4-(2-((1S,2R)-2-hydroxycyclohexylamino)benzo[d]thiazol-6-yloxy)-N-methylpicolinamide

ID: ALA4868857

PubChem CID: 57725443

Max Phase: Preclinical

Molecular Formula: C20H22N4O3S

Molecular Weight: 398.49

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  CNC(=O)c1cc(Oc2ccc3nc(N[C@H]4CCCC[C@H]4O)sc3c2)ccn1

Standard InChI:  InChI=1S/C20H22N4O3S/c1-21-19(26)16-10-13(8-9-22-16)27-12-6-7-15-18(11-12)28-20(24-15)23-14-4-2-3-5-17(14)25/h6-11,14,17,25H,2-5H2,1H3,(H,21,26)(H,23,24)/t14-,17+/m0/s1

Standard InChI Key:  ADZBMFGQQWPHMJ-WMLDXEAASA-N

Molfile:  

 
     RDKit          2D

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   26.2672  -19.8171    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   26.9753  -20.2261    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.6850  -19.8167    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.6821  -18.9940    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.9735  -18.5887    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.5606  -18.5892    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.5604  -17.7720    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   24.8530  -18.9979    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   24.1452  -18.5895    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.3895  -18.5847    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   29.0976  -18.9926    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.0950  -19.8076    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.8023  -20.2155    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.7993  -18.5806    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.5071  -18.9847    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.5146  -19.8038    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.2959  -20.0498    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   31.7713  -19.3828    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.2838  -18.7246    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   32.5885  -19.3753    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   33.0035  -20.0793    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.5973  -20.7891    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.0089  -21.4909    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.8264  -21.4877    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.2307  -20.7764    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.8174  -20.0684    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.7801  -20.7934    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  3  4  2  0
  4  5  1  0
  5  6  2  0
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 18 19  2  0
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 19 21  1  0
 22 21  1  1
 22 23  1  0
 22 27  1  0
 23 24  1  0
 24 25  1  0
 25 26  1  0
 26 27  1  0
 23 28  1  1
M  END

Alternative Forms

1. Parent:

   

   ALA4868857

   4-[[2-[[(1S,2R)-2-hydroxycyclohexyl]amino]-1,3-benzothiazol-6-yl]oxy]-N-methylpyridine-2-carboxamide

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type: Unknown

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 398.49

Molecular Weight (Monoisotopic): 398.1413

AlogP: 3.56

#Rotatable Bonds: 5

Polar Surface Area: 96.37

Molecular Species: NEUTRAL

HBA: 7

HBD: 3

#RO5 Violations: ┄

HBA (Lipinski): 7

HBD (Lipinski): 3

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 13.68

CX Basic pKa: 3.61

CX LogP: 2.74

CX LogD: 2.74

Aromatic Rings: 3

Heavy Atoms: 28

QED Weighted: 0.61

Np Likeness Score: -1.17

References

1. Lee JW, Park J, Kim J, Kim J, Choi C, Min KH..  (2021)  Discovery of potent colony-stimulating factor 1 receptor inhibitors by replacement of hinge-binder moieties.,  216  [PMID:33689933] [10.1016/j.ejmech.2021.113298]

Source

Source(1):

• Scientific Literature