1  0
  7  8  1  0
  8 10  1  0
  9  6  1  0
 17  7  2  0
  2  1  1  0
 17 21  1  0
 18 19  1  0
 19  2  1  0
  2 20  1  0
 20 21  1  0
  9 10  2  0
 20 22  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA1818862

   2-bromo-3,3-dimethyl-2,11-dihydro-1H-pyrano[3,2-a]carbazole-5-carbaldehyde

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: 358.24

Molecular Weight (Monoisotopic): 357.0364

AlogP: 4.61

#Rotatable Bonds: 1

Polar Surface Area: 42.09

Molecular Species: NEUTRAL

HBA: 2

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 3

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: ┄

CX LogP: 4.29

CX LogD: 4.29

Aromatic Rings: 3

Heavy Atoms: 22

QED Weighted: 0.51

Np Likeness Score: 1.36

References

1. Thongthoom T, Promsuwan P, Yenjai C..  (2011)  Synthesis and cytotoxic activity of the heptaphylline and 7-methoxyheptaphylline series.,  46  (9): [PMID:21641693] [10.1016/j.ejmech.2011.05.041]

Source

Source(1):

• Scientific Literature