(S,E)-N'-((5-(hydroxymethyl)furan-2-yl)methylene)-5-oxopyrrolidine-2-carbohydrazide

ID: ALA4640299

PubChem CID: 156014924

Max Phase: Preclinical

Molecular Formula: C11H13N3O4

Molecular Weight: 251.24

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  O=C1CC[C@@H](C(=O)N/N=C/c2ccc(CO)o2)N1

Standard InChI:  InChI=1S/C11H13N3O4/c15-6-8-2-1-7(18-8)5-12-14-11(17)9-3-4-10(16)13-9/h1-2,5,9,15H,3-4,6H2,(H,13,16)(H,14,17)/b12-5+/t9-/m0/s1

Standard InChI Key:  UBLILYUTYXWKDL-NRIUJFNNSA-N

Molfile:  

 
     RDKit          2D

 18 19  0  0  0  0  0  0  0  0999 V2000
   12.9662   -9.2582    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.1412   -9.2540    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.8823  -10.0373    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.5473  -10.5257    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   13.2171  -10.0441    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.0963  -10.2883    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   14.0004  -10.3030    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.1679  -11.1108    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   14.9512  -11.3697    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   15.1187  -12.1775    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.9020  -12.4364    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.6162   -9.7540    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   16.1556  -13.2190    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   16.9806  -13.2231    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.2394  -12.4397    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.5744  -11.9516    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.4621  -13.8930    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.1227  -14.6450    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  4  5  1  0
  5  1  1  0
  3  6  2  0
  5  7  1  1
  7  8  1  0
  8  9  1  0
  9 10  2  0
 10 11  1  0
  7 12  2  0
 11 13  1  0
 13 14  1  0
 14 15  2  0
 15 16  1  0
 16 11  2  0
 14 17  1  0
 17 18  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4640299

   ---

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: 251.24

Molecular Weight (Monoisotopic): 251.0906

AlogP: -0.50

#Rotatable Bonds: 4

Polar Surface Area: 103.93

Molecular Species: NEUTRAL

HBA: 5

HBD: 3

#RO5 Violations: ┄

HBA (Lipinski): 7

HBD (Lipinski): 3

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 10.49

CX Basic pKa: ┄

CX LogP: -1.34

CX LogD: -1.34

Aromatic Rings: 1

Heavy Atoms: 18

QED Weighted: 0.50

Np Likeness Score: -0.75

References

1. Dascalu AE, Ghinet A, Lipka E, Furman C, Rigo B, Fayeulle A, Billamboz M..  (2020)  Design, synthesis and evaluation of hydrazine and acyl hydrazone derivatives of 5-pyrrolidin-2-one as antifungal agents.,  30  (13): [PMID:32386979] [10.1016/j.bmcl.2020.127220]

Source

Source(1):

• Scientific Literature