(5S,8S,11S,14S)-8-((1H-indol-3-yl)methyl)-11-(4-aminobutyl)-5-benzyl-14-(4-hydroxybenzyl)-1,4,7,10,13,16,19,20-octaazabicyclo[16.2.1]henicosa-18(21),19-diene-3,6,9,12,15-pentaone

ID: ALA4065900

PubChem CID: 137632809

Max Phase: Preclinical

Molecular Formula: C40H46N10O6

Molecular Weight: 762.87

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  NCCCC[C@@H]1NC(=O)[C@H](Cc2c[nH]c3ccccc23)NC(=O)[C@H](Cc2ccccc2)NC(=O)Cn2cc(nn2)CNC(=O)[C@H](Cc2ccc(O)cc2)NC1=O

Standard InChI:  InChI=1S/C40H46N10O6/c41-17-7-6-12-32-38(54)46-33(19-26-13-15-29(51)16-14-26)37(53)43-22-28-23-50(49-48-28)24-36(52)44-34(18-25-8-2-1-3-9-25)39(55)47-35(40(56)45-32)20-27-21-42-31-11-5-4-10-30(27)31/h1-5,8-11,13-16,21,23,32-35,42,51H,6-7,12,17-20,22,24,41H2,(H,43,53)(H,44,52)(H,45,56)(H,46,54)(H,47,55)/t32-,33-,34-,35-/m0/s1

Standard InChI Key:  WULOMTGRIMSGKQ-BBACVFHCSA-N

Molfile:  

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M  END

Alternative Forms

1. Parent:

   

   ALA4065900

   ---

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type: Small molecule

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 762.87

Molecular Weight (Monoisotopic): 762.3602

AlogP: 0.89

#Rotatable Bonds: 10

Polar Surface Area: 238.25

Molecular Species: BASE

HBA: 10

HBD: 8

#RO5 Violations: 2

HBA (Lipinski): 16

HBD (Lipinski): 9

#RO5 Violations (Lipinski): 3

CX Acidic pKa: 9.42

CX Basic pKa: 10.27

CX LogP: 0.39

CX LogD: -1.25

Aromatic Rings: 5

Heavy Atoms: 56

QED Weighted: 0.09

Np Likeness Score: 0.46

References

1. Strack M, Billard É, Chatenet D, Lubell WD..  (2017)  Urotensin core mimics that modulate the biological activity of urotensin-II related peptide but not urotensin-II.,  27  (15): [PMID:28625362] [10.1016/j.bmcl.2017.05.088]

Source

Source(1):

• Scientific Literature