(S)-2-acetamido-N-((R)-1-(2-((S)-1-amino-3-methyl-1-oxobutan-2-ylamino)-2-oxoethylamino)-3-mercapto-1-oxopropan-2-yl)-5-guanidinopentanamide

ID: ALA4862916

Chembl Id: CHEMBL4862916

PubChem CID: 101656122

Max Phase: Preclinical

Molecular Formula: C18H34N8O5S

Molecular Weight: 474.59

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  CC(=O)N[C@@H](CCCNC(=N)N)C(=O)N[C@@H](CS)C(=O)NCC(=O)N[C@H](C(N)=O)C(C)C

Standard InChI:  InChI=1S/C18H34N8O5S/c1-9(2)14(15(19)29)26-13(28)7-23-16(30)12(8-32)25-17(31)11(24-10(3)27)5-4-6-22-18(20)21/h9,11-12,14,32H,4-8H2,1-3H3,(H2,19,29)(H,23,30)(H,24,27)(H,25,31)(H,26,28)(H4,20,21,22)/t11-,12-,14-/m0/s1

Standard InChI Key:  LSYJOCCAIPRYCZ-OBJOEFQTSA-N

Alternative Forms

1. Parent:

   

   ALA4862916

   Ac-Arg-Cys-Gly-Val-NH2

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: 474.59

Molecular Weight (Monoisotopic): 474.2373

AlogP: -3.09

#Rotatable Bonds: 14

Polar Surface Area: 221.39

Molecular Species: BASE

HBA: 7

HBD: 9

#RO5 Violations: 1

HBA (Lipinski): 13

HBD (Lipinski): 10

#RO5 Violations (Lipinski): 2

CX Acidic pKa: 9.94

CX Basic pKa: 11.69

CX LogP: -3.19

CX LogD: -5.51

Aromatic Rings: ┄

Heavy Atoms: 32

QED Weighted: 0.05

Np Likeness Score: -0.08

References

1. Guarise C, Ceradini D, Tessari M, Pavan M, Moro S, Salmaso V, Barbera C, Beninatto R, Galesso D..  (2021)  Amphiphilic peptide-based MMP3 inhibitors for intra-articular treatment of knee OA.,  38  [PMID:33872958] [10.1016/j.bmc.2021.116132]

Source

Source(1):

• Scientific Literature