(5S,8S,11S)-5-((1H-indol-3-yl)methyl)-8-(4-aminobutyl)-11-(4-hydroxybenzyl)-1,4,7,10,13,16,17-heptaazabicyclo[13.2.1]octadeca-15(18),16-diene-3,6,9,12-tetraone

ID: ALA4101776

PubChem CID: 137661262

Max Phase: Preclinical

Molecular Formula: C31H37N9O5

Molecular Weight: 615.69

Molecule Type: Small molecule

Names and Identifiers

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

Standard InChI:  InChI=1S/C31H37N9O5/c32-12-4-3-7-25-30(44)37-26(13-19-8-10-22(41)11-9-19)29(43)34-16-21-17-40(39-38-21)18-28(42)35-27(31(45)36-25)14-20-15-33-24-6-2-1-5-23(20)24/h1-2,5-6,8-11,15,17,25-27,33,41H,3-4,7,12-14,16,18,32H2,(H,34,43)(H,35,42)(H,36,45)(H,37,44)/t25-,26-,27-/m0/s1

Standard InChI Key:  GLWBLJFCAKJDGK-QKDODKLFSA-N

Molfile:  

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M  END

Alternative Forms

1. Parent:

   

   ALA4101776

   ---

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: 615.69

Molecular Weight (Monoisotopic): 615.2918

AlogP: 0.16

#Rotatable Bonds: 8

Polar Surface Area: 209.15

Molecular Species: BASE

HBA: 9

HBD: 7

#RO5 Violations: 2

HBA (Lipinski): 14

HBD (Lipinski): 8

#RO5 Violations (Lipinski): 3

CX Acidic pKa: 9.38

CX Basic pKa: 10.11

CX LogP: -0.82

CX LogD: -2.35

Aromatic Rings: 4

Heavy Atoms: 45

QED Weighted: 0.14

Np Likeness Score: 0.58

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