(2S,E)-5-oxo-N'-((4-(prop-1-en-2-yl)cyclohex-1-enyl)methylene)pyrrolidine-2-carbohydrazide

ID: ALA4642908

PubChem CID: 156017057

Max Phase: Preclinical

Molecular Formula: C15H21N3O2

Molecular Weight: 275.35

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  C=C(C)C1CC=C(/C=N/NC(=O)[C@@H]2CCC(=O)N2)CC1

Standard InChI:  InChI=1S/C15H21N3O2/c1-10(2)12-5-3-11(4-6-12)9-16-18-15(20)13-7-8-14(19)17-13/h3,9,12-13H,1,4-8H2,2H3,(H,17,19)(H,18,20)/b16-9+/t12?,13-/m0/s1

Standard InChI Key:  YAXPLKYLXYEYRR-BERQDGGFSA-N

Molfile:  

 
     RDKit          2D

 20 21  0  0  0  0  0  0  0  0999 V2000
   31.9367   -9.5290    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.1117   -9.5248    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.8528  -10.3081    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.5179  -10.7966    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   32.1877  -10.3149    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.0669  -10.5591    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   32.9710  -10.5738    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.1385  -11.3816    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   33.9218  -11.6404    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   34.0892  -12.4483    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.8726  -12.7072    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.5868  -10.0249    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   35.0353  -13.5135    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   35.8146  -13.7730    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   36.4335  -13.2270    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   36.2678  -12.4179    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   35.4831  -12.1547    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   37.2158  -13.4889    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   37.3803  -14.2974    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   37.8338  -12.9423    0.0000 C   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
 11 17  2  0
 13 14  1  0
 14 15  1  0
 15 16  1  0
 16 17  1  0
 15 18  1  0
 18 19  2  0
 18 20  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4642908

   ---

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: 275.35

Molecular Weight (Monoisotopic): 275.1634

AlogP: 1.67

#Rotatable Bonds: 4

Polar Surface Area: 70.56

Molecular Species: NEUTRAL

HBA: 3

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 5

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 11.25

CX Basic pKa: 2.51

CX LogP: 1.01

CX LogD: 1.01

Aromatic Rings: ┄

Heavy Atoms: 20

QED Weighted: 0.47

Np Likeness Score: 0.39

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