(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)-6-(2,3-dimethylguanidino)hexanamide

ID: ALA4294254

PubChem CID: 145993421

Max Phase: Preclinical

Molecular Formula: C43H59N11O8

Molecular Weight: 858.01

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)NCCCC[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/C43H59N11O8/c1-46-43(47-2)48-21-13-12-20-31(39(59)52-32(38(45)58)22-28-14-6-3-7-15-28)51-41(61)34(24-30-18-10-5-11-19-30)53-42(62)35(27-55)54-40(60)33(23-29-16-8-4-9-17-29)50-37(57)26-49-36(56)25-44/h3-11,14-19,31-35,55H,12-13,20-27,44H2,1-2H3,(H2,45,58)(H,49,56)(H,50,57)(H,51,61)(H,52,59)(H,53,62)(H,54,60)(H2,46,47,48)/t31-,32-,33-,34-,35-/m0/s1

Standard InChI Key: ZRXPHDCVRQCSFH-ZZTWKDBPSA-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: 858.01	Molecular Weight (Monoisotopic): 857.4548	AlogP: -2.34	#Rotatable Bonds: 25
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: 11.67	CX Basic pKa: 11.53	CX LogP: -2.48	CX LogD: -4.76
Aromatic Rings: 3	Heavy Atoms: 62	QED Weighted: 0.02	Np Likeness Score: -0.17

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)-6-(2,3-dimethylguanidino)hexanamide

Names and Identifiers

Alternative Forms

Associated Targets(Human)

Molecule Features

Drug Indications

Mechanisms of Action

Biocomponents

Calculated Properties

References

Source