SID7976772

ID: ALA1370387

PubChem CID: 776057

Max Phase: Preclinical

Molecular Formula: C16H13BrN2O2

Molecular Weight: 345.20

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  COc1ccc(O)c(-c2cc(-c3cccc(Br)c3)[nH]n2)c1

Standard InChI:  InChI=1S/C16H13BrN2O2/c1-21-12-5-6-16(20)13(8-12)15-9-14(18-19-15)10-3-2-4-11(17)7-10/h2-9,20H,1H3,(H,18,19)

Standard InChI Key:  AMXKDIKRDYCVLR-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 21 23  0  0  0  0  0  0  0  0999 V2000
   -2.2518   -4.5356    0.0000 Br  0  0  0  0  0  0  0  0  0  0  0  0
   -2.9695    0.4012    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1116    2.0512    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8731   -0.9087    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1281   -1.6933    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5406   -0.4238    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5406    0.4012    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9531   -1.6933    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2080   -0.9087    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4380   -2.3608    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2550    0.8137    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8261    0.8137    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8261    1.6387    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2550    1.6387    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1024   -3.1144    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5406    2.0512    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2585   -2.2745    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5874   -3.7819    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7434   -2.9420    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4078   -3.6956    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1116    2.8762    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1 18  1  0
  2 11  1  0
  3 13  1  0
  3 21  1  0
  4  5  1  0
  4  6  2  0
  5  8  1  0
  6  7  1  0
  6  9  1  0
  7 11  1  0
  7 12  2  0
  8  9  2  0
  8 10  1  0
 10 15  1  0
 10 17  2  0
 11 14  2  0
 12 13  1  0
 13 16  2  0
 14 16  1  0
 15 18  2  0
 17 19  1  0
 18 20  1  0
 19 20  2  0
M  END

Alternative Forms

1. Parent:

   

   ALA1370387

   (6E)-6-[5-(3-bromophenyl)-1,2-dihydropyrazol-3-ylidene]-4-methoxycyclohexa-2,4-dien-1-one

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: 345.20

Molecular Weight (Monoisotopic): 344.0160

AlogP: 4.22

#Rotatable Bonds: 3

Polar Surface Area: 58.14

Molecular Species: NEUTRAL

HBA: 3

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 4

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 9.03

CX Basic pKa: 2.16

CX LogP: 4.19

CX LogD: 4.18

Aromatic Rings: 3

Heavy Atoms: 21

QED Weighted: 0.75

Np Likeness Score: -1.00

References

1. PubChem BioAssay data set, 

2. Armstrong MM, Freedman CJ, Jung JE, Zheng Y, Kalyanaraman C, Jacobson MP, Simeonov A, Maloney DJ, van Leyen K, Jadhav A, Holman TR..  (2016)  A potent and selective inhibitor targeting human and murine 12/15-LOX.,  24  (6): [PMID:26899595] [10.1016/j.bmc.2016.01.042]

Source

Source(2):

• Scientific Literature
• PubChem BioAssays