(5S,8S,14R)-1-amino-8-(3-guanidinopropyl)-14-(mercaptomethyl)-7,10,13,16-tetraoxo-6,9,12,15-tetraazaheptacosane-5-carboxylic acid

ID: ALA4868277

Chembl Id: CHEMBL4868277

PubChem CID: 164618869

Max Phase: Preclinical

Molecular Formula: C29H56N8O6S

Molecular Weight: 644.88

Molecule Type: Unknown

Names and Identifiers

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

Standard InChI:  InChI=1S/C29H56N8O6S/c1-2-3-4-5-6-7-8-9-10-16-24(38)36-23(20-44)26(40)34-19-25(39)35-21(15-13-18-33-29(31)32)27(41)37-22(28(42)43)14-11-12-17-30/h21-23,44H,2-20,30H2,1H3,(H,34,40)(H,35,39)(H,36,38)(H,37,41)(H,42,43)(H4,31,32,33)/t21-,22-,23-/m0/s1

Standard InChI Key:  AGOMRKDKPHWGMJ-VABKMULXSA-N

Alternative Forms

1. Parent:

   

   ALA4868277

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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: 644.88

Molecular Weight (Monoisotopic): 644.4044

AlogP: 0.88

#Rotatable Bonds: 27

Polar Surface Area: 241.62

Molecular Species: ZWITTERION

HBA: 8

HBD: 10

#RO5 Violations: 2

HBA (Lipinski): 14

HBD (Lipinski): 11

#RO5 Violations (Lipinski): 3

CX Acidic pKa: 3.79

CX Basic pKa: 11.76

CX LogP: -1.58

CX LogD: -3.48

Aromatic Rings: ┄

Heavy Atoms: 44

QED Weighted: 0.03

Np Likeness Score: 0.26

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