(3R,6S,9S,12S,15S,18S)-3-((1H-indol-3-yl)methyl)-18-(4-aminobutyl)-12-benzyl-6-(4-hydroxybenzyl)-15-isopropyl-1,4,9,10-tetramethyl-1,4,7,10,13,16-hexaazacyclooctadecane-2,5,8,11,14,17-hexaone

ID: ALA2011465

Chembl Id: CHEMBL2011465

PubChem CID: 70689415

Max Phase: Preclinical

Molecular Formula: C46H60N8O7

Molecular Weight: 837.03

Molecule Type: Protein

Names and Identifiers

Canonical SMILES:  CC(C)[C@@H]1NC(=O)[C@H](CCCCN)N(C)C(=O)[C@@H](Cc2c[nH]c3ccccc23)N(C)C(=O)[C@H](Cc2ccc(O)cc2)NC(=O)[C@H](C)N(C)C(=O)[C@H](Cc2ccccc2)NC1=O

Standard InChI:  InChI=1S/C46H60N8O7/c1-28(2)40-43(58)50-36(24-30-14-8-7-9-15-30)44(59)52(4)29(3)41(56)49-37(25-31-19-21-33(55)22-20-31)45(60)54(6)39(26-32-27-48-35-17-11-10-16-34(32)35)46(61)53(5)38(42(57)51-40)18-12-13-23-47/h7-11,14-17,19-22,27-29,36-40,48,55H,12-13,18,23-26,47H2,1-6H3,(H,49,56)(H,50,58)(H,51,57)/t29-,36-,37-,38-,39+,40-/m0/s1

Standard InChI Key:  HIPRHTXZCPIYPG-UNNGUJMWSA-N

Alternative Forms

1. Parent:

   

   ALA2011465

   cyclo[N(Me)Ala-Tyr-D-N(Me)Trp-N(Me)Lys-Val-Phe]

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type: Protein

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 837.03

Molecular Weight (Monoisotopic): 836.4585

AlogP: 2.66

#Rotatable Bonds: 11

Polar Surface Area: 210.27

Molecular Species: BASE

HBA: 8

HBD: 6

#RO5 Violations: 2

HBA (Lipinski): 15

HBD (Lipinski): 7

#RO5 Violations (Lipinski): 3

CX Acidic pKa: 9.40

CX Basic pKa: 10.16

CX LogP: 2.07

CX LogD: 0.50

Aromatic Rings: 4

Heavy Atoms: 61

QED Weighted: 0.12

Np Likeness Score: 1.01

References

1. Chatterjee J, Laufer B, Beck JG, Helyes Z, Pintér E, Szolcsányi J, Horvath A, Mandl J, Reubi JC, Kéri G, Kessler H..  (2011)  N-Methylated sst2 Selective Somatostatin Cyclic Peptide Analogue as a Potent Candidate for Treating Neurogenic Inflammation.,  2  (7): [PMID:24900340] [10.1021/ml200032v]

Source

Source(1):

• Scientific Literature