N-Phenethyl-4-(2-oxo-pyrrolidine-1-thiocarbonylamino)butanamide

ID: ALA4535035

PubChem CID: 90025915

Max Phase: Preclinical

Molecular Formula: C17H23N3O2S

Molecular Weight: 333.46

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  O=C(CCCNC(=S)N1CCCC1=O)NCCc1ccccc1

Standard InChI:  InChI=1S/C17H23N3O2S/c21-15(18-12-10-14-6-2-1-3-7-14)8-4-11-19-17(23)20-13-5-9-16(20)22/h1-3,6-7H,4-5,8-13H2,(H,18,21)(H,19,23)

Standard InChI Key:  YNJMCKQPRMMZKF-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 23 24  0  0  0  0  0  0  0  0999 V2000
   29.6583  -18.0979    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.3660  -17.6893    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.0737  -18.0979    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.7814  -17.6893    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.4891  -18.0979    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   31.7814  -16.8721    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   33.1968  -17.6893    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.9045  -18.0979    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.6122  -17.6893    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.9506  -17.6893    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   35.3188  -18.1019    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   36.0261  -17.6940    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   36.0265  -16.8759    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   35.3138  -16.4675    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.6095  -16.8778    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.2428  -18.0979    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.5351  -17.6893    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   28.2428  -18.9151    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   27.4455  -16.8797    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.6461  -16.7098    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.2375  -17.4176    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.7844  -18.0248    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.6151  -18.8242    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
  4  6  2  0
  5  7  1  0
  7  8  1  0
  8  9  1  0
  1 10  1  0
  9 11  2  0
 11 12  1  0
 12 13  2  0
 13 14  1  0
 14 15  2  0
 15  9  1  0
 10 16  1  0
 16 17  1  0
 16 18  2  0
 17 19  1  0
 19 20  1  0
 20 21  1  0
 21 22  1  0
 22 17  1  0
 22 23  2  0
M  END

Alternative Forms

1. Parent:

   

   ALA4535035

   4-[(2-oxopyrrolidine-1-carbothioyl)amino]-N-(2-phenylethyl)butanamide

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: 333.46

Molecular Weight (Monoisotopic): 333.1511

AlogP: 1.62

#Rotatable Bonds: 7

Polar Surface Area: 61.44

Molecular Species: NEUTRAL

HBA: 3

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 5

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 11.33

CX Basic pKa: ┄

CX LogP: 1.62

CX LogD: 1.62

Aromatic Rings: 1

Heavy Atoms: 23

QED Weighted: 0.59

Np Likeness Score: -1.05

References

1. Gromek SM, deMayo JA, Maxwell AT, West AM, Pavlik CM, Zhao Z, Li J, Wiemer AJ, Zweifach A, Balunas MJ..  (2016)  Synthesis and biological evaluation of santacruzamate A analogues for anti-proliferative and immunomodulatory activity.,  24  (21): [PMID:27614919] [10.1016/j.bmc.2016.08.040]

Source

Source(1):

• Scientific Literature