[5,8-Di-sec-butyl-11,14-bis-(1H-indol-3-ylmethyl)-17-isobutyl-3,6,9,12,15,18-hexaoxo-1,4,7,10,13,16hexaaza-cyclooctadec-2-yl]-acetic acid

ID: ALA329695

Chembl Id: CHEMBL329695

PubChem CID: 44327852

Max Phase: Preclinical

Molecular Formula: C44H58N8O8

Molecular Weight: 827.00

Molecule Type: Protein

Names and Identifiers

Canonical SMILES:  CC[C@H](C)[C@@H]1NC(=O)[C@@H](CC(=O)O)NC(=O)[C@H](CC(C)C)NC(=O)[C@@H](Cc2c[nH]c3ccccc23)NC(=O)[C@@H](Cc2c[nH]c3ccccc23)NC(=O)[C@@H]([C@@H](C)CC)NC1=O

Standard InChI:  InChI=1S/C44H58N8O8/c1-7-24(5)37-43(59)50-34(19-27-22-46-31-16-12-10-14-29(27)31)41(57)48-33(18-26-21-45-30-15-11-9-13-28(26)30)40(56)47-32(17-23(3)4)39(55)49-35(20-36(53)54)42(58)51-38(25(6)8-2)44(60)52-37/h9-16,21-25,32-35,37-38,45-46H,7-8,17-20H2,1-6H3,(H,47,56)(H,48,57)(H,49,55)(H,50,59)(H,51,58)(H,52,60)(H,53,54)/t24-,25-,32-,33+,34+,35+,37+,38-/m0/s1

Standard InChI Key:  LEMIMBDYMOXANI-CZYBYAPDSA-N

Alternative Forms

1. Parent:

   

   ALA329695

   cyclo[D-Asp-Ile-D-aIle-D-Trp-D-Trp-Leu]

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: 827.00

Molecular Weight (Monoisotopic): 826.4378

AlogP: 2.97

#Rotatable Bonds: 12

Polar Surface Area: 243.48

Molecular Species: ACID

HBA: 7

HBD: 9

#RO5 Violations: 2

HBA (Lipinski): 16

HBD (Lipinski): 9

#RO5 Violations (Lipinski): 3

CX Acidic pKa: 4.24

CX Basic pKa: ┄

CX LogP: 3.57

CX LogD: 0.56

Aromatic Rings: 4

Heavy Atoms: 60

QED Weighted: 0.10

Np Likeness Score: 0.64

References

1. Yahalom D, Rahimipour S, Koch Y, Ben-Aroya N, Fridkin M..  (2000)  Structure-activity studies of reduced-size gonadotropin-releasing hormone agonists derived from the sequence of an endothelin antagonist.,  43  (15): [PMID:10956190] [10.1021/jm990432o]

Source

Source(1):

• Scientific Literature