(S)-2-(3-(5-methyl-4-p-tolylthiazol-2-ylamino)benzamido)-3-phenylpropanoic acid

ID: ALA4878516

PubChem CID: 164629203

Max Phase: Preclinical

Molecular Formula: C27H25N3O3S

Molecular Weight: 471.58

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  Cc1ccc(-c2nc(Nc3cccc(C(=O)N[C@@H](Cc4ccccc4)C(=O)O)c3)sc2C)cc1

Standard InChI:  InChI=1S/C27H25N3O3S/c1-17-11-13-20(14-12-17)24-18(2)34-27(30-24)28-22-10-6-9-21(16-22)25(31)29-23(26(32)33)15-19-7-4-3-5-8-19/h3-14,16,23H,15H2,1-2H3,(H,28,30)(H,29,31)(H,32,33)/t23-/m0/s1

Standard InChI Key:  PGDLDFPDEVWSCO-QHCPKHFHSA-N

Molfile:  

 
     RDKit          2D

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   12.4976  -19.3130    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   11.0822  -19.3172    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
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    9.6643  -18.5043    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
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   11.7838  -17.2722    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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  6 21  1  0
 21 22  2  0
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 24 23  1  6
 24 25  1  0
 25 26  1  0
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 29 30  2  0
 30 31  1  0
 31 32  2  0
 32 33  1  0
 33 34  2  0
 34 29  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4878516

   ---

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: 471.58

Molecular Weight (Monoisotopic): 471.1617

AlogP: 5.60

#Rotatable Bonds: 8

Polar Surface Area: 91.32

Molecular Species: ACID

HBA: 5

HBD: 3

#RO5 Violations: 1

HBA (Lipinski): 6

HBD (Lipinski): 3

#RO5 Violations (Lipinski): 1

CX Acidic pKa: 4.20

CX Basic pKa: 2.79

CX LogP: 6.47

CX LogD: 3.67

Aromatic Rings: 4

Heavy Atoms: 34

QED Weighted: 0.31

Np Likeness Score: -1.26

References

1. Zhang Y, Liu J, Wu X, Yang S, Li Y, Liu S, Zhu S, Cao X, Xie Z, Lei X, Huang H, Peng J..  (2021)  Anti-chronic myeloid leukemia activity and quantitative structure-activity relationship of novel thiazole aminobenzamide derivatives.,  44  [PMID:34015503] [10.1016/j.bmcl.2021.128116]

Source

Source(1):

• Scientific Literature