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

ID: ALA2011463

Chembl Id: CHEMBL2011463

PubChem CID: 70689414

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)NC(=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/C45H58N8O7/c1-27(2)39-45(60)53(5)38(24-29-13-7-6-8-14-29)44(59)52(4)28(3)40(55)49-36(23-30-18-20-32(54)21-19-30)42(57)50-37(25-31-26-47-34-16-10-9-15-33(31)34)43(58)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,48,58)(H,49,55)(H,50,57)(H,51,56)/t28-,35-,36-,37+,38-,39-/m0/s1

Standard InChI Key:  JOCSFFZMFPMZFX-GERVPSNRSA-N

Alternative Forms

1. Parent:

   

   ALA2011463

   cyclo[N(Me)Ala-Tyr-D-Trp-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: 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: 10.15

CX LogP: 1.84

CX LogD: 0.28

Aromatic Rings: 4

Heavy Atoms: 60

QED Weighted: 0.11

Np Likeness Score: 0.94

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