1-benzyl-4-((1R,2S)-2-(2-(4-methoxybenzylamino)-2-oxoacetamido)-1-(thiophen-2-yl)propyl)piperazin-1-ium

ID: ALA4463212

Chembl Id: CHEMBL4463212

PubChem CID: 28821137

Max Phase: Preclinical

Molecular Formula: C28H34N4O3S

Molecular Weight: 506.67

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  COc1ccc(CNC(=O)C(=O)N[C@@H](C)[C@H](c2cccs2)N2CCN(Cc3ccccc3)CC2)cc1

Standard InChI:  InChI=1S/C28H34N4O3S/c1-21(30-28(34)27(33)29-19-22-10-12-24(35-2)13-11-22)26(25-9-6-18-36-25)32-16-14-31(15-17-32)20-23-7-4-3-5-8-23/h3-13,18,21,26H,14-17,19-20H2,1-2H3,(H,29,33)(H,30,34)/t21-,26+/m0/s1

Standard InChI Key:  WQYYEEDXKAOPKI-HFZDXXHNSA-N

Alternative Forms

1. Parent:

   

   ALA4463212

   N'-[(1R,2S)-1-(4-benzylpiperazin-1-yl)-1-thiophen-2-ylpropan-2-yl]-N-[(4-methoxyphenyl)methyl]oxamide

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: 506.67

Molecular Weight (Monoisotopic): 506.2352

AlogP: 3.44

#Rotatable Bonds: 9

Polar Surface Area: 73.91

Molecular Species: NEUTRAL

HBA: 6

HBD: 2

#RO5 Violations: 1

HBA (Lipinski): 7

HBD (Lipinski): 2

#RO5 Violations (Lipinski): 1

CX Acidic pKa: 12.08

CX Basic pKa: 7.21

CX LogP: 3.84

CX LogD: 3.62

Aromatic Rings: 3

Heavy Atoms: 36

QED Weighted: 0.44

Np Likeness Score: -1.62

References

1. Zhou Y, McGillick BE, Teng YG, Haranahalli K, Ojima I, Swaminathan S, Rizzo RC..  (2016)  Identification of small molecule inhibitors of botulinum neurotoxin serotype E via footprint similarity.,  24  (20): [PMID:27543389] [10.1016/j.bmc.2016.07.031]

Source

Source(1):

• Scientific Literature