3-[8-Benzyl-5-(1H-indol-3-ylmethyl)-11-isobutyl-14-(2-methylsulfanyl-ethyl)-3,6,9,12,15-pentaoxo-1,4,7,10,13pentaaza-cyclopentadec-2-yl]-propionamide

ID: ALA3349531

PubChem CID: 10327435

Max Phase: Preclinical

Molecular Formula: C36H47N7O6S

Molecular Weight: 705.88

Molecule Type: Protein

Names and Identifiers

Canonical SMILES:  CSCC[C@@H]1NC(=O)[C@H](CC(C)C)NC(=O)[C@H](Cc2ccccc2)NC(=O)[C@H](Cc2c[nH]c3ccccc23)NC(=O)[C@H](CCC(N)=O)NC1=O

Standard InChI:  InChI=1S/C36H47N7O6S/c1-21(2)17-28-34(47)40-27(15-16-50-3)33(46)39-26(13-14-31(37)44)32(45)43-30(19-23-20-38-25-12-8-7-11-24(23)25)36(49)42-29(35(48)41-28)18-22-9-5-4-6-10-22/h4-12,20-21,26-30,38H,13-19H2,1-3H3,(H2,37,44)(H,39,46)(H,40,47)(H,41,48)(H,42,49)(H,43,45)/t26-,27-,28-,29-,30-/m0/s1

Standard InChI Key:  DEKUMZCJPNNXOG-IIZANFQQSA-N

Molfile:  

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M  END

Alternative Forms

1. Parent:

   

   ALA3349531

   cyclo[Gln-Trp-Phe-Leu-Met]

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: 705.88

Molecular Weight (Monoisotopic): 705.3309

AlogP: 1.46

#Rotatable Bonds: 12

Polar Surface Area: 204.38

Molecular Species: NEUTRAL

HBA: 7

HBD: 7

#RO5 Violations: 2

HBA (Lipinski): 13

HBD (Lipinski): 8

#RO5 Violations (Lipinski): 3

CX Acidic pKa: 10.57

CX Basic pKa: ┄

CX LogP: 1.47

CX LogD: 1.47

Aromatic Rings: 3

Heavy Atoms: 50

QED Weighted: 0.15

Np Likeness Score: 0.29

References

1. Williams BJ, Curtis NR, McKnight AT, Maguire JJ, Young SC, Veber DF, Baker R..  (1993)  Cyclic peptides as selective tachykinin antagonists.,  36  (1): [PMID:7678430] [10.1021/jm00053a001]

Source

Source(1):

• Scientific Literature