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

ID: ALA2011462

Chembl Id: CHEMBL2011462

PubChem CID: 70689413

Max Phase: Preclinical

Molecular Formula: C45H58N8O7

Molecular Weight: 823.01

Molecule Type: Protein

Names and Identifiers

Canonical SMILES:  CC(C)[C@@H]1NC(=O)[C@H](CCCCN)NC(=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/C45H58N8O7/c1-27(2)39-43(58)50-36(23-29-13-7-6-8-14-29)44(59)52(4)28(3)40(55)49-37(24-30-18-20-32(54)21-19-30)45(60)53(5)38(25-31-26-47-34-16-10-9-15-33(31)34)42(57)48-35(41(56)51-39)17-11-12-22-46/h6-10,13-16,18-21,26-28,35-39,47,54H,11-12,17,22-25,46H2,1-5H3,(H,48,57)(H,49,55)(H,50,58)(H,51,56)/t28-,35-,36-,37-,38+,39-/m0/s1

Standard InChI Key:  RLJBXZMGMNTLBQ-GOSPLTSISA-N

Alternative Forms

1. Parent:

   

   ALA2011462

   cyclo[N(Me)Ala-Tyr-D-N(Me)Trp-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: 823.01

Molecular Weight (Monoisotopic): 822.4428

AlogP: 2.31

#Rotatable Bonds: 11

Polar Surface Area: 219.06

Molecular Species: BASE

HBA: 8

HBD: 7

#RO5 Violations: 2

HBA (Lipinski): 15

HBD (Lipinski): 8

#RO5 Violations (Lipinski): 3

CX Acidic pKa: 9.39

CX Basic pKa: 10.13

CX LogP: 1.83

CX LogD: 0.28

Aromatic Rings: 4

Heavy Atoms: 60

QED Weighted: 0.11

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