K00192

ID: ALA411645

Max Phase: Preclinical

Molecular Formula: C16H10IN3O2

Molecular Weight: 403.18

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  O=C1Nc2ccc(I)cc2/C1=C1/Nc2ccccc2/C1=N\O

Standard InChI:  InChI=1S/C16H10IN3O2/c17-8-5-6-12-10(7-8)13(16(21)19-12)15-14(20-22)9-3-1-2-4-11(9)18-15/h1-7,18,22H,(H,19,21)/b15-13-,20-14+

Standard InChI Key:  PDPYYDKCSZQJMS-WAVHTBQISA-N

Molfile:  

     RDKit          2D

 22 25  0  0  0  0  0  0  0  0999 V2000
   -4.0190   -7.7434    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0202   -8.5710    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3052   -8.9840    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3070   -7.3306    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5915   -7.7398    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5912   -8.5710    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8005   -8.8276    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3121   -8.1550    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8010   -7.4827    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4869   -8.1547    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0033   -8.8223    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7814   -8.5671    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2588   -9.6070    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0038   -7.4872    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7809   -7.7420    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3917   -7.1903    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2191   -6.3839    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4303   -6.1320    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1772   -6.6853    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5463   -6.6978    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0986   -6.0848    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.2543   -5.3257    0.0000 I   0  0  0  0  0  0  0  0  0  0  0  0
 10 11  1  0
  5  6  1  0
 11 12  1  0
 12 15  1  0
 14 10  1  0
  2  3  1  0
 11 13  2  0
  3  6  2  0
  1  2  2  0
 14 15  2  0
  5  4  2  0
 15 16  1  0
  6  7  1  0
 16 17  2  0
  7  8  1  0
 17 18  1  0
  8  9  1  0
 18 19  2  0
 19 14  1  0
  9  5  1  0
  9 20  2  0
  4  1  1  0
 20 21  1  0
  8 10  2  0
 18 22  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA411645

   ---

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: 403.18

Molecular Weight (Monoisotopic): 402.9818

AlogP: 3.26

#Rotatable Bonds: ┄

Polar Surface Area: 73.72

Molecular Species: NEUTRAL

HBA: 4

HBD: 3

#RO5 Violations: ┄

HBA (Lipinski): 5

HBD (Lipinski): 3

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 6.87

CX Basic pKa: 0.93

CX LogP: 2.72

CX LogD: 2.08

Aromatic Rings: 2

Heavy Atoms: 22

QED Weighted: 0.27

Np Likeness Score: -0.26

References

1. Fedorov O, Marsden B, Pogacic V, Rellos P, Müller S, Bullock AN, Schwaller J, Sundström M, Knapp S..  (2007)  A systematic interaction map of validated kinase inhibitors with Ser/Thr kinases.,  104  (51): [PMID:18077363] [10.1073/pnas.0708800104]

2. Ichimaru Y, Fujii T, Saito H, Sano M, Uchiyama T, Miyairi S..  (2017)  5-Bromoindirubin 3'-(O-oxiran-2-ylmethyl)oxime: A long-acting anticancer agent and a suicide inhibitor for epoxide hydrolase.,  25  (17): [PMID:28743492] [10.1016/j.bmc.2017.07.009]

Source

Source(1):

• Scientific Literature