(S)-2-((3S,6S,12S,15S,20aS)-3-((1H-indol-3-yl)methyl)-15-(4-aminobutyl)-12-(3-guanidinopropyl)-1,4,10,13,16-pentaoxoicosahydropyrrolo[2,1-f][1,4,7,10,13]pentaazacyclooctadecine-6-carboxamido)-4-methylpentanoic acid

ID: ALA4748559

Chembl Id: CHEMBL4748559

PubChem CID: 10440472

Max Phase: Preclinical

Molecular Formula: C40H61N11O8

Molecular Weight: 824.00

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  CC(C)C[C@H](NC(=O)[C@@H]1CCCC(=O)N[C@@H](CCCNC(=N)N)C(=O)N[C@@H](CCCCN)C(=O)N2CCC[C@H]2C(=O)N[C@@H](Cc2c[nH]c3ccccc23)C(=O)N1)C(=O)O

Standard InChI:  InChI=1S/C40H61N11O8/c1-23(2)20-31(39(58)59)50-35(54)28-13-7-16-33(52)46-27(14-8-18-44-40(42)43)34(53)48-29(12-5-6-17-41)38(57)51-19-9-15-32(51)37(56)49-30(36(55)47-28)21-24-22-45-26-11-4-3-10-25(24)26/h3-4,10-11,22-23,27-32,45H,5-9,12-21,41H2,1-2H3,(H,46,52)(H,47,55)(H,48,53)(H,49,56)(H,50,54)(H,58,59)(H4,42,43,44)/t27-,28-,29-,30-,31-,32-/m0/s1

Standard InChI Key:  ZEJURVSRNTZMBH-JNRWAQIZSA-N

Alternative Forms

1. Parent:

   

   ALA4748559

   N(1)Arg-Lys-Pro-Trp-Aad(1)-Leu-OH

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: 824.00

Molecular Weight (Monoisotopic): 823.4705

AlogP: -0.17

#Rotatable Bonds: 15

Polar Surface Area: 306.82

Molecular Species: ZWITTERION

HBA: 9

HBD: 11

#RO5 Violations: 2

HBA (Lipinski): 19

HBD (Lipinski): 13

#RO5 Violations (Lipinski): 3

CX Acidic pKa: 3.82

CX Basic pKa: 11.92

CX LogP: -3.05

CX LogD: -5.14

Aromatic Rings: 2

Heavy Atoms: 59

QED Weighted: 0.06

Np Likeness Score: 0.55

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