S-(3-Oxo-3-((4-oxo-4-(phenethylamino)butyl)amino)propyl)ethanethioate

ID: ALA4568072

PubChem CID: 90024758

Max Phase: Preclinical

Molecular Formula: C17H24N2O3S

Molecular Weight: 336.46

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  CC(=O)SCCC(=O)NCCCC(=O)NCCc1ccccc1

Standard InChI:  InChI=1S/C17H24N2O3S/c1-14(20)23-13-10-17(22)18-11-5-8-16(21)19-12-9-15-6-3-2-4-7-15/h2-4,6-7H,5,8-13H2,1H3,(H,18,22)(H,19,21)

Standard InChI Key:  WKVPPLSWLOLIQO-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 23 23  0  0  0  0  0  0  0  0999 V2000
   16.5626  -13.0544    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.2703  -12.6458    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.9780  -13.0544    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.6857  -12.6458    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.3934  -13.0544    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   18.6857  -11.8286    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   20.1011  -12.6458    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.8088  -13.0544    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.5165  -12.6458    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.8549  -12.6458    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   22.2231  -13.0585    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.9304  -12.6505    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.9308  -11.8325    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.2181  -11.4240    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.5138  -11.8343    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.1472  -13.0544    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.1472  -13.8716    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   14.4394  -12.6458    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.7317  -13.0544    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.0240  -12.6458    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   12.3163  -13.0544    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.6086  -12.6458    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.3163  -13.8716    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  2  0
 16 18  1  0
 18 19  1  0
 19 20  1  0
 20 21  1  0
 21 22  1  0
 21 23  2  0
M  END

Alternative Forms

1. Parent:

   

   ALA4568072

   S-[3-oxo-3-[[4-oxo-4-(2-phenylethylamino)butyl]amino]propyl] ethanethioate

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: 336.46

Molecular Weight (Monoisotopic): 336.1508

AlogP: 1.91

#Rotatable Bonds: 10

Polar Surface Area: 75.27

Molecular Species: NEUTRAL

HBA: 4

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 5

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: ┄

CX LogP: 1.14

CX LogD: 1.14

Aromatic Rings: 1

Heavy Atoms: 23

QED Weighted: 0.64

Np Likeness Score: -0.55

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