N-(benzo[d]thiazol-2-yl)-3-(4-(3-nitrobenzyl)piperazin-1-yl)propanamide

ID: ALA4534473

PubChem CID: 155546943

Max Phase: Preclinical

Molecular Formula: C21H23N5O3S

Molecular Weight: 425.51

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  O=C(CCN1CCN(Cc2cccc([N+](=O)[O-])c2)CC1)Nc1nc2ccccc2s1

Standard InChI:  InChI=1S/C21H23N5O3S/c27-20(23-21-22-18-6-1-2-7-19(18)30-21)8-9-24-10-12-25(13-11-24)15-16-4-3-5-17(14-16)26(28)29/h1-7,14H,8-13,15H2,(H,22,23,27)

Standard InChI Key:  JYHZFNFACIQFFM-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

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   26.0857  -16.3367    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.4942  -15.6252    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   26.0857  -14.9091    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.2602  -14.9091    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.8430  -15.6252    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   24.0175  -15.6263    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.6078  -16.3424    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.7823  -16.3436    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.3683  -17.0596    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   22.3664  -15.6286    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   21.5428  -17.0607    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.0597  -16.3976    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   21.0615  -17.7308    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   27.3197  -15.6263    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.7355  -14.9114    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.5605  -14.9140    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.9720  -14.1999    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.5623  -13.4829    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.7324  -13.4843    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.3204  -14.1991    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.8004  -14.1991    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   30.2166  -13.4843    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   30.2139  -14.9153    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   20.2758  -17.4782    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.2782  -16.6549    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.5671  -16.2450    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.8529  -16.6530    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.8544  -17.4795    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.5663  -17.8899    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  1  6  1  0
  2  3  1  0
  3  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  1  0
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  9 10  1  0
  9 11  2  0
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 13 26  1  0
 25 14  1  0
 14 12  1  0
  3 15  1  0
 15 16  1  0
 16 17  2  0
 17 18  1  0
 18 19  2  0
 19 20  1  0
 20 21  2  0
 21 16  1  0
 22 23  2  0
 22 24  1  0
 18 22  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
M  CHG  2  22   1  24  -1
M  END

Alternative Forms

1. Parent:

   

   ALA4534473

   ---

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: 425.51

Molecular Weight (Monoisotopic): 425.1522

AlogP: 3.35

#Rotatable Bonds: 7

Polar Surface Area: 91.61

Molecular Species: NEUTRAL

HBA: 7

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 8

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 7.99

CX Basic pKa: 7.04

CX LogP: 3.30

CX LogD: 3.39

Aromatic Rings: 3

Heavy Atoms: 30

QED Weighted: 0.46

Np Likeness Score: -2.49

References

1. Chen L, Chen H, Chen P, Zhang W, Wu C, Sun C, Luo W, Zheng L, Liu Z, Liang G..  (2019)  Development of 2-amino-4-phenylthiazole analogues to disrupt myeloid differentiation factor 88 and prevent inflammatory responses in acute lung injury.,  161  [PMID:30342423] [10.1016/j.ejmech.2018.09.068]

Source

Source(1):

• Scientific Literature