1-(2'-Bromo-3'-hydroxy-3'-methylbutyl)mukonal

ID: ALA1818861

PubChem CID: 54768503

Max Phase: Preclinical

Molecular Formula: C18H18BrNO3

Molecular Weight: 376.25

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CC(C)(O)C(Br)Cc1c(O)c(C=O)cc2c1[nH]c1ccccc12

Standard InChI:  InChI=1S/C18H18BrNO3/c1-18(2,23)15(19)8-13-16-12(7-10(9-21)17(13)22)11-5-3-4-6-14(11)20-16/h3-7,9,15,20,22-23H,8H2,1-2H3

Standard InChI Key:  ZECRLZHZPMOKIO-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 23 25  0  0  0  0  0  0  0  0999 V2000
   -4.5958  -23.2292    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3083  -22.8167    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3093  -23.6400    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1828  -19.7111    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4661  -20.4884    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9350  -21.1203    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3729  -19.5658    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8399  -20.1945    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1216  -20.9714    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4696  -21.4794    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0140  -20.2223    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7861  -21.0139    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9882  -21.2110    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4173  -20.6174    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6499  -19.8239    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4473  -19.6305    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7139  -19.0797    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4327  -18.3041    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2785  -20.6318    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2143  -21.8966    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0262  -22.0429    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1242  -22.9654    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5575  -21.4117    0.0000 Br  0  0  0  0  0  0  0  0  0  0  0  0
  6  9  2  0
 11 12  2  0
 12 13  1  0
  8  7  2  0
 13 14  2  0
  7  4  1  0
 14 15  1  0
  8  9  1  0
 15 16  2  0
 16 11  1  0
  2  1  1  0
  4 17  1  0
  4  5  2  0
 17 18  2  0
  3  2  1  0
  5 19  1  0
  9 10  1  0
  6 20  1  0
 10 12  1  0
 20 21  1  0
 21  2  1  0
 11  8  1  0
  2 22  1  0
  5  6  1  0
 21 23  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA1818861

   1-(2-bromo-3-hydroxy-3-methylbutyl)-2-hydroxy-9H-carbazole-3-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: 376.25

Molecular Weight (Monoisotopic): 375.0470

AlogP: 3.92

#Rotatable Bonds: 4

Polar Surface Area: 73.32

Molecular Species: NEUTRAL

HBA: 3

HBD: 3

#RO5 Violations: ┄

HBA (Lipinski): 4

HBD (Lipinski): 3

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 8.12

CX Basic pKa: ┄

CX LogP: 4.28

CX LogD: 4.20

Aromatic Rings: 3

Heavy Atoms: 23

QED Weighted: 0.48

Np Likeness Score: 0.98

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