(2S,3S)-3-((S)-4-methyl-1-(4-(methylamino)butylamino)-1-oxopentan-2-ylcarbamoyl)oxirane-2-carboxylic acid

ID: ALA4553765

PubChem CID: 155555830

Max Phase: Preclinical

Molecular Formula: C15H27N3O5

Molecular Weight: 329.40

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  CNCCCCNC(=O)[C@H](CC(C)C)NC(=O)[C@H]1O[C@@H]1C(=O)O

Standard InChI:  InChI=1S/C15H27N3O5/c1-9(2)8-10(13(19)17-7-5-4-6-16-3)18-14(20)11-12(23-11)15(21)22/h9-12,16H,4-8H2,1-3H3,(H,17,19)(H,18,20)(H,21,22)/t10-,11-,12-/m0/s1

Standard InChI Key:  WYLCTIGIDCHOGA-SRVKXCTJSA-N

Molfile:  

 
     RDKit          2D

 23 23  0  0  0  0  0  0  0  0999 V2000
    7.3374  -27.3442    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.9221  -26.6339    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.3287  -25.9186    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9133  -25.2082    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.3199  -24.4929    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9045  -23.7876    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.0826  -23.7876    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6761  -24.5031    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.6673  -23.0814    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8455  -23.0814    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.4292  -22.3837    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6094  -22.3837    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8999  -21.9822    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8999  -22.8021    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.4875  -21.2744    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6678  -21.2744    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8910  -20.5613    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.8367  -21.6696    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.0738  -22.3610    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8956  -22.3610    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.3110  -23.0713    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.3022  -21.6497    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9309  -28.0554    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  0
  3  2  1  0
  4  3  1  0
  5  4  1  0
  6  5  1  0
  7  6  1  0
  7  8  2  0
  9  7  1  0
 10  9  1  0
 10 11  1  0
 12 11  1  1
 13 12  1  0
 14 13  1  0
 12 14  1  0
 13 15  1  6
 15 16  1  0
 15 17  2  0
 11 18  2  0
  9 19  1  1
 19 20  1  0
 20 21  1  0
 20 22  1  0
  1 23  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4553765

   ---

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: 329.40

Molecular Weight (Monoisotopic): 329.1951

AlogP: -0.51

#Rotatable Bonds: 11

Polar Surface Area: 120.06

Molecular Species: ZWITTERION

HBA: 5

HBD: 4

#RO5 Violations: ┄

HBA (Lipinski): 8

HBD (Lipinski): 4

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 3.67

CX Basic pKa: 10.24

CX LogP: -2.79

CX LogD: -2.79

Aromatic Rings: ┄

Heavy Atoms: 23

QED Weighted: 0.30

Np Likeness Score: 0.43

References

1. Neves BJ, Dantas RF, Senger MR, Melo-Filho CC, Valente WC, de Almeida AC, Rezende-Neto JM, Lima EF, Paveley R, Furnham N, Muratov E, Kamentsky L, Carpenter AE, Braga RC, Silva-Junior FP, Andrade CH..  (2016)  Discovery of New Anti-Schistosomal Hits by Integration of QSAR-Based Virtual Screening and High Content Screening.,  59  (15): [PMID:27396732] [10.1021/acs.jmedchem.5b02038]

Source

Source(1):

• Scientific Literature