2-((3S,6S,12S,17S)-17-carbamoyl-3-cyclohexyl-12-(3-guanidinopropyl)-2,5,8,11,14-pentaoxo-1,4,7,10,13-pentaazacycloheptadecan-6-yl)acetic acid

ID: ALA5220367

Chembl Id: CHEMBL5220367

PubChem CID: 168298371

Max Phase: Preclinical

Molecular Formula: C25H41N9O8

Molecular Weight: 595.66

Names and Identifiers

Canonical SMILES:  N=C(N)NCCC[C@@H]1NC(=O)CC[C@@H](C(N)=O)NC(=O)[C@H](C2CCCCC2)NC(=O)[C@H](CC(=O)O)NC(=O)CNC1=O

Standard InChI:  InChI=1S/C25H41N9O8/c26-21(39)14-8-9-17(35)31-15(7-4-10-29-25(27)28)22(40)30-12-18(36)32-16(11-19(37)38)23(41)34-20(24(42)33-14)13-5-2-1-3-6-13/h13-16,20H,1-12H2,(H2,26,39)(H,30,40)(H,31,35)(H,32,36)(H,33,42)(H,34,41)(H,37,38)(H4,27,28,29)/t14-,15-,16-,20-/m0/s1

Standard InChI Key:  JWLUUUDPTVFYQJ-ULMVMLMRSA-N

Alternative Forms

1. Parent:

   

   ALA5220367

   ---

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type:

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 595.66

Molecular Weight (Monoisotopic): 595.3078

AlogP: -3.36

#Rotatable Bonds: 8

Polar Surface Area: 287.79

Molecular Species: ZWITTERION

HBA: 8

HBD: 10

#RO5 Violations: 2

HBA (Lipinski): 17

HBD (Lipinski): 12

#RO5 Violations (Lipinski): 3

CX Acidic pKa: 4.01

CX Basic pKa: 12.86

CX LogP: -5.85

CX LogD: -5.85

Aromatic Rings: 0

Heavy Atoms: 42

QED Weighted: 0.08

Np Likeness Score: 0.71

References

1. Tomassi S, D'Amore VM, Di Leva FS, Vannini A, Quilici G, Weinmüller M, Reichart F, Amato J, Romano B, Izzo AA, Di Maro S, Novellino E, Musco G, Gianni T, Kessler H, Marinelli L..  (2021)  Halting the Spread of Herpes Simplex Virus-1: The Discovery of an Effective Dual αvβ6/αvβ8 Integrin Ligand.,  64  (10.0): [PMID:33961417] [10.1021/acs.jmedchem.1c00533]

Source

Source(1):

• Scientific Literature