2-Chloro-N-(3-cyano-4-(1,5-dimethyl-3-oxo-2-phenyl-2,3-dihydro-1H-pyrazol-4-ylamino)thiophen-2-yl)acetamide

ID: ALA1831264

PubChem CID: 54768939

Max Phase: Preclinical

Molecular Formula: C18H16ClN5O2S

Molecular Weight: 401.88

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  Cc1c(Nc2csc(NC(=O)CCl)c2C#N)c(=O)n(-c2ccccc2)n1C

Standard InChI:  InChI=1S/C18H16ClN5O2S/c1-11-16(18(26)24(23(11)2)12-6-4-3-5-7-12)21-14-10-27-17(13(14)9-20)22-15(25)8-19/h3-7,10,21H,8H2,1-2H3,(H,22,25)

Standard InChI Key:  QNMMQCSLIKEJCN-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

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   21.7181   -5.2827    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.4863   -4.9903    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.4489   -4.1803    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.6597   -3.9631    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   21.2069   -4.6411    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   21.3772   -3.1835    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.1044   -3.6713    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.1818   -5.4452    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   21.4968   -6.0802    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   20.3802   -4.6418    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.9674   -3.9274    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.1415   -3.9277    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.7305   -4.6430    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.1431   -5.3512    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.9677   -5.3515    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.1412   -6.2721    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.4769   -6.7624    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.7390   -7.5421    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   23.8106   -6.7493    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.5612   -7.5387    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.9652   -8.2586    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   24.5922   -6.4852    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.3774   -6.2241    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   23.5463   -8.9685    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.7208   -8.9671    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.3144   -8.2496    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   23.9556   -9.6885    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  4  5  1  0
 13 14  1  0
  3  7  1  0
 14 15  2  0
 15 10  1  0
  2  3  2  0
  8 16  1  0
 16 17  2  0
  2  8  1  0
  1  2  1  0
 17 18  1  0
 18 20  1  0
 19 16  1  0
  1  9  2  0
  3  4  1  0
 19 20  2  0
  5 10  1  0
 20 21  1  0
  5  1  1  0
 22 19  1  0
 10 11  2  0
 22 23  3  0
 21 24  1  0
 11 12  1  0
 24 25  1  0
  4  6  1  0
 25 26  1  0
 12 13  2  0
 24 27  2  0
M  END

Alternative Forms

1. Parent:

   

   ALA1831264

   2-chloro-N-[3-cyano-4-[(1,5-dimethyl-3-oxo-2-phenylpyrazol-4-yl)amino]thiophen-2-yl]acetamide

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type: Small molecule

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 401.88

Molecular Weight (Monoisotopic): 401.0713

AlogP: 3.34

#Rotatable Bonds: 5

Polar Surface Area: 91.85

Molecular Species: NEUTRAL

HBA: 7

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 7

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 10.08

CX Basic pKa: ┄

CX LogP: 1.98

CX LogD: 1.98

Aromatic Rings: 3

Heavy Atoms: 27

QED Weighted: 0.64

Np Likeness Score: -1.99

References

1. Aly HM, Saleh NM, Elhady HA..  (2011)  Design and synthesis of some new thiophene, thienopyrimidine and thienothiadiazine derivatives of antipyrine as potential antimicrobial agents.,  46  (9): [PMID:21840088] [10.1016/j.ejmech.2011.07.035]

Source

Source(1):

• Scientific Literature