Ethyl N-3-cyano-4-(1,5-dimethyl-3-oxo-2-phenyl-2,3-dihydro-1H-pyrazol-4-ylamino)thiophen-2-ylformimidate

ID: ALA1831262

PubChem CID: 56683735

Max Phase: Preclinical

Molecular Formula: C19H19N5O2S

Molecular Weight: 381.46

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CCO/C=N\c1scc(Nc2c(C)n(C)n(-c3ccccc3)c2=O)c1C#N

Standard InChI:  InChI=1S/C19H19N5O2S/c1-4-26-12-21-18-15(10-20)16(11-27-18)22-17-13(2)23(3)24(19(17)25)14-8-6-5-7-9-14/h5-9,11-12,22H,4H2,1-3H3/b21-12-

Standard InChI Key:  UJLJMEUDOFOZSJ-MTJSOVHGSA-N

Molfile:  

     RDKit          2D

 27 29  0  0  0  0  0  0  0  0999 V2000
    4.3576   -7.0192    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1446   -6.7717    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1488   -5.9427    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3656   -5.6832    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.8740   -6.3508    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.1155   -4.8970    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8188   -5.4614    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8089   -7.2614    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.0981   -7.8024    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.0490   -6.3472    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6433   -5.6308    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8191   -5.6269    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4027   -6.3401    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8166   -7.0588    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6395   -7.0591    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8018   -8.0864    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1351   -8.5650    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3832   -9.3518    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    6.2083   -9.3589    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4698   -8.5765    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6430  -10.0603    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    7.2535   -8.3256    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.0333   -8.0752    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    7.4676  -10.0344    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8575   -9.3073    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.6821   -9.2814    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.0720   -8.5544    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  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
  1  9  2  0
  3  4  1  0
 17 18  1  0
 18 19  1  0
 19 20  2  0
 20 16  1  0
  5 10  1  0
 19 21  1  0
  5  1  1  0
 20 22  1  0
 10 11  2  0
 22 23  3  0
 21 24  2  0
 11 12  1  0
  4  6  1  0
 12 13  2  0
 24 25  1  0
  4  5  1  0
 25 26  1  0
 13 14  1  0
 26 27  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA1831262

   ethyl (1Z)-N-[3-cyano-4-[(1,5-dimethyl-3-oxo-2-phenylpyrazol-4-yl)amino]thiophen-2-yl]methanimidate

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: 381.46

Molecular Weight (Monoisotopic): 381.1259

AlogP: 3.86

#Rotatable Bonds: 6

Polar Surface Area: 84.34

Molecular Species: NEUTRAL

HBA: 8

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 7

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 11.23

CX Basic pKa: ┄

CX LogP: 2.60

CX LogD: 2.60

Aromatic Rings: 3

Heavy Atoms: 27

QED Weighted: 0.52

Np Likeness Score: -1.53

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