(S)-2-((S)-1-amino-3-(1H-indol-3-yl)-1-oxopropan-2-ylcarbamoyl)-4-methylpentyl((R)-1-(benzyloxycarbonylamino)-3-phenylpropyl)phosphinic acid

ID: ALA4872604

PubChem CID: 164623073

Max Phase: Preclinical

Molecular Formula: C35H43N4O6P

Molecular Weight: 646.73

Molecule Type: Unknown

This compound is available for customization.

Associated Items:

Bioactivity Summary Target Summary Assay Summary

Names and Identifiers

Canonical SMILES: CC(C)C[C@H](CP(=O)(O)[C@H](CCc1ccccc1)NC(=O)OCc1ccccc1)C(=O)N[C@@H](Cc1c[nH]c2ccccc12)C(N)=O

Standard InChI: InChI=1S/C35H43N4O6P/c1-24(2)19-28(34(41)38-31(33(36)40)20-27-21-37-30-16-10-9-15-29(27)30)23-46(43,44)32(18-17-25-11-5-3-6-12-25)39-35(42)45-22-26-13-7-4-8-14-26/h3-16,21,24,28,31-32,37H,17-20,22-23H2,1-2H3,(H2,36,40)(H,38,41)(H,39,42)(H,43,44)/t28-,31+,32-/m1/s1

Standard InChI Key: KZIIFGMGKICFJK-FZPFXXBJSA-N

Molfile:

 
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M  END

Associated Targets(Human)

ANPEP Tchem Aminopeptidase N (863 Activities)

Discover Target: ANPEP

Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

ERAP1 Tchem Endoplasmic reticulum aminopeptidase 1 (581 Activities)

Discover Target: ERAP1

Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

ERAP2 Tchem Endoplasmic reticulum aminopeptidase 2 (387 Activities)

Discover Target: ERAP2

Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

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

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: 646.73	Molecular Weight (Monoisotopic): 646.2920	AlogP: 5.50	#Rotatable Bonds: 16
Polar Surface Area: 163.61	Molecular Species: ACID	HBA: 5	HBD: 5
#RO5 Violations: 2	HBA (Lipinski): 10	HBD (Lipinski): 6	#RO5 Violations (Lipinski): 3
CX Acidic pKa: 1.55	CX Basic pKa: ┄	CX LogP: 4.95	CX LogD: 2.57
Aromatic Rings: 4	Heavy Atoms: 46	QED Weighted: 0.10	Np Likeness Score: -0.01

References

1. Wilding B, Pasqua AE, E A Chessum N, Pierrat OA, Hahner T, Tomlin K, Shehu E, Burke R, Richards GM, Whitton B, Arwert EN, Thapaliya A, Salimraj R, van Montfort R, Skawinska A, Hayes A, Raynaud F, Chopra R, Jones K, Newton G, Cheeseman MD.. (2021) Investigating the phosphinic acid tripeptide mimetic DG013A as a tool compound inhibitor of the M1-aminopeptidase ERAP1., 42 [PMID:33887439] [10.1016/j.bmcl.2021.128050]
2. Chen, H H, Noble, F F, Roques, B P BP and Fournié-Zaluski, M C MC. 2001-10-11 Long lasting antinociceptive properties of enkephalin degrading enzyme (NEP and APN) inhibitor prodrugs. [PMID:11585456]
3. Vassiliou, Stamatia S and 7 more authors. 2014-10-09 Structure-guided, single-point modifications in the phosphinic dipeptide structure yield highly potent and selective inhibitors of neutral aminopeptidases. [PMID:25192493]
4. Węglarz-Tomczak, Ewelina and 5 more authors. 2016-07-19 A structural insight into the P1S1 binding mode of diaminoethylphosphonic and phosphinic acids, selective inhibitors of alanine aminopeptidases. [PMID:27100031]
5. Singh, Rohit R, Williams, Jessica J and Vince, Robert R. 2017-10-20 Puromycin based inhibitors of aminopeptidases for the potential treatment of hematologic malignancies. [PMID:28803047]
6. Pascual, Isel and 10 more authors. 2017-11 Discovery of novel non-competitive inhibitors of mammalian neutral M1 aminopeptidase (APN). [PMID:28964831]

(S)-2-((S)-1-amino-3-(1H-indol-3-yl)-1-oxopropan-2-ylcarbamoyl)-4-methylpentyl((R)-1-(benzyloxycarbonylamino)-3-phenylpropyl)phosphinic acid

Names and Identifiers

Alternative Forms

Associated Targets(Human)

Molecule Features

Drug Indications

Mechanisms of Action

Biocomponents

Calculated Properties

References

Source