N-(2-((5-chloropyridin-2-yl)carbamoyl)-4-methoxyphenyl)-5-methyl-4,5,6,7-tetrahydrothiazolo[5,4-c]pyridine-2-carboxamide

ID: ALA4441346

PubChem CID: 155515203

Max Phase: Preclinical

Molecular Formula: C21H20ClN5O3S

Molecular Weight: 457.94

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  COc1ccc(NC(=O)c2nc3c(s2)CN(C)CC3)c(C(=O)Nc2ccc(Cl)cn2)c1

Standard InChI:  InChI=1S/C21H20ClN5O3S/c1-27-8-7-16-17(11-27)31-21(25-16)20(29)24-15-5-4-13(30-2)9-14(15)19(28)26-18-6-3-12(22)10-23-18/h3-6,9-10H,7-8,11H2,1-2H3,(H,24,29)(H,23,26,28)

Standard InChI Key:  USJGYEQJWLDDDM-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

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    3.7408  -11.5379    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4489  -11.9469    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1585  -11.5374    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1557  -10.7148    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4471  -10.3095    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0342  -10.3099    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.3266  -10.7187    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8619  -10.3035    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5711  -10.7094    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.8588   -9.4863    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.8669  -11.9449    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.8682  -12.7621    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5765  -13.1696    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1611  -13.1718    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.6671  -13.9797    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    7.3264  -12.8336    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    7.8742  -13.4399    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.4663  -14.1479    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8732  -14.8512    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.6896  -14.8527    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    9.0975  -14.1448    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.6890  -13.4353    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.0978  -15.5607    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.2773  -10.2982    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.9849  -10.7075    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.6906  -10.2969    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.6880   -9.4789    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.9738   -9.0731    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.2710   -9.4860    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    9.3936   -9.0667    0.0000 Cl  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
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  7  8  1  0
  5  9  1  0
  9 10  1  0
  9 11  2  0
  4 12  1  0
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 19 20  1  0
 20 21  1  0
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 22 23  1  0
 21 24  1  0
 10 25  1  0
 25 26  2  0
 26 27  1  0
 27 28  2  0
 28 29  1  0
 29 30  2  0
 30 25  1  0
 28 31  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4441346

   ---

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: 457.94

Molecular Weight (Monoisotopic): 457.0975

AlogP: 3.69

#Rotatable Bonds: 5

Polar Surface Area: 96.45

Molecular Species: NEUTRAL

HBA: 7

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 8

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 12.87

CX Basic pKa: 6.25

CX LogP: 3.16

CX LogD: 3.13

Aromatic Rings: 3

Heavy Atoms: 31

QED Weighted: 0.61

Np Likeness Score: -1.96

References

1. Xing J, Yang L, Zhou J, Zhang H..  (2018)  Design, synthesis and biological evaluation of anthranilamide derivatives as potential factor Xa (fXa) inhibitors.,  26  (23-24): [PMID:30446438] [10.1016/j.bmc.2018.09.012]

Source

Source(1):

• Scientific Literature