(S)-N-((S)-1-amino-1-oxo-3-phenylpropan-2-yl)-2-((2S,5S,8S)-14-amino-2,8-dibenzyl-5-(hydroxymethyl)-4,7,10,13-tetraoxo-3,6,9,12-tetraazatetradecanamido)-4-(2,3-dimethylguanidino)butanamide

ID: ALA4290858

PubChem CID: 145988477

Max Phase: Preclinical

Molecular Formula: C41H55N11O8

Molecular Weight: 829.96

Molecule Type: Small molecule

This compound is available for customization.

Associated Items:

Bioactivity Summary Target Summary Assay Summary

Names and Identifiers

Canonical SMILES: C/N=C(\NC)NCC[C@H](NC(=O)[C@H](Cc1ccccc1)NC(=O)[C@H](CO)NC(=O)[C@H](Cc1ccccc1)NC(=O)CNC(=O)CN)C(=O)N[C@@H](Cc1ccccc1)C(N)=O

Standard InChI: InChI=1S/C41H55N11O8/c1-44-41(45-2)46-19-18-29(37(57)50-30(36(43)56)20-26-12-6-3-7-13-26)49-39(59)32(22-28-16-10-5-11-17-28)51-40(60)33(25-53)52-38(58)31(21-27-14-8-4-9-15-27)48-35(55)24-47-34(54)23-42/h3-17,29-33,53H,18-25,42H2,1-2H3,(H2,43,56)(H,47,54)(H,48,55)(H,49,59)(H,50,57)(H,51,60)(H,52,58)(H2,44,45,46)/t29-,30-,31-,32-,33-/m0/s1

Standard InChI Key: HQWVCBWLNCJQOF-ZTTXAYQISA-N

Molfile:

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M  END

Natural Product: No	Oral: No	Chemical Probe: No	Parenteral: No
Molecule Type: Small molecule	Topical: No	First In Class: No	Black Box: No
Chirality: No	Availability: No	Prodrug: No

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type: Small molecule

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 829.96	Molecular Weight (Monoisotopic): 829.4235	AlogP: -3.12	#Rotatable Bonds: 23
Polar Surface Area: 300.36	Molecular Species: BASE	HBA: 10	HBD: 11
#RO5 Violations: 2	HBA (Lipinski): 19	HBD (Lipinski): 13	#RO5 Violations (Lipinski): 3
CX Acidic pKa: 11.65	CX Basic pKa: 11.47	CX LogP: -3.40	CX LogD: -5.73
Aromatic Rings: 3	Heavy Atoms: 60	QED Weighted: 0.03	Np Likeness Score: -0.19

References

1. Alim K, Lefranc B, Sopkova-de Oliveira Santos J, Dubessy C, Picot M, Boutin JA, Vaudry H, Chartrel N, Vaudry D, Chuquet J, Leprince J.. (2018) Design, Synthesis, Molecular Dynamics Simulation, and Functional Evaluation of a Novel Series of 26RFa Peptide Analogues Containing a Mono- or Polyalkyl Guanidino Arginine Derivative., 61 (22): [PMID:30358997] [10.1021/acs.jmedchem.8b01332]
2. Georgsson, Jennie J and 15 more authors. 2014-07-24 GPR103 antagonists demonstrating anorexigenic activity in vivo: design and development of pyrrolo[2,3-c]pyridines that mimic the C-terminal Arg-Phe motif of QRFP26. [PMID:24937104]

(S)-N-((S)-1-amino-1-oxo-3-phenylpropan-2-yl)-2-((2S,5S,8S)-14-amino-2,8-dibenzyl-5-(hydroxymethyl)-4,7,10,13-tetraoxo-3,6,9,12-tetraazatetradecanamido)-4-(2,3-dimethylguanidino)butanamide

Names and Identifiers

Alternative Forms

Associated Targets(Human)

Molecule Features

Drug Indications

Mechanisms of Action

Biocomponents

Calculated Properties

References

Source