(S)-1-(2-Hydroxycarbamoyl-cyclohexanecarbonyl)-pyrrolidine-2-carboxylic acid ((S)-1-carbamoyl-ethyl)-amide

ID: ALA80368

Chembl Id: CHEMBL80368

PubChem CID: 44316877

Max Phase: Preclinical

Molecular Formula: C16H26N4O5

Molecular Weight: 354.41

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  C[C@H](NC(=O)[C@@H]1CCCN1C(=O)C1CCCCC1C(=O)NO)C(N)=O

Standard InChI:  InChI=1S/C16H26N4O5/c1-9(13(17)21)18-15(23)12-7-4-8-20(12)16(24)11-6-3-2-5-10(11)14(22)19-25/h9-12,25H,2-8H2,1H3,(H2,17,21)(H,18,23)(H,19,22)/t9-,10?,11?,12-/m0/s1

Standard InChI Key:  LOSBOHMHLCTYGM-XKGSQUFQSA-N

Alternative Forms

1. Parent:

   

   ALA80368

   (2S)-N-[(2S)-1-amino-1-oxopropan-2-yl]-1-[2-(hydroxycarbamoyl)cyclohexanecarbonyl]pyrrolidine-2-carboxamide

Molecule Features

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: 354.41

Molecular Weight (Monoisotopic): 354.1903

AlogP: -0.72

#Rotatable Bonds: 5

Polar Surface Area: 141.83

Molecular Species: NEUTRAL

HBA: 5

HBD: 4

#RO5 Violations: ┄

HBA (Lipinski): 9

HBD (Lipinski): 5

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 8.86

CX Basic pKa: ┄

CX LogP: -1.30

CX LogD: -1.32

Aromatic Rings: ┄

Heavy Atoms: 25

QED Weighted: 0.38

Np Likeness Score: -0.71

References

1. Maggiora LL, Orawski AT, Simmons WH..  (1999)  Apstatin analogue inhibitors of aminopeptidase P, a bradykinin-degrading enzyme.,  42  (13): [PMID:10395480] [10.1021/jm9805642]

2. Maggiora LL, Orawski AT, Simmons WH..  (1999)  Apstatin analogue inhibitors of aminopeptidase P, a bradykinin-degrading enzyme.,  42  (13): [PMID:10395480] [10.1021/jm9805642]

3. Maggiora LL, Orawski AT, Simmons WH..  (1999)  Apstatin analogue inhibitors of aminopeptidase P, a bradykinin-degrading enzyme.,  42  (13): [PMID:10395480] [10.1021/jm9805642]

Source

Source(1):

• Scientific Literature