SID103905225

ID: ALA1986658

PubChem CID: 25176267

Max Phase: Preclinical

Molecular Formula: C22H18FN5O2S

Molecular Weight: 435.48

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  Nc1nsc2cccc(C(=O)Nc3cccc(CNC(=O)Nc4cccc(F)c4)c3)c12

Standard InChI:  InChI=1S/C22H18FN5O2S/c23-14-5-2-7-16(11-14)27-22(30)25-12-13-4-1-6-15(10-13)26-21(29)17-8-3-9-18-19(17)20(24)28-31-18/h1-11H,12H2,(H2,24,28)(H,26,29)(H2,25,27,30)

Standard InChI Key:  ZQXHCYUUGYPWJB-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 31 34  0  0  0  0  0  0  0  0999 V2000
    1.1387   -1.3654    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5069    3.4271    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
    3.3523    1.3646    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9345    4.6646    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.6538   -0.6979    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.9233    1.3646    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.8838    0.7541    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2201    3.4271    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6490    3.4271    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.9233   -0.2854    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6378    0.1271    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9233   -1.1104    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1387   -0.0305    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6378    0.9521    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3523   -0.2854    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6378   -1.5229    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3523   -1.1104    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9233    2.1896    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2089    2.6021    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2089    3.4271    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6378    2.6021    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9233    3.8396    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6378    3.4271    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4944    3.8396    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3635    3.8396    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9345    3.8396    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0780    3.4271    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7924    3.8396    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3635    4.6646    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7924    4.6646    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0780    5.0771    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  5  1  0
  1 12  1  0
  2 28  1  0
  3 14  2  0
  4 26  2  0
  5 13  2  0
  6 14  1  0
  6 18  1  0
  7 13  1  0
  8 24  1  0
  8 26  1  0
  9 25  1  0
  9 26  1  0
 10 11  2  0
 10 12  1  0
 10 13  1  0
 11 14  1  0
 11 15  1  0
 12 16  2  0
 15 17  2  0
 16 17  1  0
 18 19  1  0
 18 21  2  0
 19 20  2  0
 20 22  1  0
 20 24  1  0
 21 23  1  0
 22 23  2  0
 25 27  1  0
 25 29  2  0
 27 28  2  0
 28 30  1  0
 29 31  1  0
 30 31  2  0
M  END

Alternative Forms

1. Parent:

   

   ALA1986658

   3-amino-N-[3-[[(3-fluorophenyl)carbamoylamino]methyl]phenyl]-1,2-benzothiazole-4-carboxamide

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: 435.48

Molecular Weight (Monoisotopic): 435.1165

AlogP: 4.59

#Rotatable Bonds: 5

Polar Surface Area: 109.14

Molecular Species: NEUTRAL

HBA: 5

HBD: 4

#RO5 Violations: ┄

HBA (Lipinski): 7

HBD (Lipinski): 5

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 12.98

CX Basic pKa: 2.16

CX LogP: 3.89

CX LogD: 3.89

Aromatic Rings: 4

Heavy Atoms: 31

QED Weighted: 0.37

Np Likeness Score: -1.80

References

1. PubChem BioAssay data set, 

2. Ji Z, Dai Y, Abad-Zapatero C, Albert DH, Bouska JJ, Glaser KB, Marcotte PA, Soni NB, Magoc TJ, Stewart KD, Wei RQ, Davidsen SK, Michaelides MR..  (2012)  Exploration of diverse hinge-binding scaffolds for selective Aurora kinase inhibitors.,  22  (14): [PMID:22727637] [10.1016/j.bmcl.2012.05.125]

Source

Source(2):

• Scientific Literature
• PubChem BioAssays