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

ID: ALA2011467

Chembl Id: CHEMBL2011467

PubChem CID: 45139239

Max Phase: Preclinical

Molecular Formula: C47H62N8O7

Molecular Weight: 851.06

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)N(C)C1=O

Standard InChI:  InChI=1S/C47H62N8O7/c1-29(2)41-47(62)55(7)39(26-31-15-9-8-10-16-31)45(60)52(4)30(3)42(57)50-37(25-32-20-22-34(56)23-21-32)44(59)54(6)40(27-33-28-49-36-18-12-11-17-35(33)36)46(61)53(5)38(43(58)51-41)19-13-14-24-48/h8-12,15-18,20-23,28-30,37-41,49,56H,13-14,19,24-27,48H2,1-7H3,(H,50,57)(H,51,58)/t30-,37-,38-,39-,40+,41-/m0/s1

Standard InChI Key:  SJIMFBGRZWUIGY-BGXLBEBNSA-N

Alternative Forms

1. Parent:

   

   ALA2011467

   cyclo[N(Me)Ala-Tyr-D-N(Me)Trp-N(Me)Lys-Val-N(Me)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: 851.06

Molecular Weight (Monoisotopic): 850.4741

AlogP: 3.00

#Rotatable Bonds: 11

Polar Surface Area: 201.48

Molecular Species: BASE

HBA: 8

HBD: 5

#RO5 Violations: 1

HBA (Lipinski): 15

HBD (Lipinski): 6

#RO5 Violations (Lipinski): 3

CX Acidic pKa: 9.41

CX Basic pKa: 10.21

CX LogP: 2.32

CX LogD: 0.72

Aromatic Rings: 4

Heavy Atoms: 62

QED Weighted: 0.14

Np Likeness Score: 0.99

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