1-(3-((3S,6S,9S,12S,15S,20aS)-3-((1H-indol-3-yl)methyl)-15-(4-aminobutyl)-6-tert-butyl-9-isobutyl-1,4,7,10,13,16-hexaoxoicosahydropyrrolo[1,2-a][1,4,7,10,13,16]hexaazacyclooctadecin-12-yl)propyl)guanidine

ID: ALA4750764

Chembl Id: CHEMBL4750764

PubChem CID: 10101832

Max Phase: Preclinical

Molecular Formula: C40H63N11O6

Molecular Weight: 794.01

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  CC(C)C[C@@H]1NC(=O)[C@H](C(C)(C)C)NC(=O)[C@H](Cc2c[nH]c3ccccc23)NC(=O)[C@@H]2CCCN2C(=O)[C@H](CCCCN)NC(=O)[C@H](CCCNC(=N)N)NC1=O

Standard InChI:  InChI=1S/C40H63N11O6/c1-23(2)20-29-34(53)46-27(15-10-18-44-39(42)43)33(52)47-28(14-8-9-17-41)38(57)51-19-11-16-31(51)36(55)48-30(21-24-22-45-26-13-7-6-12-25(24)26)35(54)50-32(37(56)49-29)40(3,4)5/h6-7,12-13,22-23,27-32,45H,8-11,14-21,41H2,1-5H3,(H,46,53)(H,47,52)(H,48,55)(H,49,56)(H,50,54)(H4,42,43,44)/t27-,28-,29-,30-,31-,32+/m0/s1

Standard InChI Key:  NLOPJQKBRDOXGW-VRBLGLBQSA-N

Alternative Forms

1. Parent:

   

   ALA4750764

   cyclo[Arg-Lys-Pro-Trp-Gly(tBu)-Leu]

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: 794.01

Molecular Weight (Monoisotopic): 793.4963

AlogP: 0.62

#Rotatable Bonds: 12

Polar Surface Area: 269.52

Molecular Species: BASE

HBA: 8

HBD: 10

#RO5 Violations: 2

HBA (Lipinski): 17

HBD (Lipinski): 12

#RO5 Violations (Lipinski): 3

CX Acidic pKa: 10.54

CX Basic pKa: 12.03

CX LogP: -0.47

CX LogD: -4.69

Aromatic Rings: 2

Heavy Atoms: 57

QED Weighted: 0.08

Np Likeness Score: 0.72

References

1. Chartier M,Desgagné M,Sousbie M,Côté J,Longpré JM,Marsault E,Sarret P.  (2021)  Design, Structural Optimization, and Characterization of the First Selective Macrocyclic Neurotensin Receptor Type 2 Non-opioid Analgesic.,  64  (4.0): [PMID:33538583] [10.1021/acs.jmedchem.0c01726]

Source

Source(1):

• Scientific Literature