diethyl 5-(2-(3-amino-5-oxo-1-phenyl-1H-pyrazol-4(5H)-ylidene)hydrazinyl)-3-methylthiophene-2,4-dicarboxylate

ID: ALA4251179

Cas Number: 294668-33-0

PubChem CID: 2132963

Max Phase: Preclinical

Molecular Formula: C20H21N5O5S

Molecular Weight: 443.49

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CCOC(=O)c1sc(N/N=C2\C(=O)N(c3ccccc3)N=C2N)c(C(=O)OCC)c1C

Standard InChI:  InChI=1S/C20H21N5O5S/c1-4-29-19(27)13-11(3)15(20(28)30-5-2)31-17(13)23-22-14-16(21)24-25(18(14)26)12-9-7-6-8-10-12/h6-10,23H,4-5H2,1-3H3,(H2,21,24)/b22-14-

Standard InChI Key:  QATCFYALLKUORE-HMAPJEAMSA-N

Molfile:  

     RDKit          2D

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   26.0815  -14.2371    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   28.9500  -13.3298    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   29.4945  -12.7204    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   30.5141  -11.1389    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   31.5623  -10.1878    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   31.0632  -11.7441    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.8619  -11.5711    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.5846   -7.7369    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.2441   -7.2544    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   28.8369   -7.4070    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   28.1774   -7.8895    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.4298   -7.5596    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
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  5  7  1  0
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 19 27  1  0
 27 28  2  0
 27 29  1  0
 29 30  1  0
 30 31  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4251179

   (E)-diethyl 5-(2-(3-amino-5-oxo-1-phenyl-1H-pyrazol-4(5H)-ylidene)hydrazinyl)-3-methylthiophene-2,4-dicarboxylate

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: 443.49

Molecular Weight (Monoisotopic): 443.1263

AlogP: 2.50

#Rotatable Bonds: 7

Polar Surface Area: 135.68

Molecular Species: ACID

HBA: 10

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 10

HBD (Lipinski): 3

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 6.07

CX Basic pKa: ┄

CX LogP: 4.88

CX LogD: 3.68

Aromatic Rings: 2

Heavy Atoms: 31

QED Weighted: 0.50

Np Likeness Score: -1.51

References

1. Hajdú I, Kardos J, Major B, Fabó G, Lőrincz Z, Cseh S, Dormán G..  (2018)  Inhibition of the LOX enzyme family members with old and new ligands. Selectivity analysis revisited.,  28  (18): [PMID:30098867] [10.1016/j.bmcl.2018.07.001]

Source

Source(1):

• Scientific Literature