3-(4-(4-chlorophenyl)-5-methylthiazol-2-ylamino)-N-(2-oxopropyl)benzamide

ID: ALA4873194

PubChem CID: 164620359

Max Phase: Preclinical

Molecular Formula: C20H18ClN3O2S

Molecular Weight: 399.90

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  CC(=O)CNC(=O)c1cccc(Nc2nc(-c3ccc(Cl)cc3)c(C)s2)c1

Standard InChI:  InChI=1S/C20H18ClN3O2S/c1-12(25)11-22-19(26)15-4-3-5-17(10-15)23-20-24-18(13(2)27-20)14-6-8-16(21)9-7-14/h3-10H,11H2,1-2H3,(H,22,26)(H,23,24)

Standard InChI Key:  IIVSBSVCMBZCQJ-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

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   22.2691   -4.6348    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.2680   -5.4544    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.9760   -5.8633    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.6857   -5.4539    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.6828   -4.6312    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.9742   -4.2260    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.3940   -5.8614    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   25.1011   -5.4517    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.8463   -5.7776    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   26.3922   -5.1694    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.9825   -4.4623    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.1835   -4.6336    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   27.1999   -5.2517    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.5327   -5.9993    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.3448   -6.0837    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.8250   -5.4214    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.4873   -4.6726    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.6762   -4.5918    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.3136   -3.7152    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.6379   -5.5044    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   22.9718   -3.4088    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.6783   -2.9981    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   22.2629   -3.0023    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   22.2604   -2.1851    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.5515   -1.7786    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.5491   -0.9618    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.8450   -2.1893    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
  6  1  1  0
  4  7  1  0
  7  8  1  0
  8  9  2  0
  9 10  1  0
 10 11  2  0
 11 12  1  0
 12  8  1  0
 13 14  2  0
 14 15  1  0
 15 16  2  0
 16 17  1  0
 17 18  2  0
 18 13  1  0
 10 13  1  0
 11 19  1  0
 16 20  1  0
  6 21  1  0
 21 22  2  0
 21 23  1  0
 23 24  1  0
 24 25  1  0
 25 26  1  0
 25 27  2  0
M  END

Alternative Forms

1. Parent:

   

   ALA4873194

   ---

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: 399.90

Molecular Weight (Monoisotopic): 399.0808

AlogP: 4.83

#Rotatable Bonds: 6

Polar Surface Area: 71.09

Molecular Species: NEUTRAL

HBA: 5

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 5

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 13.34

CX Basic pKa: 2.83

CX LogP: 4.92

CX LogD: 4.92

Aromatic Rings: 3

Heavy Atoms: 27

QED Weighted: 0.62

Np Likeness Score: -1.85

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